1110641-81-0

Basic information

• Product Name: (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one
• Synonyms: (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one
• CAS NO: 1110641-81-0
• Molecular Weight: 281.354
• Mol File: 1110641-81-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one(1110641-81-0)
• EPA Substance Registry System: (S)-6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one(1110641-81-0)

Safety Data

• Hazardous Substances Data: 1110641-81-0(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 68329-40-8 3-hydroxy-3-phenylbutyl 4-methylbenzenesulfonate 
• 120586-00-7 3-hydroxy-3-phenyl-butyraldehyde 
• 7133-68-8 3-phenylbutane-1,3-diol 
• 4743-74-2 2-phenylpent-4-en-2-ol 
• 1110641-78-5 6-methyl-6-phenyl-3-m-tolyl-1,3-oxazinan-2-one 

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.

CYCLIC INHIBITORS OF 11β-HYDROXYSTERIOD DEHYDROGENASE 1

This invention relates to novel compounds of the Formula (I), (Ia), (Ib), (Ic), (Id), (Ie), (If), (Ig), (Ih); (Ii); (Ij), (Ik), (II) pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are useful for the therapeutic treatment of diseases associated with the modulation or inhibition of 11 β-HSD1 in mammals. The invention further relates to pharmaceutical compositions of the novel compounds and methods for their use in the reduction or control of the production of cortisol in a cell or the inhibition of the conversion of cortisone to cortisol in a cell.