952319-53-8

Basic information

• Product Name: C₂₀H₂₀O₃
• CAS NO: 952319-53-8
• Molecular Weight: 308.377
• Mol File: 952319-53-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₀H₂₀O₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₀H₂₀O₃(952319-53-8)
• EPA Substance Registry System: C₂₀H₂₀O₃(952319-53-8)

Safety Data

• Hazardous Substances Data: 952319-53-8(Hazardous Substances Data)

Upstream product

• 3470-49-3 5-hydroxy-2,3-dihydro-1H-indene-1-one 
• 78326-88-2 5-benzyloxy-1-indanone 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 

Relevant articles and documents

Identification of fused-ring alkanoic acids with improved pharmacokinetic profiles that Act as G protein-coupled receptor 40/free fatty acid receptor 1 agonists

The G protein-coupled receptor 40 (GPR40)/free fatty acid receptor 1 (FFA1) has emerged as an attractive target for a novel insulin secretagogue with glucose dependency. We previously identified phenylpropanoic acid derivative 1 (3-{4-[(2′,6′-dimethylbiphenyl-3-yl)methoxy]-2-fluorophenyl} propanoic acid) as a potent and orally available GPR40/FFA1 agonist; however, 1 exhibited high clearance and low oral bioavailability, which was likely due to its susceptibility to β-oxidation at the phenylpropanoic acid moiety. To identify long-acting compounds, we attempted to block the metabolically labile sites at the phenylpropanoic acid moiety by introducing a fused-ring structure. Various fused-ring alkanoic acids with potent GPR40/FFA1 activities and good PK profiles were produced. Further optimizations of the lipophilic portion and the acidic moiety led to the discovery of dihydrobenzofuran derivative 53 ((6-{[4′-(2-ethoxyethoxy)-2′,6′-dimethylbiphenyl-3-yl]methoxy} -2,3-dihydro-1-benzofuran-3-yl)acetic acid), which acted as a GPR40/FFA1 agonist with in vivo efficacy during an oral glucose tolerance test (OGTT) in rats with impaired glucose tolerance.