Page last updated: 2024-10-15

3'-hydroxy-5'-(4-isobutylpiperazinyl)benzoxazinorifamycin

Description

KRM 1648: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135431094
CHEMBL ID236297
CHEBI ID188526
SCHEMBL ID76007
MeSH IDM0188424

Synonyms (41)

Synonym
krm-1648 & mao-bushi-saishin-to
krm-1648 & mbst
2,7-(epoxy[1,11,13]pentadecatrienoimino)-6h-benzofuro[4,5-a]phenoxazine-1,6,15(2h)-trione, 25-(acetyloxy)-5,12,21,23-tetrahydroxy-27-methoxy-2,4,16,20,22,24,26-heptamethyl-10-[4-(2-methylpropyl)-1-piperazinyl]-, (2s,16z,18e,20s,21s,22r,23r,24r,25s,26r,27s
krm-1648 and yokuinin
D02550
rlz ,
rifalazil (usan/inn)
benzoxazinorifamycin
krm-1648 & scretory leukocyte protease inhibitor
129791-92-0
3'-hydroxy-5'-(4-isobutylpiperazinyl)benzoxazinorifamycin
krm 1648
krm-1648
[tetrahydroxy-(4-isobutylpiperazin-1-yl)-methoxy-heptamethyl-trioxo-[?]yl] acetate
rifamycin viii, 1',4-didehydro-1-deoxy-1,4-dihydro-3'-hydroxy-5'-[4-(2-methylpropyl)-1-piperazinyl]-1-oxo-
pa-1648
(2s,20s,21s,22r,23r,24r,25s,26r,27s)-5,12,21,23-tetrahydroxy-10-(4-isobutylpiperazin-1-yl)-27-methoxy-2,4,16,20,22,24,26-heptamethyl-1,6,15-trioxo-1,2-dihydro-6h-2,7-(epoxypentadeca[1,11,13]trienoimino)[1]benzofuro[4,5-a]phenoxazin-25-yl acetate
rifalazil
rifalazil [usan:inn]
(2s,16z,18e,20s,21s,22r,23r,24r,25s,26r,27s,28e)-5,12,21,23,25-pentahydroxy-10-(4-isobutyl-1-piperazinyl)-27-methoxy-2,4,16,20,22,24,26-heptamethyl-2,7-(epoxypentadeca(1,11,13)trienimino)-6h-benzofuro(4,5-a)phenoxazine-1(2h),6,15-trione 25-acetate
abi 1648
rifamycin viii, 1',4-didehydro-1-deoxy-1,4-dihydro-3'-hydroxy-5'-(4-(2-methylpropyl)-1-piperazinyl)-1-oxo-
CHEMBL236297
CHEBI:188526
[(7s,9e,11s,12r,13s,14r,15r,16r,17s,18s,19e,21z)-2,6,15,17-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-30-[4-(2-methylpropyl)piperazin-1-yl]-23,32,37-trioxo-8,27,38-trioxa-24,34-diazahexacyclo[23.11.1.14,7.05,36.026,35.028,33]octatriaconta-1,3,
abi1648
abi-1648
unii-s1976te8qk
s1976te8qk ,
3'-hydroxy-5'-(4-isobutyl-1-piperazinyl)benzoxazinorifamycin
DB04934
SCHEMBL76007
rifalazil [mi]
1',4-didehydro-1-deoxy-1,4-dihydro-3'-hydroxy-5'-(4-(2-methylpropyl)-1-piperazinyl)-1-oxorifamycin viii
rifalazil [usan]
rifalazil [inn]
(7s,9e,11s,12r,13s,14r,15r,16r,17s,18s,19e,21z)-2,15,17,32-tetrahydroxy-30-(4-isobutyl-1-piperazinyl)-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,37-trioxo-8,27,38-trioxa-24,34-diazahexacyclo[23.11;.1.14,7.05,36.026,35.028,33]octatriaconta-1(36),2,4,9,
HY-105099
bdbm50491559
Q7333206
CS-0024983

Toxicity

ExcerptReference
" The overall treatment-emergent adverse event (TEAE) and treatment-related TEAE rates were lower in the rifalazil group (68% and 55%) than in the azithromycin group (71% and 62%), respectively."( Randomized, double-blind, multicenter safety and efficacy study of rifalazil compared with azithromycin for treatment of uncomplicated genital Chlamydia trachomatis infection in women.
Batteiger, BE; Geisler, WM; Hurwitz, SJ; Koltun, WD; Mathew, J; Mayes, A; Morgan, F; Pascual, ML; Sayada, C; Schinazi, RF; Tao, S, 2014
)

Pharmacokinetics

ExcerptReference
" MAC organisms were inoculated into tubes containing the medium with or without the addition of test drugs at either 1/10 Cmax, Cmax or C0-8h (average concentrations during the first 8 h) in the blood."( [Anti-Mycobacterium avium complex activities of KRM-1648, clarithromycin and levofloxacin in 7HSF medium at peak or average blood concentrations after their oral administration of clinical dosages].
Akaki, T; Sato, K; Tomioka, H, 1997
)
" Another striking finding was the large reduction of the pharmacokinetic intersubject variability after rifalazil administration with food."( Effect of food on the pharmacokinetics of rifalazil, a novel antibacterial, in healthy male volunteers.
Cabana, B; Chen, YX; Kivel, N; Michaelis, A, 2007
)
" The geometric mean ratios for the difference between EE alone and following rifalazil for EE Cmax, AUC(0-24) and Cmin were 105."( Lack of effect of rifalazil on ethinyl estradiol pharmacokinetics in healthy postmenopausal women.
Cabana, B; Chen, YX; Gilman, S; Kivel, N; Michaelis, A; Pieniaszek, H, 2007
)

Compound-Compound Interactions

ExcerptReference
" We investigated the activity of three doses of the semisynthetic benzoxazinorifamycin KRM 1648, alone or in combination with ethambutol or clarithromycin, in beige mice challenged with the MAC strain 101."( Activity of KRM 1648 alone or in combination with ethambutol or clarithromycin against Mycobacterium avium in beige mouse model of disseminated infection.
Bermudez, LE; Inderlied, CB; Kolonoski, P; Young, LS, 1994
)
"In this study, the in vitro and in vivo anti-Mycobacterium leprae activity of the newly developed benzoxazinorifamycin, KRM-1648, in combination with clofazimine (CFZ) or dapsone (DDS) was evaluated."( Therapeutic efficacy of benzoxazinorifamycin, KRM-1648, in combination with other antimicrobials against Mycobacterium leprae infection induced in nude mice.
Dekio, S; Saito, H; Sato, K; Tomioka, H, 1994
)
"A study was performed on the therapeutic efficacy of KRM-1648 combined with LC9018 in beige mice infected with Mycobacterium intracellulare."( [Therapeutic efficacy of a benzoxazinorifamycin, KRM-1648, combined with a immunopotentiator, LC9018, in Mycobacterium intracellulare infection induced in beige mice].
Hidaka, T; Saito, H; Sato, K; Tomioka, H, 1993
)
"The activity of KRM-1648, alone and in combination with isoniazid, was compared with those of isoniazid, rifampin, and the combination of rifampin plus isoniazid in a murine model of tuberculosis."( Activity of KRM-1648 in combination with isoniazid against Mycobacterium tuberculosis in a murine model.
Cynamon, MH; Klemens, SP, 1996
)
"The in vivo activities of KRM-1648 alone or in combination with both ethambutol (EB) and kanamycin (KM) or clarithromycin (CAM) were tested against Mycobacterium intracellulare infections in beige mice."( Activity of KRM-1648 alone or in combination with both ethambutol and kanamycin or clarithromycin against Mycobacterium intracellulare infections in beige mice.
Amitani, R; Kuze, F; Murayama, T; Suzuki, K; Tanaka, E; Yamamoto, T, 1996
)
"In the present study, we evaluated the in vivo anti-Mycobacterium leprae activities of KRM-1648 (KRM) given at long intervals in combination with ofloxacin (OFLX), clofazimine (CFZ), and dapsone (DDS)."( Studies on therapeutic activity of benzoxazinorifamycin KRM-1648 in combination with other antimicrobial agents and biological response modifiers interferon-gamma and granulocyte-macrophage colony-stimulating factor against M. leprae infection in athymic
Maw, WW; Saito, H; Sato, K; Tomioka, H, 1997
)
"The activity of KRM 1648 (KRM), a new benzoxazinorifamycin, and rifabutin (RBT), alone or in combination with clarithromycin (CLA), was evaluated against Mycobacterium avium complex (MAC) that multiplied in human alveolar macrophages (AM)."( Activity of KRM 1648 or rifabutin alone or in combination with clarithromycin against Mycobacterium avium complex in human alveolar macrophages.
Amitani, R; Hashimoto, T; Kuze, F; Matsumoto, H; Suzuki, K; Tanaka, E; Tsuyuguchi, K; Yamamoto, T, 1997
)
"According to this human alveolar macrophage model of MAC infection, KRM and RBT in combination with CLA was found to be a promising candidate against human pulmonary MAC infection, and deserves clinical evaluation."( Activity of KRM 1648 or rifabutin alone or in combination with clarithromycin against Mycobacterium avium complex in human alveolar macrophages.
Amitani, R; Hashimoto, T; Kuze, F; Matsumoto, H; Suzuki, K; Tanaka, E; Tsuyuguchi, K; Yamamoto, T, 1997
)
"The effects of half-sized secretory leukocyte protease inhibitor or diclofenac sodium administered alone or in combination with the benzoxazinorifamycin KRM-1648 on the therapeutic efficacy of KRM-1648 against Mycobacterium avium complex (MAC) in mice were studied."( Therapeutic effects of benzoxazinorifamycin KRM-1648 administered alone or in combination with a half-sized secretory leukocyte protease inhibitor or the nonsteroidal anti-inflammatory drug diclofenac sodium against Mycobacterium avium complex infection i
Kawahara, S; Kawauchi, H; Sano, C; Sato, K; Shimizu, T; Tomioka, H, 1999
)
"Rifalazil (formerly known as KRM-1648) in combination with isoniazid has been found to be more active than rifampin/isoniazid."( Durable cure for tuberculosis: rifalazil in combination with isoniazid in a murine model of Mycobacterium tuberculosis infection.
Cynamon, MH; DeStefano, MS; Shoen, CM, 2000
)
"The antimicrobial effect of a benzoxazinorifamycin, KRM-1648, either alone or in combination with ofloxacin, was evaluated in vitro against two type strains and six clinical isolates of Mycobacterium ulcerans."( In vitro activity of KRM-1648, either singly or in combination with ofloxacin, against Mycobacterium ulcerans.
Dhople, AM, 2001
)
" Similar to ofloxacin and levofloxacin, sitafloxacin also exhibited synergistic activity when combined with either rifabutin or KRM-1648, but not with rifampin."( In-vitro activity of sitafloxacin (DU-6859a), either singly or in combination with rifampin analogs, against Mycobacterium leprae.
Dhople, AM; Namba, K, 2003
)
" To address the high-frequency resistance seen with rifamycins, we assessed the ability of rifalazil, alone and in combination with vancomycin, to both kill cells and to suppress the appearance of resistant mutants in log and stationary phase Staphylococcus aureus cultures, using high cell densities in an in vitro kill curve model."( In vitro time-kill activities of rifalazil, alone and in combination with vancomycin, against logarithmic and stationary cultures of Staphylococcus aureus.
Farquhar, R; Murphy, CK; Osburne, MS; Rothstein, DM, 2006
)
" To explore strategies to overcome resistance development, we studied the effects of rifalazil in combination with several different antibiotics in an in vitro time-kill model, against both log phase and stationary phase Staphylococcus aureus cells."( Enhanced activity of rifalazil in combination with levofloxacin, linezolid, or mupirocin against Staphylococcus aureus in vitro.
Murphy, CK; Osburne, MS; Rothstein, DM, 2006
)

Bioavailability

ExcerptReference
"Macrocycles are ideal in efforts to tackle "difficult" targets, but our understanding of what makes them cell permeable and orally bioavailable is limited."( Macrocyclic drugs and clinical candidates: what can medicinal chemists learn from their properties?
Giordanetto, F; Kihlberg, J, 2014
)

Dosage Studied

ExcerptReference
" bovis Ravenel infection, three rifamycin derivatives gave "distinctive dose-response curves" in the correlation of dose sizes with the mean survival times or "log10CFU/lungs reductions"."( [Therapeutic efficacy of benzoxazinorifamycin KRM-1648 against experimental murine tuberculosis: (1). A study on the efficacy of short course treatment with the intratracheal and intravenous infection model].
Doi, N, 1998
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
phenoxazine
[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 (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (46)

Assay IDTitleYearJournalArticle
AID1653515Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.1 mg/L incubated for 24 hrs (Rvb = 1.05 +/- 0.16 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID669186Antitubercular activity against Mycobacterium tuberculosis H37Rv in aerobic conditions after 7 days by microplate-based alamar blue assay2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID1879496Antibacterial activity against Clostridioides difficile ATCC 96892022Journal of medicinal chemistry, 03-24, Volume: 65, Issue:6
Design, Synthesis, and Characterization of TNP-2198, a Dual-Targeted Rifamycin-Nitroimidazole Conjugate with Potent Activity against Microaerophilic and Anaerobic Bacterial Pathogens.
AID669178Inhibition of Mycobacterium tuberculosis wild type RNA polymerase by rolling circle transcription assay in the presence of sigmaA factor2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID1653513Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.025 mg/L incubated for 24 hrs (Rvb = 1.05 +/- 0.16 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID1653516Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.2 mg/L incubated for 24 hrs (Rvb = 1.05 +/- 0.16 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID1653394Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as ATP level per 10'7 cells at 0.05 mg/L measured by bioluminescence assay (Rvb = 332 +/- 46 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID1879497Antibacterial activity against Helicobacter pylori ATCC 7003922022Journal of medicinal chemistry, 03-24, Volume: 65, Issue:6
Design, Synthesis, and Characterization of TNP-2198, a Dual-Targeted Rifamycin-Nitroimidazole Conjugate with Potent Activity against Microaerophilic and Anaerobic Bacterial Pathogens.
AID669180Inhibition of Mycobacterium tuberculosis RNA polymerase S450L mutant by rolling circle transcription assay in the presence of sigmaA factor2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID1653397Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as ATP level per 10'7 cells at 0.05 mg/L measured by bioluminescence assay (Rvb = 425 +/- 64 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID669197Metabolic stability in mouse microsomes assessed as compound remaining after 30 mins2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID301526Antibacterial activity against rifamycin-sensitive Staphylococcus aureus CB190 ATCC 292132007Bioorganic & medicinal chemistry letters, Oct-15, Volume: 17, Issue:20
Preparation and in vitro anti-staphylococcal activity of novel 11-deoxy-11-hydroxyiminorifamycins.
AID1879495Antibacterial activity against Staphylococcus aureus ATCC 292132022Journal of medicinal chemistry, 03-24, Volume: 65, Issue:6
Design, Synthesis, and Characterization of TNP-2198, a Dual-Targeted Rifamycin-Nitroimidazole Conjugate with Potent Activity against Microaerophilic and Anaerobic Bacterial Pathogens.
AID1653514Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.05 mg/L incubated for 24 hrs (Rvb = 1.05 +/- 0.16 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID1065392Half life in human at 25 mg, po administered through fat rich diet2014Journal of medicinal chemistry, Jan-23, Volume: 57, Issue:2
Macrocyclic drugs and clinical candidates: what can medicinal chemists learn from their properties?
AID669191Activation of PXR in human DPX2 cells at 100 uM after 24 hrs by luciferase reporter gene assay relative to control2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID1653396Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as ATP level per 10'7 cells at 0.1 mg/L measured by bioluminescence assay (Rvb = 425 +/- 64 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID341089Antimicrobial activity against Clostridium difficile clinical isolates by agar dilution method2007Antimicrobial agents and chemotherapy, Aug, Volume: 51, Issue:8
In vitro activities of 15 antimicrobial agents against 110 toxigenic clostridium difficile clinical isolates collected from 1983 to 2004.
AID1653510Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as ATP level per 10'7 cells at 0.2 mg/L measured by bioluminescence assay (Rvb = 332 +/- 46 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID669190Activation of PXR in human DPX2 cells at <100 uM after 24 hrs by luciferase reporter gene assay2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID1653509Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as ATP level per 10'7 cells at 0.1 mg/L measured by bioluminescence assay (Rvb = 332 +/- 46 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID1653522Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.2 mg/L incubated for 24 hrs (Rvb = 1.41 +/- 0.20 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID748179Inhibition of rifamycin-resistant Escherichia coli RNA polymerase D516V mutant after 10 mins by rolling circle transcription assay in presence of DNA nanocircle template NC452013Journal of medicinal chemistry, Jun-13, Volume: 56, Issue:11
X-ray crystal structures of the Escherichia coli RNA polymerase in complex with benzoxazinorifamycins.
AID748180Inhibition of wild type Escherichia coli RNA polymerase after 10 mins by rolling circle transcription assay in presence of DNA nanocircle template NC452013Journal of medicinal chemistry, Jun-13, Volume: 56, Issue:11
X-ray crystal structures of the Escherichia coli RNA polymerase in complex with benzoxazinorifamycins.
AID669198Metabolic stability in human microsomes assessed as compound remaining after 30 mins2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID669608Half life in human2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID669199Half life in mouse microsomes2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID748178Inhibition of rifamycin-resistant Escherichia coli RNA polymerase H526Y mutant after 10 mins by rolling circle transcription assay in presence of DNA nanocircle template NC452013Journal of medicinal chemistry, Jun-13, Volume: 56, Issue:11
X-ray crystal structures of the Escherichia coli RNA polymerase in complex with benzoxazinorifamycins.
AID1653395Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae primary cultures at 4 weeks assessed as ATP level per 10'7 cells at 0.025 mg/L measured by bioluminescence assay (Rvb = 332 +/- 46 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID669179Inhibition of Mycobacterium tuberculosis RNA polymerase D435V mutant by rolling circle transcription assay in the presence of sigmaA factor2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID520287Antimicrobial activity against Chlamydia pneumoniae AR39 infected in C57BL/6J mouse at 1 mg/kg, ip assessed as bacterial load measured on day 10 post infection relative to control2008Antimicrobial agents and chemotherapy, May, Volume: 52, Issue:5
Efficacy of benzoxazinorifamycins in a mouse model of Chlamydia pneumoniae lung infection.
AID1653393Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as ATP level per 10'7 cells at 0.025 mg/L measured by bioluminescence assay (Rvb = 425 +/- 64 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID669187Antitubercular activity against Mycobacterium tuberculosis H37Rv in anaerobic conditions after 11 days by luminescnece-based low-oxygen recovery assay2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID1653521Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.1 mg/L incubated for 24 hrs (Rvb = 1.41 +/- 0.20 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID1653519Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.025 mg/L incubated for 24 hrs (Rvb = 1.41 +/- 0.20 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID669192Cytotoxicity against human DPX2 cells expressing PXR assessed as decrease in cell viability at 100 uM after 24 hrs relative to control2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID301527Antibacterial activity against rifamycin-resistance Staphylococcus aureus CB3722007Bioorganic & medicinal chemistry letters, Oct-15, Volume: 17, Issue:20
Preparation and in vitro anti-staphylococcal activity of novel 11-deoxy-11-hydroxyiminorifamycins.
AID301528Antibacterial activity against rifamycin-resistance Staphylococcus aureus CB3702007Bioorganic & medicinal chemistry letters, Oct-15, Volume: 17, Issue:20
Preparation and in vitro anti-staphylococcal activity of novel 11-deoxy-11-hydroxyiminorifamycins.
AID1653390Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as ATP level per 10'7 cells at 0.2 mg/L measured by bioluminescence assay (Rvb = 425 +/- 64 pg)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID748177Inhibition of rifamycin-resistant Escherichia coli RNA polymerase S531L mutant after 10 mins by rolling circle transcription assay in presence of DNA nanocircle template NC452013Journal of medicinal chemistry, Jun-13, Volume: 56, Issue:11
X-ray crystal structures of the Escherichia coli RNA polymerase in complex with benzoxazinorifamycins.
AID669176Inhibition of Mycobacterium tuberculosis wild type RNA polymerase by rolling circle transcription assay in the absence of sigmaA factor2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID520288Antimicrobial activity against Chlamydia pneumoniae AR39 infected in C57BL/6J mouse at 3 mg/kg, ip assessed as bacterial load measured on day 10 post infection relative to control2008Antimicrobial agents and chemotherapy, May, Volume: 52, Issue:5
Efficacy of benzoxazinorifamycins in a mouse model of Chlamydia pneumoniae lung infection.
AID1653520Anti-leprotic activity against rifampicin-susceptible Mycobacterium leprae subcultures at 4 weeks assessed as [3H]thymidine uptake per 5 times 10'7 cells at 0.05 mg/L incubated for 24 hrs (Rvb = 1.41 +/- 0.20 pmol)2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Insights of synthetic analogues of anti-leprosy agents.
AID520286Antimicrobial activity against Chlamydia pneumoniae TW-183 after 72 hrs by twofold dilution method2008Antimicrobial agents and chemotherapy, May, Volume: 52, Issue:5
Efficacy of benzoxazinorifamycins in a mouse model of Chlamydia pneumoniae lung infection.
AID669177Inhibition of Mycobacterium tuberculosis RNA polymerase H445Y mutant by rolling circle transcription assay in the presence of sigmaA factor2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
AID669200Half life in human microsomes2012Journal of medicinal chemistry, Apr-26, Volume: 55, Issue:8
Structure-based design of novel benzoxazinorifamycins with potent binding affinity to wild-type and rifampin-resistant mutant Mycobacterium tuberculosis RNA polymerases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (122)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's65 (53.28)18.2507
2000's46 (37.70)29.6817
2010's6 (4.92)24.3611
2020's5 (4.10)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials9 (7.32%)5.53%
Reviews14 (11.38%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other100 (81.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]