ampicillin trihydrate

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Ampicillin trihydrate is a semi-synthetic penicillin antibiotic that is commonly used to treat bacterial infections. It is a derivative of penicillin V, with a benzyl group replaced by a phenylacetyl group. Ampicillin trihydrate is effective against a wide range of gram-positive and gram-negative bacteria, including Streptococcus, Staphylococcus, Escherichia coli, and Salmonella. It works by inhibiting the synthesis of peptidoglycan, an essential component of bacterial cell walls. Ampicillin trihydrate is typically administered orally or intravenously. It is well-absorbed from the gastrointestinal tract and has a moderate half-life. It is important to note that ampicillin trihydrate can cause side effects, such as diarrhea, nausea, and rash. In some cases, it can also lead to allergic reactions, including anaphylaxis. Ampicillin trihydrate is often studied to investigate its effectiveness against various bacterial infections, as well as its potential interactions with other drugs.'

Cross-References

ID Source	ID
PubMed CID	23565
CHEMBL ID	453388
CHEBI ID	31209
MeSH ID	M0330776

Synonyms (70)

Synonym
penbritin
(2s,5r,6r)-6-{[(2r)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
NCGC00023282-03
trafarbiot
ccris 267
amcap
amperil
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate, (2s,5r,6r)-
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate, (2s-(2alpha,5alpha,6beta(s*)))-
alpha-aminobenzylpenicillin trihydrate
cymbi
aminobenzylpenicillin trihydrate
ampinova
(d-(-)-alpha-aminobenzyl)penicillin trihydrate
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, trihydrate, d- (-)-
ampicillin 3-wasser
ampicillin trihydrate
ampicillin, meets usp testing specifications
ampicillin hydrate (jp17)
7177-48-2
amcill (tn)
D01251
ampicillin/ampicillin trihydrate
6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic acid trihydrate
CHEBI:31209 ,
ampicillin trihydrate, 96.0-100.5% anhydrous basis (hplc)
(2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
ampicillin/ampicillin monohydrate
CHEMBL453388
ampicillin hydrate
HMS1568G10
HMS2095G10
dtxsid9020083 ,
NCGC00258700-01
dtxcid4083
tox21_201148
S4148
hxq6a1n7r6 ,
unii-hxq6a1n7r6
ampicillin trihydrate [usp-rs]
ampicillin trihydrate [mart.]
ampicillin trihydrate [ep monograph]
ampicillin/ampicillin trihydrate [orange book]
ampicillin trihydrate [vandf]
ampicillin trihydrate [green book]
ampicillin trihydrate [who-ip]
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2r)-2-amino-2-phenylacetyl)amino)-3,3-dimethyl-7-oxo-, hydrate (1:3), (2s,5r,6r)-
ampicillin trihydrate [mi]
ampicillin hydrate [jan]
ampicillin trihydrate [who-dd]
AKOS015915153
CCG-220114
KS-5251
RXDALBZNGVATNY-CWLIKTDRSA-N
mfcd00072036
(2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
ampicillin trihydrate, european pharmacopoeia (ep) reference standard
(2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
ampicillin trihydrate, vetranal(tm), analytical standard
ampicillin trihydrate, united states pharmacopeia (usp) reference standard
ampicillin trihydrate, pharmaceutical secondary standard; certified reference material
ampicillin trihydrate; brl-1341
sr-01000000061
SR-01000000061-4
ampicilline trihydrate
HMS3712G10
ampicillin trihydrate, british pharmacopoeia (bp) reference standard
Q27114210
(2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacidtrihydrate
d-(-)--aminobenzylpenicillin (trihydrate)

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

Class	Description
hydrate	An addition compound that contains water in weak chemical combination with another compound.
[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 (9)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASE	Homo sapiens (human)	Potency	3.9811	0.0032	45.4673	12,589.2998	AID2517
Chain A, TYROSYL-DNA PHOSPHODIESTERASE	Homo sapiens (human)	Potency	22.3872	0.0040	23.8416	100.0000	AID485290
Chain A, ATP-DEPENDENT DNA HELICASE Q1	Homo sapiens (human)	Potency	7.9433	0.1259	19.1169	125.8920	AID2549
Chain A, Cruzipain	Trypanosoma cruzi	Potency	15.8489	0.0020	14.6779	39.8107	AID1476
Luciferase	Photinus pyralis (common eastern firefly)	Potency	99.6078	0.0072	15.7588	89.3584	AID1224835
thyroid stimulating hormone receptor	Homo sapiens (human)	Potency	12.5893	0.0013	18.0743	39.8107	AID926; AID938
peroxisome proliferator activated receptor gamma	Homo sapiens (human)	Potency	50.1187	0.0010	19.4141	70.9645	AID588537
nuclear factor erythroid 2-related factor 2 isoform 1	Homo sapiens (human)	Potency	45.1877	0.0006	27.2152	1,122.0200	AID651741; AID743202
Nuclear receptor ROR-gamma	Homo sapiens (human)	Potency	18.8336	0.0266	22.4482	66.8242	AID651802
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Process	via Protein(s)	Taxonomy
negative regulation of transcription by RNA polymerase II	Nuclear receptor ROR-gamma	Homo sapiens (human)
xenobiotic metabolic process	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of glucose metabolic process	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of steroid metabolic process	Nuclear receptor ROR-gamma	Homo sapiens (human)
intracellular receptor signaling pathway	Nuclear receptor ROR-gamma	Homo sapiens (human)
circadian regulation of gene expression	Nuclear receptor ROR-gamma	Homo sapiens (human)
cellular response to sterol	Nuclear receptor ROR-gamma	Homo sapiens (human)
positive regulation of circadian rhythm	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of fat cell differentiation	Nuclear receptor ROR-gamma	Homo sapiens (human)
positive regulation of DNA-templated transcription	Nuclear receptor ROR-gamma	Homo sapiens (human)
adipose tissue development	Nuclear receptor ROR-gamma	Homo sapiens (human)
T-helper 17 cell differentiation	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Nuclear receptor ROR-gamma	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Process	via Protein(s)	Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specific	Nuclear receptor ROR-gamma	Homo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specific	Nuclear receptor ROR-gamma	Homo sapiens (human)
DNA-binding transcription factor activity	Nuclear receptor ROR-gamma	Homo sapiens (human)
protein binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
oxysterol binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
zinc ion binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
ligand-activated transcription factor activity	Nuclear receptor ROR-gamma	Homo sapiens (human)
sequence-specific double-stranded DNA binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
nuclear receptor activity	Nuclear receptor ROR-gamma	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Process	via Protein(s)	Taxonomy
nucleus	Nuclear receptor ROR-gamma	Homo sapiens (human)
nucleoplasm	Nuclear receptor ROR-gamma	Homo sapiens (human)
nuclear body	Nuclear receptor ROR-gamma	Homo sapiens (human)
chromatin	Nuclear receptor ROR-gamma	Homo sapiens (human)
nucleus	Nuclear receptor ROR-gamma	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (72)

Assay ID	Title	Year	Journal	Article
AID620137	Antimicrobial activity against Pseudomonas aeruginosa IFO 3448 after 24 hrs by two fold serial dilution method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID395109	Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 after 24 to 48 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Azole antimicrobial pharmacophore-based tetrazoles: synthesis and biological evaluation as potential antimicrobial and anticonvulsant agents.
AID620130	Antimicrobial activity against Escherichia coli IFO 3301 at 100 ug/disc after 24 hrs by agar disc diffusion method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID352090	Antimicrobial activity against multidrug-resistant Klebsiella pneumoniae after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID395774	Antibacterial activity against gentamicin-resistant Pseudomonas aeruginosa isolate after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID620129	Antimicrobial activity against Micrococcus luteus IFO 3232 at 100 ug/disc after 24 hrs by agar disc diffusion method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID463985	Antibacterial activity against Escherichia coli after 24 hrs by broth microdilution method	2010	European journal of medicinal chemistry, Mar, Volume: 45, Issue:3	Synthesis, antibacterial and antiviral properties of curcumin bioconjugates bearing dipeptide, fatty acids and folic acid.
AID620136	Antimicrobial activity against Escherichia coli IFO 3301 after 24 hrs by two fold serial dilution method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID395772	Antibacterial activity against Klebsiella pneumoniae isolate containing extended spectrum beta lactamase after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID293590	Antibacterial activity against Bacillus subtilis ATCC 6633 assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID346311	Antimicrobial activity against Pseudomonas aeruginosa ATCC 27853 after 24 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2	Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents.
AID620134	Antimicrobial activity against Bacillus subtilis IFO 3007 after 24 hrs by two fold serial dilution method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID293585	Antibacterial activity against Bacillus subtilis isolate assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID395110	Antibacterial activity against Klebsiella pneumoniae isolate after 24 to 48 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Azole antimicrobial pharmacophore-based tetrazoles: synthesis and biological evaluation as potential antimicrobial and anticonvulsant agents.
AID293584	Antibacterial activity against Escherichia coli isolate assessed after 24 hrs by by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID395107	Antibacterial activity against Micrococcus luteus ATCC 21881 after 24 to 48 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Azole antimicrobial pharmacophore-based tetrazoles: synthesis and biological evaluation as potential antimicrobial and anticonvulsant agents.
AID346310	Antimicrobial activity against Escherichia coli ATCC 25922 after 24 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2	Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents.
AID620133	Antimicrobial activity against Staphylococcus aureus IFO 3060 after 24 hrs by two fold serial dilution method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID371459	Antimicrobial activity against Staphylococcus aureus isolate after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID395108	Antibacterial activity against Escherichia coli ATCC 25922 after 24 to 48 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Azole antimicrobial pharmacophore-based tetrazoles: synthesis and biological evaluation as potential antimicrobial and anticonvulsant agents.
AID352094	Antimicrobial activity against Bacillus subtilis ATCC 6633 after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID395781	Antibacterial activity against Staphylococcus aureus ATCC 25923 after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID293582	Antibacterial activity against Klebsiella pneumoniae isolate assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID293588	Antibacterial activity against Pseudomonas aeruginosa ATCC 25853 assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID620131	Antimicrobial activity against Pseudomonas aeruginosa IFO 3448 at 100 ug/disc after 24 hrs by agar disc diffusion method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID1527479	Antimicrobial activity against Staphylococcus aureus ATCC 19433 assessed as reduction in microbial growth after 24 to 48 hrs by microdilution susceptibility test	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Structure-activity relationships (SAR) of triazine derivatives: Promising antimicrobial agents.
AID346308	Antimicrobial activity against Bacillus subtilis NRRL B-14819 after 24 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2	Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents.
AID395106	Antibacterial activity against Bacillus subtilis NRRL B-14819 after 24 to 48 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Azole antimicrobial pharmacophore-based tetrazoles: synthesis and biological evaluation as potential antimicrobial and anticonvulsant agents.
AID395105	Antibacterial activity against Staphylococcus aureus ATCC 6538 after 24 to 48 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6	Azole antimicrobial pharmacophore-based tetrazoles: synthesis and biological evaluation as potential antimicrobial and anticonvulsant agents.
AID352093	Antimicrobial activity against Pseudomonas aeruginosa ATCC 25853 after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID371466	Antimicrobial activity against Pseudomonas aeruginosa ATCC 25853 after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID346309	Antimicrobial activity against Micrococcus luteus ATCC 21881of after 24 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2	Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents.
AID346312	Antimicrobial activity against Klebsiella pneumoniae clinical isolate after 24 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2	Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents.
AID352091	Antimicrobial activity against Escherichia coli ATCC 25922 after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID620054	Antimicrobial activity against Staphylococcus aureus IFO 3060 at 100 ug/disc after 24 hrs by agar disc diffusion method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID1527478	Antimicrobial activity against Escherichia coli ATCC 25922 assessed as reduction in microbial growth after 24 to 48 hrs by microdilution susceptibility test	2020	European journal of medicinal chemistry, Jan-01, Volume: 185	Structure-activity relationships (SAR) of triazine derivatives: Promising antimicrobial agents.
AID620128	Antimicrobial activity against Bacillus subtilis IFO 3007 at 100 ug/disc after 24 hrs by agar disc diffusion method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID395773	Antibacterial activity against Klebsiella pneumoniae RSHM 574 after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID1076978	Antibacterial activity against Bacillus subtilis ATCC 6633 assessed as growth inhibition after 48 hrs by two-fold serial dilution assay	2014	European journal of medicinal chemistry, Apr-09, Volume: 76	Bifunctional ethyl 2-amino-4-methylthiazole-5-carboxylate derivatives: synthesis and in vitro biological evaluation as antimicrobial and anticancer agents.
AID293583	Antibacterial activity against Pseudomonas aeruginosa isolate assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID395775	Antibacterial activity against Pseudomonas aeruginosa ATCC 25853 after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID352096	Antimicrobial activity against Staphylococcus aureus ATCC 25923 after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID371465	Antimicrobial activity against Klebsiella pneumoniae after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID463984	Antibacterial activity against Streptococcus viridans after 24 hrs by broth microdilution method	2010	European journal of medicinal chemistry, Mar, Volume: 45, Issue:3	Synthesis, antibacterial and antiviral properties of curcumin bioconjugates bearing dipeptide, fatty acids and folic acid.
AID371461	Antimicrobial activity against Bacillus subtilis isolate after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID293586	Antibacterial activity against Staphylococcus aureus isolate assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID346307	Antimicrobial activity against Staphylococcus aureus ATCC 6538 after 24 hrs by twofold serial dilution method	2009	Bioorganic & medicinal chemistry, Jan-15, Volume: 17, Issue:2	Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents.
AID395778	Antibacterial activity against ceftriaxone-resistant Bacillus subtilis isolate after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID1076976	Antibacterial activity against Escherichia coli ATCC 25922 assessed as growth inhibition after 48 hrs by two-fold serial dilution assay	2014	European journal of medicinal chemistry, Apr-09, Volume: 76	Bifunctional ethyl 2-amino-4-methylthiazole-5-carboxylate derivatives: synthesis and in vitro biological evaluation as antimicrobial and anticancer agents.
AID463987	Antibacterial activity against Proteus mirabilis after 24 hrs by broth microdilution method	2010	European journal of medicinal chemistry, Mar, Volume: 45, Issue:3	Synthesis, antibacterial and antiviral properties of curcumin bioconjugates bearing dipeptide, fatty acids and folic acid.
AID352095	Antimicrobial activity against ceftriazone-resistant Bacillus subtilis after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID293587	Antibacterial activity against Klebsiella pneumoniae RSHM 574 assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID395779	Antibacterial activity against Bacillus subtilis ATCC 6633 after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID1076974	Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 assessed as growth inhibition after 48 hrs by two-fold serial dilution assay	2014	European journal of medicinal chemistry, Apr-09, Volume: 76	Bifunctional ethyl 2-amino-4-methylthiazole-5-carboxylate derivatives: synthesis and in vitro biological evaluation as antimicrobial and anticancer agents.
AID371460	Antimicrobial activity against Bacillus subtilis ATCC 6633 after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID352092	Antimicrobial activity against multidrug-resistant Escherichia coli after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID293591	Antibacterial activity against Staphylococcus aureus ATCC 25923 assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID293589	Antibacterial activity against Escherichia coli ATCC 25922 assessed after 24 hrs by serial dilution method	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Synthesis and biological evaluation of new N-(2-hydroxy-4(or 5)-nitro/aminophenyl)benzamides and phenylacetamides as antimicrobial agents.
AID395777	Antibacterial activity against Escherichia coli ATCC 25922 after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID352089	Antimicrobial activity against Klebsiella pneumoniae RSHM 574 after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID352097	Antimicrobial activity against multidrug-resistant Staphylococcus aureus after 24 hrs	2009	European journal of medicinal chemistry, Feb, Volume: 44, Issue:2	Synthesis, biological evaluation and 2D-QSAR analysis of benzoxazoles as antimicrobial agents.
AID395776	Antibacterial activity against Escherichia coli isolate containing extended spectrum beta lactamase after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID1076980	Antibacterial activity against Staphylococcus aureus ATCC 6538 assessed as growth inhibition after 48 hrs by two-fold serial dilution assay	2014	European journal of medicinal chemistry, Apr-09, Volume: 76	Bifunctional ethyl 2-amino-4-methylthiazole-5-carboxylate derivatives: synthesis and in vitro biological evaluation as antimicrobial and anticancer agents.
AID371463	Antimicrobial activity against Escherichia coli isolate after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID371464	Antimicrobial activity against Klebsiella pneumoniae RSHM 574 after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID463986	Antibacterial activity against Klebsiella pneumoniae after 24 hrs by broth microdilution method	2010	European journal of medicinal chemistry, Mar, Volume: 45, Issue:3	Synthesis, antibacterial and antiviral properties of curcumin bioconjugates bearing dipeptide, fatty acids and folic acid.
AID620135	Antimicrobial activity against Micrococcus luteus IFO 3232 after 24 hrs by two fold serial dilution method	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Synthesis of novel 6-phenyl-2,4-disubstituted pyrimidine-5-carbonitriles as potential antimicrobial agents.
AID371458	Antimicrobial activity against Staphylococcus aureus ATCC 25923 after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID371462	Antimicrobial activity against Escherichia coli ATCC 25922 after 24 hrs by disk diffusion method	2008	European journal of medicinal chemistry, Jul, Volume: 43, Issue:7	Synthesis and biological activity of some new benzoxazoles.
AID395780	Antibacterial activity against methicillin-resistant Staphylococcus aureus isolate after 24 hrs by twofold serial dilution technique	2008	European journal of medicinal chemistry, Nov, Volume: 43, Issue:11	Synthesis, antimicrobial activity, pharmacophore analysis of some new 2-(substitutedphenyl/benzyl)-5-[(2-benzofuryl)carboxamido]benzoxazoles.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	6 (50.00)	29.6817
2010's	5 (41.67)	24.3611
2020's	1 (8.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 61.00

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 very strong demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	61.00 (24.57)
Research Supply Index	2.56 (2.92)
Research Growth Index	4.37 (4.65)
Search Engine Demand Index	96.73 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (61.00)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (8.33%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	11 (91.67%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
ciprofloxacin Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.	3.35	1	aminoquinoline; cyclopropanes; fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone; zwitterion	antibacterial drug; antiinfective agent; antimicrobial agent; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; environmental contaminant; topoisomerase IV inhibitor; xenobiotic
clotrimazole [no description available]	2.76	3	conazole antifungal drug; imidazole antifungal drug; imidazoles; monochlorobenzenes	antiinfective agent; environmental contaminant; xenobiotic
fluconazole Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.	4.25	5	conazole antifungal drug; difluorobenzene; tertiary alcohol; triazole antifungal drug	environmental contaminant; P450 inhibitor; xenobiotic
miconazole Miconazole: An imidazole antifungal agent that is used topically and by intravenous infusion.. 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole : A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group.. miconazole : A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.	2.05	1	dichlorobenzene; ether; imidazoles
ofloxacin Ofloxacin: A synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION.. 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid : An oxazinoquinoline that is 2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one substituted by methyl, carboxy, fluoro, and 4-methylpiperazin-1-yl groups at positions 3, 6, 9, and 10, respectively.. ofloxacin : A racemate comprising equimolar amounts of levofloxacin and dextrofloxacin. It is a synthetic fluoroquinolone antibacterial agent which inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication.	2.96	4	3-oxo monocarboxylic acid; N-arylpiperazine; N-methylpiperazine; organofluorine compound; oxazinoquinoline
ampicillin Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.	3.35	1	beta-lactam antibiotic; penicillin allergen; penicillin	antibacterial drug
streptomycin [no description available]	3.35	1	antibiotic antifungal drug; antibiotic fungicide; streptomycins	antibacterial drug; antifungal agrochemical; antimicrobial agent; antimicrobial drug; bacterial metabolite; protein synthesis inhibitor
ribavirin Rebetron: Rebetron is tradename	2.05	1	1-ribosyltriazole; aromatic amide; monocarboxylic acid amide; primary carboxamide	anticoronaviral agent; antiinfective agent; antimetabolite; antiviral agent; EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
9-(2,3-dihydroxypropyl)adenine, (s)-isomer [no description available]	2.05	1
witisol witisol: sunscreen agent linked with contact dermatitis; structure given in first source	2.05	1
levofloxacin Levofloxacin: The L-isomer of Ofloxacin.. levofloxacin : An optically active form of ofloxacin having (S)-configuration; an inhibitor of bacterial topoisomerase IV and DNA gyrase.	3.35	1	9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid; fluoroquinolone antibiotic; quinolone antibiotic	antibacterial drug; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; topoisomerase IV inhibitor
brivudine brivudine: anti-herpes agent	2.05	1
N2,N4-ditert-butyl-6-hydrazinyl-1,3,5-triazine-2,4-diamine [no description available]	3.35	1	diamino-1,3,5-triazine
5-nitro-2-phenyl-1,3-benzoxazole [no description available]	2.05	1	1,3-oxazoles
diclofenac sodium Diclofenac Sodium: The sodium form of DICLOFENAC. It is used for its analgesic and anti-inflammatory properties.. diclofenac sodium : The sodium salt of diclofenac.	2.05	1	organic sodium salt
amphotericin b Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.	3.15	5	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite
cefixime [no description available]	3.35	1	cephalosporin	antibacterial drug; drug allergen
gentamicin sulfate [no description available]	3.14	5
gentamicin sulfate [no description available]	2.47	2
forapin Forapin: used as ointment for treatment of myositis & arthritis; contains bee venom, salicylate, nicotinate & vanillylnonamide	3.35	1	peptidyl amide; polypeptide	animal metabolite; antineoplastic agent; apoptosis inducer; EC 2.7.11.13 (protein kinase C) inhibitor; hepatoprotective agent; neuroprotective agent; venom
rifampin Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)	2.73	3	cyclic ketal; hydrazone; N-iminopiperazine; N-methylpiperazine; rifamycins; semisynthetic derivative; zwitterion	angiogenesis inhibitor; antiamoebic agent; antineoplastic agent; antitubercular agent; DNA synthesis inhibitor; EC 2.7.7.6 (RNA polymerase) inhibitor; Escherichia coli metabolite; geroprotector; leprostatic drug; neuroprotective agent; pregnane X receptor agonist; protein synthesis inhibitor
ganciclovir [no description available]	2.05	1	2-aminopurines; oxopurine	antiinfective agent; antiviral drug

Condition	Indicated	Relationship Strength	Studies	Trials
Encephalitis, Polio [description not available]	0	2.06	1	0
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	0	2.06	1	0

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