CAS 187235-37-6

PA 824

Description:

PA-824, with the CAS number 187235-37-6, is a synthetic compound primarily studied for its potential use in treating tuberculosis, particularly drug-resistant strains. It belongs to the class of nitroimidazoles and exhibits bactericidal activity against Mycobacterium tuberculosis. PA-824 functions through a unique mechanism of action, where it is activated under anaerobic conditions, leading to the generation of reactive nitrogen species that disrupt bacterial cellular processes. This compound is characterized by its ability to penetrate the mycobacterial cell wall effectively, making it a promising candidate in tuberculosis therapy. Additionally, PA-824 has shown favorable pharmacokinetic properties, including oral bioavailability and a prolonged half-life, which support its potential for once-daily dosing regimens. Research continues to evaluate its efficacy and safety in clinical settings, particularly in combination therapies aimed at enhancing treatment outcomes for patients with multidrug-resistant tuberculosis. Overall, PA-824 represents a significant advancement in the search for effective anti-tuberculosis agents.

Formula: C₁₄H₁₂F₃N₃O₅

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

InChI key: InChIKey=ZLHZLMOSPGACSZ-NSHDSACASA-N

SMILES: N(=O)(=O)C1=CN2C(=N1)OC[C@@H](OCC3=CC=C(OC(F)(F)F)C=C3)C2

Synonyms:

• (6S)-2-Nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
• (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-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
• (S)-2-Nitro-6-((4-(trifluoromethoxy)benzyl)oxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
• (S)-6-[[4-(Trifluoromethoxy)benzyl]oxy]-6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazine
• (S)-Pa 824
• 5H-Imidazo[2,1-b][1,3]oxazine, 6,7-dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-, (6S)-
• 5H-Imidazo[2,1-b][1,3]oxazine, 6,7-dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-, (S)-
• Pa-824
• Pretomanid
• EOS-60675
• PA-824, >=98%
• PA-824;PA824;PA 824
• (6S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine PA-824
• 2-NITRO-6(S)-[4-(TRIFLUOROMETHOXY)BENZYLOXY]-6,7-DIHYDRO-5H-IMIDAZO[2,1-B][1,3]OXAZINE
• CS-930
• (S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine
• (S)-PA 824 (Pretomanid)
• (6S)-2-nitro-6-{[4-(trifluoromethoxy)phenyl]metho
• (S)-2-Nitro-6-((4-(trifluoromethoxy)benzyl)oxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine 98+%
• PRETOMANID;(S)-PA 824
• (S)-6-(4-(trifluoromethoxy)benzyloxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
• xy}-5H,6H,7H-imidazo[2,1-b][1,3]oxazine
• PA-824(Pretomanid)

PA-824

CAS: 187235-37-6

Formula: C₁₄H₁₂F₃N₃O₅

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 359.26

Ref: 3B-P2718

(6S)-2-nitro-6-{[4-(trifluoromethoxy)phenyl]methoxy}-5H,6H,7H-imidazo[2,1-b][1,3]oxazine

CAS: 187235-37-6

Formula: C₁₄H₁₂F₃N₃O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 359.2574

Ref: IN-DA0074WJ

(S)-2-Nitro-6-((4-(trifluoromethoxy)benzyl)oxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

CAS: 187235-37-6

(S)-2-Nitro-6-((4-(trifluoromethoxy)benzyl)oxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Formula: C₁₄H₁₂F₃N₃O₅

Purity: 99%

Color and Shape: pale yellow solid

Molecular weight: 359.26g/mol

Ref: 54-PC400580

Pretomanid

CAS: 187235-37-6

Pretomanid

Purity: ≥98%

Molecular weight: 359.26g/mol

Ref: 54-BUP06246

Pretomanid (PA-824)

CAS: 187235-37-6

Formula: C₁₄H₁₂F₃N₃O₅

Color and Shape: White To Off-White Solid

Molecular weight: 359.26

Ref: 4Z-P-138001

Pretomanid

CAS: 187235-37-6

Pretomanid ((S)-PA 824) , a nitroimidazole, is used as an anti-tuberculosis drug for tuberculosis with MIC less than 2.8 μM.

Formula: C₁₄H₁₂F₃N₃O₅

Purity: 98.75% - 99.96%

Color and Shape: Solid

Molecular weight: 359.26

Ref: TM-T6096

(S)-PA 824 (Pretomanid)

Controlled Product

CAS: 187235-37-6

Applications A novel anti-tuberculosis drug.
References Diacon, A.H. et al.: Antimicrob. Anents Chemother., 54, 3402 (2010); Dogra, M. et al.: Br. J. Pharmacol., 162, 226 (2010); Ginsberg, A.M. et al.: Antimicrob. Agents Chemother., 53, 3720 (2009);

Formula: C₁₄H₁₂F₃N₃O₅

Color and Shape: Neat

Molecular weight: 359.26

Ref: TR-P122500

(S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine

CAS: 187235-37-6

(S)-6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-5H-imidazo[2,1-b][1,3]oxazine ia slo known as PA-824. An anti-tuberculosis drug that affects both replicating and non-replicating Mycobacterium tuberculosis via cell wall inhibition and respiratory poisoning..

Formula: C₁₄H₁₂F₃N₃O₅

Purity: Min. 98 Area-%

Color and Shape: Off-White Slightly Yellow Powder

Molecular weight: 359.26 g/mol

Ref: 3D-FP26721

(S)-2-Nitro-6-((4-(trifluoromethoxy)benzyl)oxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

CAS: 187235-37-6

Formula: C₁₄H₁₂F₃N₃O₅

Purity: 98%

Color and Shape: Liquid, No data available.

Molecular weight: 359.261

Ref: 10-F462409