511532-96-0

Basic information

• Product Name: N-(Piperidin-1-yl)-1-(2,4-dichlorophenyl)-1,4-dihydro-6-methylindeno[1,2-c]pyrazole-3-carboxamide
• Synonyms: GP 1a;N-(Piperidin-1-yl)-1-(2,4-dichlorophenyl)-1,4-dihydro-6-methylindeno[1,2-c]pyrazole-3-carboxamide
• CAS NO: 511532-96-0
• Molecular Formula: C23H22Cl2N4O
• Molecular Weight: 441.35298
• Mol File: 511532-96-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: Store at RT
• CAS DataBase Reference: N-(Piperidin-1-yl)-1-(2,4-dichlorophenyl)-1,4-dihydro-6-methylindeno[1,2-c]pyrazole-3-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Piperidin-1-yl)-1-(2,4-dichlorophenyl)-1,4-dihydro-6-methylindeno[1,2-c]pyrazole-3-carboxamide(511532-96-0)
• EPA Substance Registry System: N-(Piperidin-1-yl)-1-(2,4-dichlorophenyl)-1,4-dihydro-6-methylindeno[1,2-c]pyrazole-3-carboxamide(511532-96-0)

Safety Data

• Hazardous Substances Data: 511532-96-0(Hazardous Substances Data)

Usage

Uses

GP 1a is a highly selective agonist of the CB2 cannabinoid receptors.

Upstream product

• 511533-26-9 ethyl 1-(2',4'-dichlorophenyl)-6-methyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate 
• 511533-14-5 1-(2',4'-dichlorophenyl)-6-methyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acid 
• 511533-36-1 ethyl β-(5-methyl-1-oxo-2,3-dihydro-1H-inden-2-yl)-α-oxoacetate 
• 5446-18-4 2,4-dichlorophenyl hydrazine hydrochloride 
• 4593-38-8 5-methylindan-1-one 
• 63234-70-8 N-aminopiperidine hydrochloride 
• 923036-60-6 1-(2,4-dichloro-phenyl)-6-methyl-1,4-dihydro-indeno[1,2-c]pyrazole-3-carbonyl chloride 

Relevant articles and documents

Tricyclic pyrazoles. Part 1: synthesis and biological evaluation of novel 1,4-dihydroindeno[1,2-c]pyrazol-based ligands for CB1and CB2 cannabinoid receptors.

Cannabinoids receptors, cellular elements of the endocannabinoid system, have been the focus of extensive studies because of their potential functional role in several important physiological and pathological processes. To further evaluate the properties of CB receptors, especially CB(1) and CB(2) subtypes, we have designed, using SR141716A as a benchmark, a new series of rigid 1-aryl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxamides. Compounds 1 were synthesized from substituted 1-aryl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acids and requisite amines. The various analogues were assayed for binding both to the brain and peripheral cannabinoid receptors (CB(1) and CB(2)). Seven of the new compounds displayed very high in vitro CB(2) binding affinities, especially 1a, 1b, 1c, 1e, 1g, 1h and 1j which showed K(i) values of 0.34, 0.225, 0.27, 0.23, 0.385, 0.037 and 0.9 nM, respectively. Compounds 1a, 1b, 1c and 1h showed the highest selectivity for CB(2) receptor with K(i)(CB(1)) to K(i)(CB(2)) ratios of 6029, 5635, 5814 and 9810, respectively. Noticeably, 1h exhibited the highest affinity and selectivity for CB(2) receptors.