Gavestinel
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Gavestinel
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CAS No:
153436-22-7
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Formula:
C18H12Cl2N2O3
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Chemical Name:
Gavestinel
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Synonyms:
1H-Indole-2-carboxylic acid,4,6-dichloro-3-[(1E)-3-oxo-3-(phenylamino)-1-propen-1-yl]-;1H-Indole-2-carboxylic acid,4,6-dichloro-3-[3-oxo-3-(phenylamino)-1-propenyl]-,(E)-;1H-Indole-2-carboxylic acid,4,6-dichloro-3-[(1E)-3-oxo-3-(phenylamino)-1-propenyl]-;4,6-Dichloro-3-[(1E)-3-oxo-3-(phenylamino)-1-propen-1-yl]-1H-indole-2-carboxylic acid;Gavestinel;GV 150526;GV 150526X
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CAS No:
Description
3-(3-anilino-3-oxoprop-1-enyl)-4,6-dichloro-1H-indole-2-carboxylic acid is an indolyl carboxylic acid.|Highly potent and selective non-competitive antagonist acting at the strychnine-insensitive glycine binding site of the NMDA receptor-channel complex (Kd = 0.8 nM). Gavestinel displays > 1000-fold selectivity over NMDA, AMPA and kainate binding sites and is orally bioavailable and active in vivo.
Characteristics
85.02000
3.56310
1.561g/cm3
701.1ºC at 760mmHg
377.8ºC
Desiccate at RT
1.24E-20mmHg at 25°C
Drug Information
Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)|Substances used for their pharmacological actions on glycinergic systems. Glycinergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function. (See all compounds classified as Glycine Agents.)
Gavestinel has known human metabolites that include gavestinel 4-O-acyl glucuronide and p-hydroxy-gavestinel.
1H-indole-2-carboxylic acid, 4,6-dichloro-3-((1E)-3-oxo-3-(phenylamino)-1-propenyl)-, monosodium salt
Gavestinel Use and Manufacturing
Treatment of stroke (N-methylD-aspartate NMDA receptor antagonist).Highly potent and selective non-competitive antagonist acting at the strychnine-insensitive glycine binding site of the NMDA receptor-channel complex (K d = 0.8 nM). Displays > 1000-fold selectivity over NMDA, AMPA and kainate binding sites. Orally bioavailable and active in vivo .
Computed Properties
Molecular Weight:375.2
XLogP3:4.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:374.0224976
Monoisotopic Mass:374.0224976
Topological Polar Surface Area:82.2
Heavy Atom Count:25
Complexity:536
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes