187235-37-6

Basic information

• Product Name: PA 824
• Synonyms: PA 824;(S)-PA 824;(6S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine;(S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine;5H-IMidazo[2,1-b][1,3]oxazine, 6,7-dihydro-2-nitro-6-[[4-(trifluoroMethoxy)phenyl]Methoxy]-, (6S)-;(S)-6-(4-(trifluoromethoxy)benzyloxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine;(6S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine PA-824;PA-824, >=98%
• CAS NO: 187235-37-6
• Molecular Formula: C14H12F3N3O5
• Molecular Weight: 359.2573896
• EINECS: 1533716-785-6
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
• Mol File: 187235-37-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: 149-150℃
• Boiling Point: 462.3 °C at 760 mmHg
• Flash Point: 233.4 °C
• Appearance: /
• Density: 1.58
• Vapor Pressure: 1E-08mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: -20°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: -0.67±0.40(Predicted)
• CAS DataBase Reference: PA 824(CAS DataBase Reference)
• NIST Chemistry Reference: PA 824(187235-37-6)
• EPA Substance Registry System: PA 824(187235-37-6)

Safety Data

• Hazardous Substances Data: 187235-37-6(Hazardous Substances Data)

Usage

Uses

A novel anti-tuberculosis drug.

Biological Activity

pa-824, a bicyclic nitroimidazoles, is an anti-tuberculosis (tb) agent that exerts potent in vitro activity against mycobacterium tuberculosis with the minimal inhibition concentration (mic) ranging from 0.015 μg/ml to 0.25 μg/ml and remains actively against a wide range of isolates that are resistant to commonly used anti-tb agents leading to its successful application in the treatment of tb [1].pa-824 has been found to exhibit bactericidal activity against replicating bacilli and non-replicating bacilli under hypoxic or prolonged culture conditions in a dose dependent fashion through two possible mechanisms, which include pa-824 induced inhibition of ketomycolate synthesis and pa-824 mediated donation of nitric oxide during enzymatic nitro-reduction [1].

Biochem/physiol Actions

PA-824 is an anti-tuberculosis drug.

references

[1] ahmad z, peloquin ca, singh rp, derendorf h, tyagi s, ginsberg a, grosset jh, nuermberger el. pa-824 exhibits time-dependent activity in a murine model of tuberculosis. antimicrob agents chemother. 2011 jan;55(1):239-45. doi: 10.1128/aac.00849-10. epub 2010 oct 11.

InChI:InChI=1/C14H12F3N3O5/c15-14(16,17)25-10-3-1-9(2-4-10)7-23-11-5-19-6-12(20(21)22)18-13(19)24-8-11/h1-4,6,11H,5,7-8H2/t11-/m0/s1