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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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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Tiziana Adage et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 18(3), 200-214 (2007-08-08)
Non-competitive N-methyl-d-aspartate (NMDA) blockers induce schizophrenic-like behavior in healthy volunteers and exacerbate symptomatology in schizophrenic patients. Hence, a compound able to enhance NMDA neurotransmission by increasing levels of d-serine, an endogenous full agonist at the glycine site of the NMDA
A McAllister et al.
Biochemical pharmacology, 31(1), 63-68 (1982-01-01)
The administration of the antilipolytic agents sodium nicotinate (1 mmole/kg i.p.) or sodium 5-methylpyrazole-3-carboxylate (0.5 or 1.0 mmole/kg i.p.) to alloxan-diabetic rats produced a significant reduction in the plasma concentration of free fatty acids and a slight reduction in blood
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
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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