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Delamanid

CAS No.:
681492-22-8
Catalog Number:
AG00FC2I
Molecular Formula:
C25H25F3N4O6
Molecular Weight:
534.4844
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
2mg
99%
1 week
United States
$140
- +
5mg
99%
1 week
United States
$173
- +
10mg
99%
1 week
United States
$215
- +
25mg
99%
1 week
United States
$307
- +
50mg
99%
1 week
United States
$490
- +
100mg
99%
1 week
United States
$807
- +
Product Description
Catalog Number:
AG00FC2I
Chemical Name:
Delamanid
CAS Number:
681492-22-8
Molecular Formula:
C25H25F3N4O6
Molecular Weight:
534.4844
MDL Number:
MFCD18251539
IUPAC Name:
(2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]piperidin-1-yl]phenoxy]methyl]-3H-imidazo[2,1-b][1,3]oxazole
InChI:
InChI=1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3/t24-/m1/s1
InChI Key:
XDAOLTSRNUSPPH-XMMPIXPASA-N
SMILES:
FC(Oc1ccc(cc1)OC1CCN(CC1)c1ccc(cc1)OC[C@]1(C)Oc2n(C1)cc(n2)[N+](=O)[O-])(F)F
UNII:
8OOT6M1PC7
Properties
Complexity:
795  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
534.173g/mol
Formal Charge:
0
Heavy Atom Count:
38  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
534.492g/mol
Monoisotopic Mass:
534.173g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
104A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.6  
Literature
Title Journal
Pentacyclic nitrofurans with in vivo efficacy and activity against nonreplicating Mycobacterium tuberculosis. PloS one 20140101
Tuberculosis: the drug development pipeline at a glance. European journal of medicinal chemistry 20120501
Structure-activity relationships for amide-, carbamate-, and urea-linked analogues of the tuberculosis drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824). Journal of medicinal chemistry 20120112
Substrate specificity of the deazaflavin-dependent nitroreductase from Mycobacterium tuberculosis responsible for the bioreductive activation of bicyclic nitroimidazoles. The FEBS journal 20120101
Structure-activity relationships of antitubercular nitroimidazoles. 3. Exploration of the linker and lipophilic tail of ((s)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)-(4-trifluoromethoxybenzyl)amine (6-amino PA-824). Journal of medicinal chemistry 20110825
A microbiological assessment of novel nitrofuranylamides as anti-tuberculosis agents. The Journal of antimicrobial chemotherapy 20081101
Synthesis and antitubercular activity of 7-(R)- and 7-(S)-methyl-2-nitro-6-(S)-(4-(trifluoromethoxy)benzyloxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazines, analogues of PA-824. Bioorganic & medicinal chemistry letters 20080401
[Some new antitubercular agents]. Revue medicale suisse 20080319
New anti-tuberculosis drugs with novel mechanisms of action. Current medicinal chemistry 20080101
Bactericidal activity of OPC-67683 against drug-tolerant Mycobacterium tuberculosis. The Journal of antimicrobial chemotherapy 20071101
Advances in the treatment of tuberculosis. Clinical pharmacology and therapeutics 20071101
[Recent progress in mycobacteriology]. Kekkaku : [Tuberculosis] 20071001
Synthesis and antituberculosis activity of a novel series of optically active 6-nitro-2,3-dihydroimidazo[2,1-b]oxazoles. Journal of medicinal chemistry 20061228
OPC-67683, a nitro-dihydro-imidazooxazole derivative with promising action against tuberculosis in vitro and in mice. PLoS medicine 20061101
Properties