1157846-22-4

Basic information

• Product Name: C₂₇H₂₈FN₃O₅
• CAS NO: 1157846-22-4
• Molecular Weight: 493.535
• Mol File: 1157846-22-4.mol

Chemical Properties

• CAS DataBase Reference: C₂₇H₂₈FN₃O₅(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₇H₂₈FN₃O₅(1157846-22-4)
• EPA Substance Registry System: C₂₇H₂₈FN₃O₅(1157846-22-4)

Safety Data

• Hazardous Substances Data: 1157846-22-4(Hazardous Substances Data)

Upstream product

• 1157846-15-5 (1R,4S)-tert-butyl 6-oxo-4-phenyl-5-oxa-2-azabicyclo[2.2.1]heptane-2-carboxylate 
• 536747-52-1 1-(4-amino-3-fluoro-phenyl)-pyridin-2-one 

Relevant articles and documents

Exploration of 4,4-disubstituted pyrrolidine-1,2-dicarboxamides as potent, orally active Factor Xa inhibitors with extended duration of action

Aiming to improve upon previously disclosed Factor Xa inhibitors, a series of 4,4-disubstituted pyrrolidine-1,2-dicarboxamides were explored with the intent of increasing the projected human half-life versus 5 (projected human t1/2 = 6 h). A stereospecific route to compounds containing a 4-aryl-4-hydroxypyrrolidine scaffold was developed, resulting in several compounds that demonstrated an increase in the half-life as well as an increase in the in vitro potency compared to 5. Reported herein is the discovery of 26, containing a (2R,4S)-4-hydroxy-4-(2,4-difluorophenyl)-pyrrolidine scaffold, which is a selective, orally bioavailable, efficacious Factor Xa inhibitor that appears suitable for a once-daily dosing (projected human t1/2 = 23 h).