Bedaquiline

Modify Date: 2024-01-02 20:31:53

Bedaquiline Structure
Bedaquiline structure
Common Name Bedaquiline
CAS Number 843663-66-1 Molecular Weight 555.50
Density 1.3±0.1 g/cm3 Boiling Point 702.7±60.0 °C at 760 mmHg
Molecular Formula C32H31BrN2O2 Melting Point N/A
MSDS N/A Flash Point 378.8±32.9 °C

 Use of Bedaquiline


Bedaquiline is a diarylquinoline antibiotic that inhibits mycobacterial ATP synthase.

 Names

Name tmc-207
Synonym More Synonyms

 Bedaquiline Biological Activity

Description Bedaquiline is a diarylquinoline antibiotic that inhibits mycobacterial ATP synthase.
Related Catalog
Target

mycobacterial ATP synthase[1]

In Vitro Bedaquiline inhibits the growth of TDR M. tuberculosis strains, with MIC values ranging from 0.125 to 0.5 mg/L[1]. Among slowly growing mycobacteria (SGM), bedaquiline exhibits the highest activity against Mycobacterium avium with MIC50 and MIC90 values of 0.03 and 16 mg/L, respectively. Among rapidly growing mycobacteria (RGM), Mycobacterium abscessus subsp. abscessus (M. abscessus) and Mycobacterium abscessus subsp. massiliense (M. massiliense) seem more susceptible to bedaquiline than Mycobacterium fortuitum, with MIC50 and MIC90 values of 0.13 and >16 mg/L, respectively, for both species. Bedaquiline also shows moderate in vitro activity against NTM species[2]. Bedaquiline has an excellent in vitro activity against Mycobacterium tuberculosis, including multidrug resistant M tuberculosis[3].
References

[1]. Jang JC, et al. Bedaquiline susceptibility test for totally drug-resistant tuberculosis Mycobacterium tuberculosis. J Microbiol. 2017 Apr 20.

[2]. Pang Y, et al. In Vitro Activity of Bedaquiline against Nontuberculous Mycobacteria in China. Antimicrob Agents Chemother. 2017 Apr 24;61(5).

[3]. Chahine EB, et al. Bedaquiline: a novel diarylquinoline for multidrug-resistant tuberculosis. Ann Pharmacother. 2014 Jan;48(1):107-15.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 702.7±60.0 °C at 760 mmHg
Molecular Formula C32H31BrN2O2
Molecular Weight 555.50
Flash Point 378.8±32.9 °C
PSA 36.36000
LogP 7.59
Vapour Pressure 0.0±2.3 mmHg at 25°C
Index of Refraction 1.666
Storage condition -20℃

 Synthetic Route

 Synonyms

methyl 6-azanyl-2-benzamido-hexanoate hydrochloride
BZ-LYS-OME HCL
Sirturo
methyl (2S)-6-amino-2-benzamidohexanoate
Bedaquiline
6-amino-2-benzamidohexanoic acid methyl ester hydrochloride
(1R,2S)-1-(6-Bromo-2-methoxy-3-quinolinyl)-4-(dimethylamino)-2-(1-naphthyl)-1-phenyl-2-butanol
3-Quinolineethanol, 6-bromo-α-[2-(dimethylamino)ethyl]-2-methoxy-α-1-naphthalenyl-β-phenyl-, (αS,βR)-
(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-(naphthalen-1-yl)-1-phenylbutan-2-ol
TMC207
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