Page last updated: 2024-12-05

tosufloxacin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

tosufloxacin: quinolone anti-infective agent; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

tosufloxacin : A racemate comprising equimolar amounts of (R)- and (S)-tosufloxacin. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid : A 1,8-naphthyridine derivative that is 4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid bearing additional 2,4-difluorophenyl, fluoro and 3-aminopyrrolidin-1-yl substituents at positions 1, 6 and 7 respectively. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5517
CHEMBL ID273348
CHEBI ID77581
SCHEMBL ID34354
MeSH IDM0155499

Synonyms (59)

Synonym
108138-46-1
AC-3509
1,8-naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-
a 67107
ccris 6304
abbott 61827
brn 4913117
a-61827
a 61827
100490-36-6
7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
tosufloxacin
7-(3-amino-1-pyrrolidinyl-1-(2,4-diflurophenyl)-6-fluro-1,4-dihydro-4-oxo-naphthyridine-3-carboxylic acid
tosufloxacin (usan)
D02317
NCGC00167536-01
7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
HMS2090B18
chebi:77581 ,
CHEMBL273348
abbott-61827
a-67107
NCGC00167536-02
tosufloxacin [usan:inn]
ghj553kqps ,
unii-ghj553kqps
AKOS015960741
FT-0631007
AB00698260-12
1,8-naphthyridine-3-carboxylicacid,7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-
SCHEMBL34354
tosufloxacin [who-dd]
tosufloxacin [inn]
1,8-naphthyridine-3-carboxylic acid, 7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-, (+/-)-
tosufloxacin [usan]
tosufloxacin [mi]
tosufloxacin [mart.]
(+/-)-7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
AB00698260-14
DTXSID2044135
FT-0696994
SR-01000763339-3
sr-01000763339
rkl10085
()-7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic aci
( inverted exclamation marka)-7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic aci
Q3995932
100490-36-6 (free base)
Z2681892005
tosufloxacin;100490-36-6
BCP12643
1,8-naphthyridine-3-carboxylic acid, 7-(3-amino-1-pyrrolidinyl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-
bdbm50230834
tosufloxacin 100 microg/ml in acetonitrile
7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylicacid
7-(3-amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid
CS-0013843
HY-B1802
EN300-19766363

Research Excerpts

Effects

Tosufloxacin has consistent activity against common cystic fibrosis pathogens. The drug warrants investigation in clinical trials.

ExcerptReferenceRelevance
"Tosufloxacin has an antibacterial activity that warrants investigation in clinical trials."( Susceptibility of anaerobic bacteria to tosufloxacin.
Lindmark, A; Nord, CE; Persson, I; Runow, C, 1992
)
1.27
"Tosufloxacin has an antibacterial activity that warrants investigation in clinical trials."( Susceptibility of anaerobic bacteria to tosufloxacin.
Lindmark, A; Nord, CE; Persson, I; Runow, C, 1992
)
1.27
"Tosufloxacin has consistent activity against common cystic fibrosis pathogens."( In vitro activity of tosufloxacin, a new quinolone, against respiratory pathogens derived from cystic fibrosis sputum.
Akaniro, JC; Arguedas, AG; Marks, MI; Stutman, HR, 1990
)
1.32

Treatment

ExcerptReferenceRelevance
"Treatment with tosufloxacin tosilate or amoxicillin was effective in most cases of streptococcal balanoposthitis."( [Clinical experience of streptococcal balanoposthitis in 47 healthy adult males].
Wakatsuki, A, 2005
)
0.67

Toxicity

ExcerptReferenceRelevance
" Vigamox(®) containing moxifloxacin and Tosuflo(®) containing tosufloxacin were more toxic when compared with the other antibiotics."( In vitro assessment of the cytotoxicity of six topical antibiotics to four cultured ocular surface cell lines.
Ayaki, M; Iwasawa, A; Niwano, Y, 2012
)
0.62

Compound-Compound Interactions

ExcerptReferenceRelevance
"Comparing with other pyridonecarboxylic acids (PCAs), the neurotoxicity of (+/-)-7-(3-amino-1-pyrrolidinyl)-6-fluoro-1-(2,4-difluorophenyl)-1,4- dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid p-toluenesulfonate hydrate (T-3262), which is a new PCA, was investigated in mice in a combination with fenbufen (FBF)."( [Adverse drug interactions between pyridonecarboxylic acids and nonsteroidal antiinflammatory drugs: convulsion after oral or intracerebral administration in mice].
Hirai, S; Makino, S; Narita, H; Tanaka, K, 1989
)
0.28

Bioavailability

ExcerptReferenceRelevance
"This study was designed to determine the influence of aluminum hydroxide and famotidine on the bioavailability of tosufloxacin."( Effects of aluminum hydroxide and famotidine on bioavailability of tosufloxacin in healthy volunteers.
Inotsume, N; Minami, R; Nakamura, C; Nakano, M, 1998
)
0.75

Dosage Studied

ExcerptRelevanceReference
" Urinary excretion was 35% and 42% of the dosed radioactivity in rats and mice, respectively, and fecal excretion was about 65% and 56% of the dosed radioactivity in rats and mice, respectively."( [Studies on absorption, distribution and excretion of 14C labeled (+-)-7-(3-amino-1-pyrrolidinyl)-6-fluoro-1-(2,4-difluorophenyl)-1,4- dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid p-toluene-sulfonate hydrate (14C-T-3262) in rats and mice].
Hayakawa, H; Hayashi, K; Maeda, T; Sakai, H; Yoneda, K, 1989
)
0.28
"144 g x piece(-1)) and the results of TSFX concentrations in rabbit serum at different time after dosing with the recoveries of 90."( [Mn2+-cTMAB-sensitized fluorescent microscopic determination of tosufloxacin tosylate based on a self-ordered ring].
Deng, FY; Huang, CX; Liu, Y, 2014
)
0.64
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (8)

ClassDescription
1,8-naphthyridine derivativeAny naphthyridine derivative that is a derivative of 1,8-naphthyridine.
amino acidA carboxylic acid containing one or more amino groups.
monocarboxylic acidAn oxoacid containing a single carboxy group.
organofluorine compoundAn organofluorine compound is a compound containing at least one carbon-fluorine bond.
aminopyrrolidine
tertiary amino compoundA compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
primary amino compoundA compound formally derived from ammonia by replacing one hydrogen atom by an organyl group.
quinolone antibioticAn organonitrogen heterocyclic antibiotic whose structure contains a quinolone or quinolone-related skeleton.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency40.53340.007215.758889.3584AID624030
ClpPBacillus subtilisPotency8.91251.995322.673039.8107AID651965
USP1 protein, partialHomo sapiens (human)Potency63.09570.031637.5844354.8130AID504865
TDP1 proteinHomo sapiens (human)Potency19.09190.000811.382244.6684AID686978; AID686979
flap endonuclease 1Homo sapiens (human)Potency56.23410.133725.412989.1251AID588795
histone-lysine N-methyltransferase 2A isoform 2 precursorHomo sapiens (human)Potency14.12540.010323.856763.0957AID2662
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency79.43280.050127.073689.1251AID588590
gemininHomo sapiens (human)Potency13.33590.004611.374133.4983AID624297
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (185)

Assay IDTitleYearJournalArticle
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
AID209727Minimum inhibitory concentration was evaluated in vitro against Streptococcus pneumoniae SV-11993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID10501AUC in mice1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID13864Cmax in mouse plasma1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID113339In vivo dose(po) inhibiting systemic infections caused by Pseudomonas aeruginosa 5007 in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID113337In vivo dose(po) inhibiting systemic infections caused by Escherichia coli Juhl in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID23542Solubility (in 0.1 N HCl)1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID205986In vitro Minimum inhibitory concentration against Staphylococcus aureus CMX 686B1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID21154% dose recovered in mouse urine1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID133970In vivo potency against acute systemic infection in mouse caused by Streptococcus pneumoniae SV-1 on subcutaneous injection.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID128927Blood level was evaluated by a disk agar diffusion assay at 3.0 hh when administered at a peroral dose of 100 mg/kg1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID164375Minimum inhibitory concentration was evaluated in vitro against Pseudomonas aeruginosa UI-181993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID67874In vitro minimum inhibitory concentration against Enterobacter aerogenes ATCC 13048 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID205392In vitro for antibacterial activity against Serratia marcescens1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID201409In vitro antibacterial activity against gram positive Staphylococcus aureus UC76.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID1079934Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source]
AID128916Blood level was evaluated by a disk agar diffusion assay at 1.0 hr when administered at a peroral dose of 100 mg/kg1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID133960In vivo potency against acute systemic infection in mouse caused by Escherichia coli Vogel on oral administration by gavage.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID70772In vitro minimum inhibitory concentration against Escherichia coli Juhl using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID68978Supercoiling inhibition assay using purified DNA gyrase isolated from Escherichia coli H5601988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID128931Blood level was evaluated by a disk agar diffusion assay at 6.0 hr when administered at a peroral dose of 100 mg/kg1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID209130Minimum inhibitory concentration was evaluated in vitro against Streptococcus pyogenes C 2031993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID368423Antimicrobial activity against Escherichia coli KAM32 pSTVdeltaqepA containing disrupted qepA gene by agar dilution method2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID1079949Proposed mechanism(s) of liver damage. [column 'MEC' in source]
AID70428Compound was tested for antibacterial activity against gram negative Escherichia coli ML47071998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID1079943Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source]
AID368422Antimicrobial activity against Escherichia coli KAM32 pSTVqepA containing qepA gene ligated to pSTV28 plasmid by agar dilution method2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID115937In vivo antibacterial activity against systemic infection caused by Escherichia coli juhl in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID69639Minimum inhibitory concentration against Escherichia coli2000Journal of medicinal chemistry, Mar-23, Volume: 43, Issue:6
Artificial neural network applied to prediction of fluorquinolone antibacterial activity by topological methods.
AID70753In vitro Minimum inhibitory concentration against Escherichia coli Juhl1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID164702Compound was tested for antibacterial activity against gram negative Pseudomonas aeruginosa KP-2541998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID30272In vitro Minimum inhibitory concentration against Acinetobacter CMX 6691988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID125506The ratio of the number of Mongolian gerbils in which Helicobacter pylori was not detected to that of Mongolian gerbils tested (percent) was represented as clearance rate1998Bioorganic & medicinal chemistry letters, Aug-18, Volume: 8, Issue:16
Synthesis and structure-activity relationships of 7-(2-aminoalkyl)morpholinoquinolones as anti-Helicobacter pylori agents.
AID20932Compound was evaluated for the solubility in Ringer's buffer solution1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID96058Minimum inhibitory concentration was evaluated in vitro against Klebsiella pneumoniae MGH21993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID164886In vitro Minimum inhibitory concentration against Pseudomonas aeruginosa K799/WT1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID53322Inhibition of the gyrase mediated cleavage of supercoiled DNA1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.
AID70429Compound was tested for antibacterial activity against gram negative Escherichia coli NIHJ JC-21998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID164561In vitro antibacterial activity against Pseudomonas aeruginosa K799/WT1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID1079941Liver damage due to vascular disease: peliosis hepatitis, hepatic veno-occlusive disease, Budd-Chiari syndrome. Value is number of references indexed. [column 'VASC' in source]
AID70583In vitro for antibacterial activity against Escherichia coli1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID95881In vitro antibacterial activity against Klebsiella pneumoniae 80451986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID115940In vivo antibacterial activity against systemic infection caused by Pseudomonas aeruginosa 5007 in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID201951In vitro antibacterial activity against gram positive Streptococcus pneumoniae SV-1.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID1079936Choleostatic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is < 2 (see ACUTE). Value is number of references indexed. [column 'CHOLE' in source]
AID207960In vitro antibacterial activity against Staphylococcus aureus ATCC 6538P1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID94147In vitro antibacterial activity against gram negative Klebsiella pneumoniae MGH-2.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID163944Compound was tested for acute toxicity against Pseudomonas aeruginosa A 9843 after oral administration of drug in mice1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID1079935Cytolytic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is > 5 (see ACUTE). Value is number of references indexed. [column 'CYTOL' in source]
AID1079945Animal toxicity known. [column 'TOXIC' in source]
AID52937Compound was tested for antibacterial activity against gram negative Citrobacter freundii KP-291998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID164560In vitro antibacterial activity against Pseudomonas aeruginosa 50071986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID1079938Chronic liver disease either proven histopathologically, or through a chonic elevation of serum amino-transferase activity after 6 months. Value is number of references indexed. [column 'CHRON' in source]
AID151528In vitro antibacterial activity against gram negative Pseudomonas aeruginosa UI-18.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID1079942Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source]
AID68172Compound was tested for antibacterial activity against gram negative Enterobacter cloacae Nek391998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID117682Protective dose in vivo was determined in acute, lethal systemic infections in female Charles River CD-1 mice against Escherichia coli Vogel1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.
AID74727Antibacterial activity against five Gram-negative bacteria1992Journal of medicinal chemistry, Dec-11, Volume: 35, Issue:25
Fluoroquinolones: relationships between structural variations, mammalian cell cytotoxicity, and antimicrobial activity.
AID205651Compound was tested for antibacterial activity against gram positive Staphylococcus aureus JS-11998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID24564t1/2 in mouse plasma1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID368421Antimicrobial activity against Escherichia coli KAM32 pSTV28 containing chloramphenicol-resistant vector by agar dilution method2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID128920Blood level was evaluated by a disk agar diffusion assay at 2.0 hr when administered at a peroral dose of 100 mg/kg1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID65397In vitro antibacterial activity against gram positive Enterococcus faecalis MGH-2.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID207046Minimum inhibitory concentration was evaluated in vitro against Staphylococcus aureus UC 761993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID207961In vitro antibacterial activity against Staphylococcus aureus CMX 686B1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID70426Compound was tested for antibacterial activity against gram negative Escherichia coli CSH2/RE451998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID69759Antibacterial activity in vitro against Escherichia coli Vogel1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID95735Compound was tested for antibacterial activity against gram negative Klebsiella oxytoca GN 106501998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID205653Compound was tested for antibacterial activity against gram positive Staphylococcus aureus smith1998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID96242In vitro Minimum inhibitory concentration against Klebsiella pneumoniae 80451988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID162741In vitro for antibacterial activity against Proteus mirabilis1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID24221Partition coefficient (logP)1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID205720In vitro Minimum inhibitory concentration against Staphylococcus epidermidis 35191988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID133974In vivo potency against acute systemic infection in mouse caused by Streptococcus pyogenes C-203 on subcutaneous injection1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID207409Compound was tested for acute toxicity against Staphylococcus aureus A 15090 after oral administration of drug in mice1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID95532In vitro for antibacterial activity against Klebsiella pneumoniae1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID207045Minimum inhibitory concentration was evaluated in vitro against Staphylococcus aureus H 2281993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID133965In vivo potency against acute systemic infection in mouse caused by Pseudomonas aeruginosa UI-18 on oral administration by gavage.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID1079944Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source]
AID205983In vitro Minimum inhibitory concentration against Staphylococcus aureus A51771988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID209298In vitro antibacterial activity against Streptococcus pyogenes 9301986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID1079937Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' in source]
AID23549Solubility (at pH 7.4)1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID52938Compound was tested for antibacterial activity against gram negative Citrobacter freundii No.71998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID164565Compound was tested for antibacterial activity against gram negative Pseudomonas aeruginosa AK1091998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID201273In vitro antibacterial activity against gram positive Staphylococcus aureus H-228.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID205984In vitro Minimum inhibitory concentration against Staphylococcus aureus ATCC 6538P1988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID203284In vitro minimum inhibitory concentration against Staphylococcus aureus A 5177 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID205650Compound was tested for antibacterial activity against gram positive Staphylococcus aureus FDA 209P JC-11998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID68019Minimum inhibitory concentration in vitro against Enterobacter cloacae MA 26461993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID202109In vitro antibacterial activity against gram positive Streptococcus pyogenes C-203.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID96099Compound was tested for antibacterial activity against gram negative Klebsiella pneumoniae No.421998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID125255In vitro for antibacterial activity against Morganella morganii1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID113347In vivo dose(sc) inhibiting systemic infections caused by Staphylococcus aureus NCTC 10649 in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID205821Antibacterial activity against Staphylococcus aureus1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID70418In vitro antibacterial activity against Escherichia coli Juhl1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID1079947Comments (NB not yet translated). [column 'COMMENTAIRES' in source]
AID210070Compounds were evaluated in vivo for antibacterial activity for mouse protection against Streptococcus pyogenes C 203 after oral administration1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID152317In vitro antibacterial activity against gram negative Providencia rettgeri M-1771.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID1079940Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source]
AID67225In vitro for antibacterial activity against Enterococcus faecalis1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID210254In vitro minimum inhibitory concentration against Streptococcus pyogenes 930 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID209570In vitro Minimum inhibitory concentration against Streptococcus faecium ATCC 80431988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID1079946Presence of at least one case with successful reintroduction. [column 'REINT' in source]
AID208790Compound was tested for acute toxicity against Streptococcus pneumoniae A 9585 after oral administration of drug in mice1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID164720In vitro for antibacterial activity against Pseudomonas aeruginosa1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID164885In vitro Minimum inhibitory concentration against Pseudomonas aeruginosa 50071988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID133972In vivo potency against acute systemic infection in mouse caused by Streptococcus pyogenes C-203 on oral administration by gavage1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID67884Minimum inhibitory concentration was evaluated in vitro against Enterococcus faecalis MGH-21993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID74728Geometric mean of MIC was determined in vitro against gram-negative strains using standard microtitration techniques1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.
AID205588In vitro antibacterial activity against Staphylococcus epidermidis 35191986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID30422In vitro antibacterial activity against Acinetobacter species CMX6691986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID134724Lethal dose was determined in OF1-strain female Swiss mice after intra venous administration of the drug1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID74699In vitro antibacterial activity against Gram (-) bacteria2003Journal of medicinal chemistry, May-08, Volume: 46, Issue:10
A novel antibacterial 8-chloroquinolone with a distorted orientation of the N1-(5-amino-2,4-difluorophenyl) group.
AID67215Compound was tested for antibacterial activity against gram positive Enterococcus faecalis 13731998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID205652Compound was tested for antibacterial activity against gram positive Staphylococcus aureus KP-90-31998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID64389In vitro antibacterial activity against gram negative Enterobacter cloacae MA 2646.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID133968In vivo potency against acute systemic infection in mouse caused by Streptococcus pneumoniae SV-1 on oral administration by gavage.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID51918Mammalian cell cytotoxicity test in chinese hamster V79 cells (clonogenic cytotoxicity)1992Journal of medicinal chemistry, Dec-11, Volume: 35, Issue:25
Fluoroquinolones: relationships between structural variations, mammalian cell cytotoxicity, and antimicrobial activity.
AID163227Compound was tested for antibacterial activity against gram negative Proteus vulgaris KS-1341998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID209569In vitro antibacterial activity against Streptococcus faecium ATCC 80431986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID87939In vitro minimum inhibitory concentration against growth of Helicobacter pylori ATCC 43504.1998Bioorganic & medicinal chemistry letters, Aug-18, Volume: 8, Issue:16
Synthesis and structure-activity relationships of 7-(2-aminoalkyl)morpholinoquinolones as anti-Helicobacter pylori agents.
AID210071Antibacterial activity measured as mouse protection against Streptococcus pyogenes C 203 after subcutaneous administration1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID68179In vitro for antibacterial activity against Enterobacter cloacae1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID70612Compound was tested for acute toxicity against Escherichia coli A 15119 after oral administration of drug in mice1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID66105In vitro minimum inhibitory concentration against Enterococcus faecium ATCC 8043 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID368424Ratio of MIC for Escherichia coli KAM32 pSTVqepA mutant to MIC for Escherichia coli KAM32 pSTV28 mutant2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID115942In vivo antibacterial activity against systemic infection caused by Staphylococcus aureus NCTC 10649 in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID133966In vivo potency against acute systemic infection in mouse caused by Pseudomonas aeruginosa. UI-18. on subcutaneous injection.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID209450In vitro Minimum inhibitory concentration against Streptococcus pyogenes 9301988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID133962In vivo potency against acute systemic infection in mouse caused by Escherichia coli vogel on subcutaneous injection.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID203286In vitro minimum inhibitory concentration against Staphylococcus aureus CMX 553 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID208922In vitro minimum inhibitory concentration against Streptococcus bovis A5169 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID203290In vitro minimum inhibitory concentration against Staphylococcus epidermidis 3159 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID1079948Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source]
AID26270Partition coefficient (logD)1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID163228Compound was tested for antibacterial activity against gram negative Proteus vulgaris No.331998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID65233In vitro antibacterial activity against gram negative Escherichia coli Vogel.1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID113343In vivo dose(sc) inhibiting systemic infections caused by Escherichia coli Juhl in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID74854Geometric mean of MIC was determined in vitro against gram-positive strains using standard microtitration techniques1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.
AID164088In vitro minimum inhibitory concentration against Pseudomonas aeruginosa K799 / WT using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID368419Antimicrobial activity against Escherichia coli KAM32 expressing deltaacrB ydhE hsd gene by agar dilution method2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID208743In vitro Minimum inhibitory concentration against Streptococcus agalactiae CMX 5081988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID70283Antibacterial activity against Escherichia coli Vogel after subcutaneous administration in mouse1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID164703Compound was tested for antibacterial activity against gram negative Pseudomonas aeruginosa PAO11998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID113345In vivo dose(sc) inhibiting systemic infections caused by Pseudomonas aeruginosa 5007 in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID21753Solubility was measured at PH - 7.2 buffer1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID96098Compound was tested for antibacterial activity against gram negative Klebsiella pneumoniae KC-11998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID74853Antibacterial activity against five Gram-positive bacteria targeting topoisomerase II (DNA gyrase B GyrB)1992Journal of medicinal chemistry, Dec-11, Volume: 35, Issue:25
Fluoroquinolones: relationships between structural variations, mammalian cell cytotoxicity, and antimicrobial activity.
AID1079933Acute liver toxicity defined via clinical observations and clear clinical-chemistry results: serum ALT or AST activity > 6 N or serum alkaline phosphatases activity > 1.7 N. This category includes cytolytic, choleostatic and mixed liver toxicity. Value is
AID130079Compounds were evaluated for phototoxicity no-effect dose in mouse1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID40338In vitro for antibacterial activity against Bacillus fragilis.1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID134725Lethal dose was determined in OF1-strain female Swiss mice after oral administration of the drug1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID1079939Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source]
AID30399Compound was tested for antibacterial activity against gram negative Acinetobacter calcoaceticus No.41998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID208912In vitro Minimum inhibitory concentration against Streptococcus bovis A51691988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID163733Minimum inhibitory concentration was evaluated in vitro against Providencia rettgeri M17711993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID206825Compound was tested for antibacterial activity against gram positive Staphylococcus pyogenes cook1998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID70282Antibacterial activity against Escherichia coli Vogel after oral administration in mouse1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID205982In vitro Minimum inhibitory concentration against Staphylococcus aureus 451988Journal of medicinal chemistry, Aug, Volume: 31, Issue:8
Design, synthesis, and properties of (4S)-7-(4-amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic acids.
AID207547In vitro minimum inhibitory concentration against Staphylococcus aureus ATCC 6538P using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID210197Antibacterial activity against Streptococcus pneumoniae1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Fluoronaphthyridines as antibacterial agents. 4. Synthesis and structure-activity relationships of 5-substituted-6-fluoro-7-(cycloalkylamino)-1,4-dihydro-4-oxo-1,8- naphthyridine-3-carboxylic acids.
AID163947In vitro minimum inhibitory concentration against Pseudomonas aeruginosa A5007 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID213589Clonogenic cytotoxicity against hamster V-79 cells1993Journal of medicinal chemistry, Apr-02, Volume: 36, Issue:7
Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1- pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy.
AID43924Compound was tested for antibacterial activity against gram negative Burkholderia cepacia 231998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID23544Solubility (at pH 4)1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID436988Inhibition of human HeLa cell proliferation2009Bioorganic & medicinal chemistry, Aug-01, Volume: 17, Issue:15
7-((4-Substituted)piperazin-1-yl) derivatives of ciprofloxacin: synthesis and in vitro biological evaluation as potential antitumor agents.
AID162740Compound was tested for antibacterial activity against gram negative Proteus mirabilis JY-101998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID368420Antimicrobial activity against Escherichia coli KAM32 pHPA containing mutated GyrA gene by agar dilution method2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID23546Aqueous solubility1992Journal of medicinal chemistry, May-15, Volume: 35, Issue:10
Quinolone antibacterial agents. Synthesis and structure-activity relationships of a series of amino acid prodrugs of racemic and chiral 7-(3-amino-1-pyrrolidinyl)quinolones. Highly soluble quinolone prodrugs with in vivo pseudomonas activity.
AID94220In vitro minimum inhibitory concentration against Klebsiella pneumoniae 8045 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID30276In vitro minimum inhibitory concentration against Acinetobacter CMX 669 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID70427Compound was tested for antibacterial activity against gram negative Escherichia coli CSH2/RK11998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID1079932Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source]
AID205389Compound was tested for antibacterial activity against gram negative Serratia marcescens No.16-21998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID74698Tested for in vitro antibacterial activity against Gram (+) bacteria2003Journal of medicinal chemistry, May-08, Volume: 46, Issue:10
A novel antibacterial 8-chloroquinolone with a distorted orientation of the N1-(5-amino-2,4-difluorophenyl) group.
AID678909TP_TRANSPORTER: increase in Doxorubicin intracellular accumulation (Doxorubicin: 5 uM, Tosufloxacin: 500 uM) in P388/ADR cells2002Clinical and experimental pharmacology & physiology, Mar, Volume: 29, Issue:3
Possible involvement of P-glycoprotein in the biliary excretion of grepafloxacin.
AID208884In vitro minimum inhibitory concentration against Streptococcus agalactiae CMX 508 using brain-heart infusion agar1992Journal of medicinal chemistry, Apr-17, Volume: 35, Issue:8
Preparation and in vitro and in vivo evaluation of quinolones with selective activity against gram-positive organisms.
AID67685In vitro antibacterial activity against Enterobacter aerogenes ATCC 130481986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID1079931Moderate liver toxicity, defined via clinical-chemistry results: ALT or AST serum activity 6 times the normal upper limit (N) or alkaline phosphatase serum activity of 1.7 N. Value is number of references indexed. [column 'BIOL' in source]
AID368418Antimicrobial activity against multidrug-resistant Escherichia coli C316 pHPA containing mutated GyrA gene by agar dilution method2007Antimicrobial agents and chemotherapy, Sep, Volume: 51, Issue:9
New plasmid-mediated fluoroquinolone efflux pump, QepA, found in an Escherichia coli clinical isolate.
AID117684Protective dose in vivo was determined in acute, lethal systemic infections in female Charles River CD-1 mice against Streptococcus pyogenes C-2031993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Quinolone antibacterials: synthesis and biological activity of carbon isosteres of the 1-piperazinyl and 3-amino-1-pyrrolidinyl side chains.
AID113341In vivo dose(po) inhibiting systemic infections caused by Staphylococcus aureus NCTC 10649 in mice.1986Journal of medicinal chemistry, Nov, Volume: 29, Issue:11
Synthesis and structure-activity relationships of new arylfluoronaphthyridine antibacterial agents.
AID164701Compound was tested for antibacterial activity against gram negative Pseudomonas aeruginosa K-131998Bioorganic & medicinal chemistry letters, Oct-20, Volume: 8, Issue:20
Synthesis and antibacterial activity of novel 7-(3-substituted-3 or 4-trifluoromethyl-1-pyrrolidinyl)-8-methoxyfluoroquinolones.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (161)

TimeframeStudies, This Drug (%)All Drugs %
pre-199026 (16.15)18.7374
1990's62 (38.51)18.2507
2000's44 (27.33)29.6817
2010's23 (14.29)24.3611
2020's6 (3.73)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 34.78

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index34.78 (24.57)
Research Supply Index5.23 (2.92)
Research Growth Index4.68 (4.65)
Search Engine Demand Index48.33 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (34.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials16 (9.41%)5.53%
Reviews8 (4.71%)6.00%
Case Studies17 (10.00%)4.05%
Observational1 (0.59%)0.25%
Other128 (75.29%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]