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Merck
CN

644927

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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InChI

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

SMILES string

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

InChI key

WSMQKESQZFQMFW-UHFFFAOYSA-N

assay

97%

form

solid

mp

236-240 °C (lit.)

functional group

carboxylic acid

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Plasma prostaglandin levels in rats with diabetes mellitus and diabetic ketoacidosis.
L Axelrod et al.
Diabetes, 31(11), 994-1001 (1982-11-01)
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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