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
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
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