441773-73-5

Basic information

• Product Name: 3-ethoxycarbonylmethyl-3-(4-hydroxy-phenylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS NO: 441773-73-5
• Molecular Weight: 395.52
• Mol File: 441773-73-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-ethoxycarbonylmethyl-3-(4-hydroxy-phenylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethoxycarbonylmethyl-3-(4-hydroxy-phenylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester(441773-73-5)
• EPA Substance Registry System: 3-ethoxycarbonylmethyl-3-(4-hydroxy-phenylsulfanylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester(441773-73-5)

Safety Data

• Hazardous Substances Data: 441773-73-5(Hazardous Substances Data)

Upstream product

• 637-89-8 4-sulfanylphenol 
• 441773-72-4 3-ethoxycarbonylmethyl-3-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 101385-93-7 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 441773-71-3 3-ethoxycarbonylmethyl-3-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 441773-69-9 3-ethoxycarbonylmethyl-3-vinyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 441773-70-2 3-ethoxycarbonylmethyl-3-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 441773-67-7 tert-butyl 3-(2-methoxy-2-oxoethylidene)pyrrolidine-1-carboxylate 
• 441773-68-8 3-(2-hydroxy-ethylidene)-pyrrolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 441773-75-7 3-ethoxycarbonylmethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-benzenesulfonylmethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis and structure-activity relationship of a novel sulfone series of TNF-α converting enzyme inhibitors

Replacement of the amide functionality in IM491 (N-hydroxy-(5S,6S)-1- methyl-6-{[4-(2-methyl-4-quinolinylmethoxy)anilinyl]carbonyl} -5-piperidinecarboxamide) with a sulfonyl group led to a new series of α,β-cyclic and β,β-cyclic γ-sulfonyl hydroxamic acids, which were potent TNF-α converting enzyme (TACE) inhibitors. Among them, inhibitor 4b (N-hydroxy-(4S,5S)-1-methyl-5-{[4-(2-methyl-4- quinolinylmethoxy)phenyl]sulfonylmethyl}-4-pyrrolidinecarboxamide) exhibited IC50 values of 1 nM and 180 nM in porcine TACE (pTACE) and cell assays, respectively, with excellent selectivity over MMP-1, -2, -9 and -13 and was orally bioavailable with an F value of 46% in mice.