23806-20-4

Basic information

• Product Name: ethyl 3-phenyl-2-thiophenecarboxylate
• Synonyms: ethyl 3-phenyl-2-thiophenecarboxylate
• CAS NO: 23806-20-4
• Molecular Weight: 232.303
• Mol File: 23806-20-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: ethyl 3-phenyl-2-thiophenecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-phenyl-2-thiophenecarboxylate(23806-20-4)
• EPA Substance Registry System: ethyl 3-phenyl-2-thiophenecarboxylate(23806-20-4)

Safety Data

• Hazardous Substances Data: 23806-20-4(Hazardous Substances Data)

Upstream product

• 7311-64-0 3-bromothiophene-2-carboxylic acid 
• 62224-14-0 ethyl ester of 3-bromo-2-thiophenecarboxylic acid 
• 98-80-6 phenylboronic acid 
• 1198565-46-6 C₁₅H₁₈O₃S 
• 30957-58-5 Triethyl-((Z)-3-oxo-3-phenyl-propenyl)-ammonium; chloride 
• 6148-64-7 ethyl potassium malonate 
• 22168-32-7 cis-1-Phenyl-3-(ethoxycarbonylmethylmercapto)-propenon-⁽¹⁾ 

Relevant articles and documents

Potent Thiophene Antagonists of Human Complement C3a Receptor with Anti-Inflammatory Activity

Structure-activity relationships for a series of small-molecule thiophenes resulted in potent and selective antagonism of human Complement C3a receptor. The compounds are about 100-fold more potent than the most reported antagonist SB290157. A new compound JR14a was among the most potent of the new antagonists in vitro, assessed by (a) inhibition of intracellular calcium release (IC50 10 nM) induced in human monocyte-derived macrophages by 100 nM C3a, (b) inhibition of β-hexosaminidase secretion (IC50 8 nM) from human LAD2 mast cells degranulated by 100 nM C3a, and (c) selectivity for human C3aR over C5aR. JR14a was metabolically stable in rat plasma and in rat liver microsomes and efficacious in rats when given orally to suppress rat paw inflammation, macrophage and mast cell activation, and histopathology induced by intraplantar paw administration of a C3aR agonist. Potent C3aR antagonists are now available for interrogating C3a receptor activation and suppressing C3aR-mediated inflammation in mammalian physiology and disease.

Regioselective Synthesis of 2-Functionalized Thiophenes by Condensation of α-Mercapto Compounds with β-Aminoenone Derivatives

2-Acylthiophenes and ethyl 2-thiophenecarboxylates are prepared regioselectively by reaction of 3-chloroenones and 2-acylenammonium chlorides with α-mercapto derivatives in good to moderate yields.