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Bedaquiline

CAS No.:
843663-66-1
Catalog Number:
AG0038ET
Molecular Formula:
C32H31BrN2O2
Molecular Weight:
555.5047
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
98%
In Stock USA
United States
$175
- +
250mg
98%
In Stock USA
United States
$300
- +
1g
98%
In Stock USA
United States
$750
- +
5g
98%
In Stock USA
United States
$2250
- +
Product Description
Catalog Number:
AG0038ET
Chemical Name:
Bedaquiline
CAS Number:
843663-66-1
Molecular Formula:
C32H31BrN2O2
Molecular Weight:
555.5047
MDL Number:
MFCD22628872
IUPAC Name:
(1R,2S)-1-(6-bromo-2-methoxyquinolin-3-yl)-4-(dimethylamino)-2-naphthalen-1-yl-1-phenylbutan-2-ol
InChI:
InChI=1S/C32H31BrN2O2/c1-35(2)19-18-32(36,28-15-9-13-22-10-7-8-14-26(22)28)30(23-11-5-4-6-12-23)27-21-24-20-25(33)16-17-29(24)34-31(27)37-3/h4-17,20-21,30,36H,18-19H2,1-3H3/t30-,32-/m1/s1
InChI Key:
QUIJNHUBAXPXFS-XLJNKUFUSA-N
SMILES:
COc1nc2ccc(cc2cc1[C@H]([C@](c1cccc2c1cccc2)(CCN(C)C)O)c1ccccc1)Br
UNII:
78846I289Y
Properties
Complexity:
715  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
554.157g/mol
Formal Charge:
0
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
555.516g/mol
Monoisotopic Mass:
554.157g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
45.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.2  
Literature
Title Journal
Supramolecular strategy for reducing the cardiotoxicity of bedaquiline without compromising its antimycobacterial efficacy. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20180901
Efflux inhibition with verapamil potentiates bedaquiline in Mycobacterium tuberculosis. Antimicrobial agents and chemotherapy 20140101
Rational drug design based synthesis of novel arylquinolines as anti-tuberculosis agents. Bioorganic & medicinal chemistry letters 20131115
Preliminary structure-activity relationships and biological evaluation of novel antitubercular indolecarboxamide derivatives against drug-susceptible and drug-resistant Mycobacterium tuberculosis strains. Journal of medicinal chemistry 20130523
14-day bactericidal activity of PA-824, bedaquiline, pyrazinamide, and moxifloxacin combinations: a randomised trial. Lancet (London, England) 20120915
Tuberculosis: the drug development pipeline at a glance. European journal of medicinal chemistry 20120501
Discovery of selective menaquinone biosynthesis inhibitors against Mycobacterium tuberculosis. Journal of medicinal chemistry 20120426
Safety, tolerability, and pharmacokinetic interactions of the antituberculous agent TMC207 (bedaquiline) with efavirenz in healthy volunteers: AIDS Clinical Trials Group Study A5267. Journal of acquired immune deficiency syndromes (1999) 20120415
Rapid evaluation in whole blood culture of regimens for XDR-TB containing PNU-100480 (sutezolid), TMC207, PA-824, SQ109, and pyrazinamide. PloS one 20120101
Short-course chemotherapy with TMC207 and rifapentine in a murine model of latent tuberculosis infection. American journal of respiratory and critical care medicine 20110915
The TB Alliance: overcoming challenges to chart the future course of TB drug development. Future medicinal chemistry 20110801
Synthesis and antimycobacterial activity of prodrugs of indeno[2,1-c]quinoline derivatives. European journal of medicinal chemistry 20110401
Sterilizing activity of second-line regimens containing TMC207 in a murine model of tuberculosis. PloS one 20110101
Probing the interaction of the diarylquinoline TMC207 with its target mycobacterial ATP synthase. PloS one 20110101
[Present and future in the use of anti-tubercular drugs]. Pneumologia (Bucharest, Romania) 20110101
Drugs in development for tuberculosis. Drugs 20101203
Time to detection of the growth of Mycobacterium tuberculosis in MGIT 960 for determining the early bactericidal activity of antituberculosis agents. European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 20101201
Bactericidal activity of the diarylquinoline TMC207 against Mycobacterium tuberculosis outside and within cells. Tuberculosis (Edinburgh, Scotland) 20100901
[R207910 (TMC207): a new antibiotic for the treatment of tuberculosis]. Medecine et maladies infectieuses 20100701
In vitro interactions between new antitubercular drug candidates SQ109 and TMC207. Antimicrobial agents and chemotherapy 20100701
Current development and future prospects in chemotherapy of tuberculosis. Respirology (Carlton, Vic.) 20100701
TMC207: the first compound of a new class of potent anti-tuberculosis drugs. Future microbiology 20100601
Update in tuberculosis 2009. American journal of respiratory and critical care medicine 20100315
Sterilizing activity of R207910 (TMC207)-containing regimens in the murine model of tuberculosis. American journal of respiratory and critical care medicine 20090915
Design, synthesis, biological evaluation and molecular modelling studies of novel quinoline derivatives against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry 20090401
A once-weekly R207910-containing regimen exceeds activity of the standard daily regimen in murine tuberculosis. American journal of respiratory and critical care medicine 20090101
Once-weekly treatment of tuberculosis with the diarylquinoline R207910: a real possibility. American journal of respiratory and critical care medicine 20090101
[Some new antitubercular agents]. Revue medicale suisse 20080319
New anti-tuberculosis drugs with novel mechanisms of action. Current medicinal chemistry 20080101
In vitro antimycobacterial spectrum of a diarylquinoline ATP synthase inhibitor. Antimicrobial agents and chemotherapy 20071101
New tuberculosis therapeutics: a growing pipeline. The Journal of infectious diseases 20070815
A computational model of the inhibition of Mycobacterium tuberculosis ATPase by a new drug candidate R207910. Proteins 20070601
New drugs being developed for the treatment of tuberculosis. Expert opinion on investigational drugs 20050701
New small-molecule synthetic antimycobacterials. Antimicrobial agents and chemotherapy 20050601
A diarylquinoline drug active on the ATP synthase of Mycobacterium tuberculosis. Science (New York, N.Y.) 20050114
Microbiology. TB--a new target, a new drug. Science (New York, N.Y.) 20050114
Medicine. New TB drug promises shorter, simpler treatment. Science (New York, N.Y.) 20041210
Properties