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Key Documents

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

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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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
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
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
Takashi Iwanaga et al.
The Journal of pharmacology and experimental therapeutics, 320(1), 211-217 (2006-10-18)
Serum uric acid (SUA) is currently recognized as a risk factor for cardiovascular disease. It has been reported that an angiotensin II receptor blocker (ARB), losartan, decreases SUA level, whereas other ARBs, such as candesartan, have no lowering effect. Because
H J Kim et al.
The international journal of tuberculosis and lung disease : the official journal of the International Union against Tuberculosis and Lung Disease, 16(1), 98-103 (2012-01-13)
Pyrazinamide (PZA), one of the most effective anti-tuberculosis drugs, becomes toxic to Mycobacterium tuberculosis when converted to pyrazinoic acid by pyrazinamidase (PZase). PZA resistance is caused mainly by the loss of enzyme activity by mutation. To investigate the patterns of

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