681247-83-6

Basic information

• Product Name: methyl 2-({[2-({2-[(2S)-2-pyrrolidinyl]ethyl}amino)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate
• Synonyms: methyl 2-({[2-({2-[(2S)-2-pyrrolidinyl]ethyl}amino)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate
• CAS NO: 681247-83-6
• Molecular Weight: 457.594
• Mol File: 681247-83-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 2-({[2-({2-[(2S)-2-pyrrolidinyl]ethyl}amino)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-({[2-({2-[(2S)-2-pyrrolidinyl]ethyl}amino)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate(681247-83-6)
• EPA Substance Registry System: methyl 2-({[2-({2-[(2S)-2-pyrrolidinyl]ethyl}amino)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate(681247-83-6)

Safety Data

• Hazardous Substances Data: 681247-83-6(Hazardous Substances Data)

Upstream product

• 56502-01-3 (2S)-1-tert-butoxycarbonyl-2-carboxymethylpyrrolidine 
• 88790-38-9 (2S)-tert-butyl 2-(2-hydroxyethyl)pyrrolidine-1-carboxylate 
• 59604-96-5 2-hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester 
• 947-65-9 methyl 2-hydroxy-1-naphthoate 
• 681247-34-7 methyl 2-{[(2-nitrophenyl)sulfonyl]amino}-5,6,7,8-tetrahydro-1-naphthalenecarboxylate 
• 681247-35-8 methyl 2-{[(2-aminophenyl)sulfonyl]amino}-5,6,7,8-tetrahydro-1-naphthalenecarboxylate 
• 900492-90-2 2-(benzhydrylidene-amino)-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester 
• 846540-87-2 2-trifluoromethanesulfonyloxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester 
• 904680-11-1 methyl 2-({[2-({2-[(2S)-(N-tert-butoxycarbonyl)pyrrolidin-2-yl]ethyl}amino)phenyl]sulfonyl}amino)-5,6,7,8-tetrahydro-1-naphthalenecarboxylate 

Relevant articles and documents

Discovery and optimization of anthranilic acid sulfonamides as inhibitors of methionine aminopeptidase-2: A structural basis for the reduction of albumin binding

Methionine aminopeptidase-2 (MetAP2) is a novel target for cancer therapy. As part of an effort to discover orally active reversible inhibitors of MetAP2, a series of anthranilic acid sulfonamides with micromolar affinities for human MetAP2 were identified using affinity selection by mass spectrometry (ASMS) screening. These micromolar hits were rapidly improved to nanomolar leads on the basis of insights from protein crystallography; however, the compounds displayed extensive binding to human serum albumin and had limited activity in cellular assays. Modifications based on structural information on the binding of lead compounds to both MetAP2 and domain III of albumin allowed the identification of compounds with significant improvements in both parameters, which showed good cellular activity in both proliferation and methionine processing assays.

Sulfonamides having antiangiogenic and anticancer activity

Compounds having methionine aminopeptidase-2 inhibitory (MetAP2) are described. Also described are pharmaceutical compositions comprising the compounds, methods of treatment using the compounds, methods of inhibiting angiogenesis, and methods of treating cancer.