167280-87-7

Basic information

• Product Name: 2-Thiophenecarboxylicacid,3-amino-4,5-dihydro-,methylester(9CI)
• Synonyms: 3-Amino-4,5-dihydro-thiophene-2-carboxylic acid methyl ester;2-Thiophenecarboxylicacid,3-amino-4,5-dihydro-,methylester(9CI)
• CAS NO: 167280-87-7
• Molecular Formula: C₆H₉NO₂S
• Molecular Weight: 159.21
• Product Categories: CARBOXYLICESTER
• Mol File: 167280-87-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Thiophenecarboxylicacid,3-amino-4,5-dihydro-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxylicacid,3-amino-4,5-dihydro-,methylester(9CI)(167280-87-7)
• EPA Substance Registry System: 2-Thiophenecarboxylicacid,3-amino-4,5-dihydro-,methylester(9CI)(167280-87-7)

Safety Data

• Hazardous Substances Data: 167280-87-7(Hazardous Substances Data)

Upstream product

• 2365-48-2 Methyl thioglycolate 
• 107-13-1 acrylonitrile 

Downstream Products

• 1427782-89-5 IWP-L₆ 
• 167280-96-8 3-Phenyl-6,7-dihydro-1H-thieno[3,2-d]pyrimidine-2,4-dione 
• 167280-94-6 3-(3-Phenyl-ureido)-4,5-dihydro-thiophene-2-carboxylic acid methyl ester 

Relevant articles and documents

Discovery of Inhibitor of Wnt Production 2 (IWP-2) and Related Compounds As Selective ATP-Competitive Inhibitors of Casein Kinase 1 (CK1) δ/?

Inhibitors of Wnt production (IWPs) are known antagonists of the Wnt pathway, targeting the membrane-bound O-acyltransferase porcupine (Porcn) and thus preventing a crucial Wnt ligand palmitoylation. Since IWPs show structural similarities to benzimidazol

Unprecedented Demonstration of Regioselective SEAr Reaction giving Unsymmetrical Regioregular Oligothiophenes

Aromatization of 4-cyano-3-oxotetrahydrothiophene by sulfuryl chloride gives the new building block 4-cyano-3-pyrrolidylthiophene, which forms unsymmetrical regioregular oligothiophenes with a strict alternation of the donor and acceptor groups along the conjugated system. The self-coupling reactions that form the oligomers are shown to proceed by a regioselective electrophilic aromatic substitution mechanism involving a stabilized Wheland intermediate. First alternate: Regioregular oligothiophenes based on the 3-pyrrolidyl-4-cyanothiophene building block, with a strict alternation of the donor and acceptor groups along the conjugated backbone, have been prepared in one step. The mechanism of formation of the oligomers corresponds to a regioselective self-electrophilic aromatic substitution (self-SEAr) involving a stabilized Wheland intermediate.

The development of highly potent inhibitors for porcupine

Porcupine is a member of the membrane-bound O-acyltransferase family of proteins. It catalyzes the palmitoylation of Wnt proteins, a process required for their secretion and activity. We recently disclosed a class of small molecules (IWPs) as the first reported Porcn inhibitors. We now describe the structure-activity relationship studies and the identification of subnanomolar inhibitors. We also report herein the effects of IWPs on Wnt-dependent developmental processes, including zebrafish posterior axis formation and kidney tubule formation.