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644927

Sigma-Aldrich

3-Methylpyrazole-5-carboxylic acid

97%

Synonym(s):

5-Methylpyrazole-3-carboxylic acid, AS057278, MPC

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O2
CAS Number:
Molecular Weight:
126.11
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

236-240 °C (lit.)

functional group

carboxylic acid

SMILES string

Cc1cc([nH]n1)C(O)=O

InChI

1S/C5H6N2O2/c1-3-2-4(5(8)9)7-6-3/h2H,1H3,(H,6,7)(H,8,9)

InChI key

WSMQKESQZFQMFW-UHFFFAOYSA-N

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General description

3-Methylpyrazole-5-carboxylic acid is a potent and selective D-amino acid oxidase (DAO) (also known as DAAO, DAMOX and OXDA) inhibitor that protects DAO cells from oxidative stress induced by D-Serine. 3-Methylpyrazole-5-carboxylic acid specifically prevents formalin-induced tonic pain.

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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Plasma prostaglandin levels in rats with diabetes mellitus and diabetic ketoacidosis.
L Axelrod et al.
Diabetes, 31(11), 994-1001 (1982-11-01)
K Credner et al.
Arzneimittel-Forschung, 31(12), 2096-2100 (1981-01-01)
5-Methylpyrazole-3-carboxylic acid forms salts with basically substituted adenine bases of type (4) or (5), which have significantly more lipolysis inhibitory activity than the free acid itself. The substance tested, 6-amino-9-[2-hydroxy-3-(N-methyl-N-2-hydroxyethyl)-aminopropyl]-purine-5-methyl pyrazole-3-carboxylate (16), causes a significant reduction of serum FFA levels
M J Holness et al.
The Biochemical journal, 232(1), 255-259 (1985-11-15)
Effects of administration of tri-iodothyronine (T3) on activities of cardiac and renal pyruvate dehydrogenase complex (active form, PDHa) were investigated. In fed rats, T3 treatment did not affect cardiac or renal PDHa activity, although blood non-esterified fatty acid and ketone-body
Michael Williams
Biochemical pharmacology, 78(11), 1360-1365 (2009-07-14)
Antipsychotics, the drugs used currently for the treatment of schizophrenia, produce their therapeutic effects via the blockade of dopamine receptors. These compounds are, however, limited in their therapeutic efficacy and have side effect liabilities that also limit their use. Agents
Takeshi Fukushima et al.
Chirality, 21(4), 468-472 (2008-07-26)
L-Kynurenine (KYN), a tryptophan metabolite, is metabolized to kynurenic acid (KYNA), which is an antagonist of N-methyl-D-aspartate and alpha7 nicotinic acetylcholine receptors, by kynurenine aminotransferase (KAT) I and KAT II. In this study, optically pure KYN, namely L-KYN or D-KYN

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