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P56100

Sigma-Aldrich

Pyrazinecarboxylic acid

99%

Synonym(s):

Pyrazinoic acid

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About This Item

Empirical Formula (Hill Notation):
C5H4N2O2
CAS Number:
Molecular Weight:
124.10
Beilstein:
112305
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

powder

mp

222-225 °C (dec.) (lit.)

SMILES string

OC(=O)c1cnccn1

InChI

1S/C5H4N2O2/c8-5(9)4-3-6-1-2-7-4/h1-3H,(H,8,9)

InChI key

NIPZZXUFJPQHNH-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Mohamed Abdel-Aziz et al.
European journal of medicinal chemistry, 45(8), 3384-3388 (2010-05-22)
A series of pyrazine-2-carboxylic acid hydrazide derivatives were synthesized and screened for their activity against Mycobacterium tuberculosis. The results show that pyrazine-2-carboxylic acid hydrazide-hydrazone derivatives 3a-l were less active than pyrazinamide. In contrast, the N(4)-ethyl-N(1)-pyrazinoyl-thiosemicarbazide 4 showed the highest activity
Wanliang Shi et al.
Science (New York, N.Y.), 333(6049), 1630-1632 (2011-08-13)
Pyrazinamide (PZA) is a first-line tuberculosis drug that plays a unique role in shortening the duration of tuberculosis chemotherapy. PZA is hydrolyzed intracellularly to pyrazinoic acid (POA) by pyrazinamidase (PZase, encoded by pncA), an enzyme frequently lost in PZA-resistant strains
Anthony D Baughn et al.
Antimicrobial agents and chemotherapy, 54(12), 5323-5328 (2010-09-30)
The pyrazinamide (PZA) analog 5-chloropyrazinamide (5-Cl PZA) is active against mycobacterial species, including PZA-resistant strains of Mycobacterium tuberculosis. In M. smegmatis, overexpression of the type 1 fatty acid synthase (FAS I) confers resistance to 5-Cl PZA, a potent FAS I
Y Sheeena Mary et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(2), 725-730 (2008-03-21)
A substituted amide of pyrazine-2-carboxylic acid was prepared and the IR spectrum is recorded and analysed. The vibrational frequencies and corresponding vibrational assignments are examined theoretically using the Gaussian03 set of quantum chemistry codes. Predicted infrared and Raman intensities are
Marta Filipa Simões et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 37(3-4), 257-263 (2009-06-06)
Pyrazinamide (PZA) is active against M. tuberculosis and is a first line agent for the treatment of human tuberculosis. PZA is itself a prodrug that requires activation by a pyrazinamidase to form its active metabolite pyrazinoic acid (POA). Since the

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