183232-64-6

Basic information

• Product Name: 1H-Pyrazole-3-carbonyl chloride, 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-
• CAS NO: 183232-64-6
• Molecular Formula: C17H10BrCl3N2O
• Molecular Weight: 444.542
• Mol File: 183232-64-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-3-carbonyl chloride, 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-3-carbonyl chloride, 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-(183232-64-6)
• EPA Substance Registry System: 1H-Pyrazole-3-carbonyl chloride, 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-(183232-64-6)

Safety Data

• Hazardous Substances Data: 183232-64-6(Hazardous Substances Data)

Upstream product

• 1166390-93-7 ethyl 4-(4-bromophenyl)-3-methyl-2,4-dioxobutanoate 
• 183232-62-4 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid ethyl ester 
• 10342-83-3 4'-Bromopropiophenone 
• 501423-63-8 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid 

Downstream Products

• 183232-63-5 1-(2,4-dichlorophenyl)-5-(4-bromophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide 
• 1047670-27-8 5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid methoxy(methyl)amide 
• 183232-66-8 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1-piperidinyl)-1H-pyrazole-3-carboxamide 

Relevant articles and documents

Divalent cannabinoid-1 receptor ligands: A linker attachment point survey of SR141716A for development of high-affinity CB1R molecular probes

The cannabinoid-1 receptor (CB1R) inverse agonist SR141716A has proven useful for study of the endocannabinoid system, including development of divalent CB1R ligands possessing a second functional motif attached via a linker unit. These have predominantly employed the C3 position of the central pyrazole ring for linker attachment. Despite this precedent, a novel series of C3-linked CB1R-D2R divalent ligands exhibited extremely high affinity at the D2R, but only poor affinity for the CB1R. A systematic linker attachment point survey of the SR141716A pharmacophore was therefore undertaken, establishing the C5 position as the optimal site for linker conjugation. This linker attachment survey enabled the identification of a novel divalent ligand as a lead compound to inform ongoing development of high-affinity CB1R molecular probes.

Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists

As a potent, specific antagonist for the brain cannabinoid receptor (CB1), the biarylpyrazole N-(piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4- dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide (SR141716A; 1) was the lead compound for initiating studies desi