1449692-04-9

Basic information

• Product Name: 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-1H-pyrrole-3-carbaldehyde
• Synonyms: 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-1H-pyrrole-3-carbaldehyde
• CAS NO: 1449692-04-9
• Molecular Weight: 323.822
• Mol File: 1449692-04-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-1H-pyrrole-3-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-1H-pyrrole-3-carbaldehyde(1449692-04-9)
• EPA Substance Registry System: 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-1H-pyrrole-3-carbaldehyde(1449692-04-9)

Safety Data

• Hazardous Substances Data: 1449692-04-9(Hazardous Substances Data)

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 37074-39-8 4-chloro-3-methylacetophenone 
• 1480377-53-4 5-(4-chloro-3-methylphenyl)-1-(4-methylbenzyl)-1H-pyrrole-3-carboxylic acid 
• 104-81-4 4-Methylbenzyl bromide 
• 1449692-03-8 [5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-1H-pyrrol-3-yl]methanol 
• 1449692-02-7 5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrrole-3-carboxylic acid ethyl ester 
• 1449692-01-6 5-(4-chloro-3-methyl-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester 
• 1449691-99-9 N-[(4-chloro-3-methyl-phenyl)-(toluene-4-sulfonyl)methyl]formamide 
• 101349-71-7 4-Chloro-3-methylbenzaldehyde 

Downstream Products

• 1449692-07-2 dimethyl (2-[5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)-methyl]-1H-pyrrol-3-yl]-2-hydroxy-1-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl]ethyl)phosphonate 
• 1449691-92-2 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-3-[(E)-2-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl]ethenyl]-1H-pyrrole 

Relevant articles and documents

Synthesis, pharmacological evaluation and docking studies of pyrrole structure-based CB2 receptor antagonists

Abstract During the last years, there has been a continuous interest in the development of cannabinoid receptor ligands that may serve as therapeutic agents and/or as experimental tools. This prompted us to design and synthesize analogues of the CB2 receptor antagonist N-fenchyl-5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrazole-3-carboxamide (SR144528). The structural modifications involved the bioisosteric replacement of the pyrazole ring by a pyrrole ring and variations on the amine carbamoyl substituents. Two of these compounds, the fenchyl pyrrole analogue 6 and the myrtanyl derivative 10, showed high affinity (Ki in the low nM range) and selectivity for the CB2 receptor and both resulted to be antagonists/inverse agonists in [35S]-GTPγS binding analysis and in an in vitro CB2 receptor bioassay. Cannabinoid receptor binding data of the series allowed identifying steric constraints within the CB2 binding pocket using a study of Van der Waals' volume maps. Glide docking studies revealed that all docked compounds bind in the same region of the CB2 receptor inactive state model.