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SML1290

Sigma-Aldrich

PA-824

≥98% (HPLC)

Synonym(s):

(6S)- 6,7-Dihydro-2-nitro-6-[[4-(trifluoromethoxy)phenyl]methoxy]-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, (S)-PA 824, PA 824, Pretomanid

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About This Item

Empirical Formula (Hill Notation):
C14H12F3N3O5
CAS Number:
187235-37-6
Molecular Weight:
359.26
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -40 to -48°, c = 1 in methanol

color

white to brown

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

InChI

1S/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

ZLHZLMOSPGACSZ-NSHDSACASA-N

Biochem/physiol Actions

PA-824 is a pro-drug that has an effect on both replicating and non-replicating Mycobacterium tuberculosis. It is activated by deazaflavin (cofactor F420)-dependent nitroreducase.
PA-824 is an anti-tuberculosis drug that exhibits multiple mechanism of action, including both cell wall inhibition and respiratory poisoning.
PA-824 is an anti-tuberculosis drug.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The mechanism of action of PA-824: novel insights from transcriptional profiling.
Manjunatha U, et al.
Communicative & Integrative Biology, 2(3), 215-218 (2009)

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