1330658-89-3

Basic information

• Product Name: ethyl 3-{1-[2-(benzyloxy)phenyl]-3-(2-phenylethyl)-1H-indol-5-yl}propanoate
• Synonyms: ethyl 3-{1-[2-(benzyloxy)phenyl]-3-(2-phenylethyl)-1H-indol-5-yl}propanoate
• CAS NO: 1330658-89-3
• Molecular Weight: 503.641
• Mol File: 1330658-89-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl 3-{1-[2-(benzyloxy)phenyl]-3-(2-phenylethyl)-1H-indol-5-yl}propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-{1-[2-(benzyloxy)phenyl]-3-(2-phenylethyl)-1H-indol-5-yl}propanoate(1330658-89-3)
• EPA Substance Registry System: ethyl 3-{1-[2-(benzyloxy)phenyl]-3-(2-phenylethyl)-1H-indol-5-yl}propanoate(1330658-89-3)

Safety Data

• Hazardous Substances Data: 1330658-89-3(Hazardous Substances Data)

Upstream product

• 1069048-09-4 ethyl 3-[3-(2-phenylethyl)-1H-indol-5-yl]propanoate 
• 31575-75-4 2-bromophenyl benzyl ether 
• 127876-36-2 2-(benzotriazol-1-yl)acetophenone 
• 1069051-39-3 1-(5-bromo-1H-indol-3-yl)-2-phenylethanone 
• 1069051-42-8 5-bromo-3-(2-phenylethyl)-1H-indole 
• 1069048-07-2 ethyl (2E)-3-[3-(2-phenylethyl)-1H-indol-5-yl]-2-propenoate 

Downstream Products

• 1069043-67-9 ethyl 3-[1-(2-hydroxyphenyl)-3-(2-phenylethyl)-1H-indol-5-yl]propanoate 
• 1069048-12-9 3-[1-(2-hydroxyphenyl)-3-(2-phenylethyl)-1H-indol-5-yl]propanoic acid 

Relevant articles and documents

Design, synthesis, and biological evaluation of 3-(1-aryl-1 h -indol-5-yl)propanoic acids as new indole-based cytosolic phospholipase a2α inhibitors

This article describes the design, synthesis, and biological evaluation of new indole-based cytosolic phospholipase A2α (cPLA2α, a group IVA phospholipase A2) inhibitors. A screening-hit compound from our library, (E)-3-{4-[(4-chlorophenyl)thio]-3-nitrophenyl}acrylic acid (5), was used to design a class of 3-(1-aryl-1H-indol-5-yl)propanoic acids as new small molecule inhibitors. The resultant structure-activity relationships studied using the isolated enzyme and by cell-based assays revealed that the 1-(p-O-substituted)phenyl, 3-phenylethyl, and 5-propanoic acid groups on the indole core are essential for good inhibitory activity against cPLA2α. Optimization of the p-substituents on the N1 phenyl group led to the discovery of 56n (ASB14780), which was shown to be a potent inhibitor of cPLA2α via enzyme assay, cell-based assay, and guinea pig and human whole-blood assays. It displayed oral efficacy toward mice tetradecanoyl phorbol acetate-induced ear edema and guinea pig ovalbumin-induced asthma models.