502481-68-7

Basic information

• Product Name: (3S)-3-{2-[(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)amino]-2-oxoethyl}-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid
• Synonyms: (3S)-3-{2-[(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)amino]-2-oxoethyl}-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid
• CAS NO: 502481-68-7
• Molecular Weight: 497.978
• Mol File: 502481-68-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S)-3-{2-[(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)amino]-2-oxoethyl}-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-{2-[(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)amino]-2-oxoethyl}-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid(502481-68-7)
• EPA Substance Registry System: (3S)-3-{2-[(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)amino]-2-oxoethyl}-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid(502481-68-7)

Safety Data

• Hazardous Substances Data: 502481-68-7(Hazardous Substances Data)

Upstream product

• 94838-55-8 tert-butyl (4-aminobenzyl)carbamate 
• 62133-07-7 2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione 
• 7409-30-5 p-nitrobenzylamine 
• 619-73-8 4-nitrobenzyl chloride 
• 502481-67-6 methyl (3S)-3-{2-[(4-{[(tert-butoxycarbonyl)amino]methyl}phenyl)amino]-2-oxoethyl}-7-chloro-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate 

Relevant articles and documents

Tricyclic indole-2-carboxylic acids: Highly in vivo active and selective antagonists for the glycine binding site of the NMDA receptor

A series of tricyclic indole-2-carboxylic acid derivatives were synthesized and evaluated by the radioligand binding assay and the anticonvulsant effects in the mouse NMDA-induced seizure model. Among them, derivatives of 3S-(-)-4 such as 3a, 3f, and 3g which had certain zwitterionic anilides showed high affinity to the NMDA-glycine binding site. The absolute configuration of 3S-(-)-4 was confirmed by X-ray crystallographic analysis. In particular, 3g (SM-31900) was found to be a highly active glycine antagonist for both in vitro and in vivo assays (Ki = 1.0 ± 0.1 nM, ED50 = 2.3 mg/kg, iv) and also showed high selectivity for the glycine site. In addition, 3g was soluble enough in aqueous media (> 10 mg/mL at pH 7.4) to use for medications by intravenous injection.