813424-51-0

Basic information

• Product Name: ethyl (S)-2-{[2-(methoxymethyl)pyrrolidin-1-yl]methyl}biphenyl-4-carboxylate
• Synonyms: ethyl (S)-2-{[2-(methoxymethyl)pyrrolidin-1-yl]methyl}biphenyl-4-carboxylate
• CAS NO: 813424-51-0
• Molecular Weight: 353.461
• Mol File: 813424-51-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl (S)-2-{[2-(methoxymethyl)pyrrolidin-1-yl]methyl}biphenyl-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (S)-2-{[2-(methoxymethyl)pyrrolidin-1-yl]methyl}biphenyl-4-carboxylate(813424-51-0)
• EPA Substance Registry System: ethyl (S)-2-{[2-(methoxymethyl)pyrrolidin-1-yl]methyl}biphenyl-4-carboxylate(813424-51-0)

Safety Data

• Hazardous Substances Data: 813424-51-0(Hazardous Substances Data)

Upstream product

• 813423-27-7 ethyl 2-methylbiphenyl-4-carboxylate 
• 98-80-6 phenylboronic acid 
• 160313-69-9 ethyl 3-methyl-4-bromobenzoate 
• 813423-28-8 ethyl 2-(bromomethyl)biphenyl-4-carboxylate 
• 63126-47-6 (2S)-2-(methoxymethyl)-1-pyrrolidine 

Relevant articles and documents

Design, synthesis, and biological evaluation of novel biphenyl-4-carboxamide derivatives as orally available TRPV1 antagonists

A new series of transient receptor potential vanilloid type 1 (TRPV1) antagonists were designed and synthesized from N-(3-hydroxyphenyl)-2-(piperidin-1-ylmethyl)biphenyl-4-carboxamide hydrochloride (8). SAR studies identified (R)-N-(1-methyl-2-oxo-1,2,3,4-tetrahydro-7-quinolyl)-2-[(2-methylpyrrolidin-1-yl)methyl]biphenyl-4-carboxamide hydrochloride (ASP8370, 7), as a compound with high aqueous solubility, satisfactory stability in human liver microsomes, and reduced CYP3A4 inhibition. ASP8370 was selected as a clinical development candidate with significant ameliorative effects on neuropathic pain. SAR studies also revealed the structural mechanisms underlying the switching between TRPV1 antagonism and agonism.