1110642-51-7

Basic information

• Product Name: (S)-3-((R)-1-(2',4'-difluoro-[1,1'-biphenyl]-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one
• Synonyms: (S)-3-((R)-1-(2',4'-difluoro-[1,1'-biphenyl]-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one
• CAS NO: 1110642-51-7
• Molecular Weight: 455.477
• Mol File: 1110642-51-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-3-((R)-1-(2',4'-difluoro-[1,1'-biphenyl]-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-((R)-1-(2',4'-difluoro-[1,1'-biphenyl]-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one(1110642-51-7)
• EPA Substance Registry System: (S)-3-((R)-1-(2',4'-difluoro-[1,1'-biphenyl]-4-yl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one(1110642-51-7)

Safety Data

• Hazardous Substances Data: 1110642-51-7(Hazardous Substances Data)

Upstream product

• 618461-78-2 (R)-1-(4-bromophenyl)ethyl isocyanate 
• 347-93-3 3-chloro-4'-fluoropropiophenone 
• 1110641-98-9 (S)-3-((R)-1-(4-bromophenyl)ethyl)-6-(4-fluorophenyl)-6-(2-hydroxyethyl)-1,3-oxazinan-2-one 
• 144025-03-6 2,4-difluorophenylboronic acid 
• 1110641-72-9 1-chloro-3-(4-fluorophenyl)hex-5-en-3-ol 

Relevant articles and documents

Structure-based design and synthesis of 1,3-oxazinan-2-one inhibitors of 11β-hydroxysteroid dehydrogenase type 1

Structure based design led directly to 1,3-oxazinan-2-one 9a with an IC50 of 42 nM against 11β-HSD1 in vitro. Optimization of 9a for improved in vitro enzymatic and cellular potency afforded 25f with IC 50 values of 0.8 nM for the enzyme and 2.5 nM in adipocytes. In addition, 25f has 94% oral bioavailability in rat and >1000× selectivity over 11β-HSD2. In mice, 25f was distributed to the target tissues, liver, and adipose, and in cynomolgus monkeys a 10 mg/kg oral dose reduced cortisol production by 85% following a cortisone challenge.