609846-55-1

Basic information

• Product Name: [(S)-4-(2,4-difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetic acid methyl ester
• Synonyms: [(S)-4-(2,4-difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetic acid methyl ester
• CAS NO: 609846-55-1
• Molecular Weight: 364.327
• Mol File: 609846-55-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(S)-4-(2,4-difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [(S)-4-(2,4-difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetic acid methyl ester(609846-55-1)
• EPA Substance Registry System: [(S)-4-(2,4-difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetic acid methyl ester(609846-55-1)

Safety Data

• Hazardous Substances Data: 609846-55-1(Hazardous Substances Data)

Upstream product

• 609846-33-5 (S)-[2-(N'-tert-butoxycarbonyl-hydrazino)-ethoxy]-succinic acid dimethyl ester 
• 441764-54-1 (S)-2-(2-oxo-ethoxy)-succinic acid dimethyl ester 
• 13918-92-8 2,4-difluorobenzene-1-sulfonyl chloride 
• 609846-34-6 [(S)-4-amino-3-oxo-morpholin-2-yl]-acetic acid methyl ester 

Downstream Products

• 609846-95-9 N-(4-benzyloxycarbonylamidino-benzyl)-2-[(S)-4-(2,4-difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetamide acid benzyl ester 
• 1026611-97-1 [(S)-4-(2,4-Difluoro-benzenesulfonylamino)-3-oxo-morpholin-2-yl]-acetic acid 

Relevant articles and documents

Synthesis and SAR of thrombin inhibitors incorporating a novel 4-amino-morpholinone scaffold: Analysis of X-ray crystal structure of enzyme inhibitor complex

A 4-amino-2-carboxymethyl-3-morpholinone structural motif derived from malic acid has been used to mimic D-Phe-Pro in the thrombin inhibiting tripeptide D-Phe-Pro-Arg. The arginine in D-Phe-Pro-Arg was replaced by the more rigid P1 truncated p-amidinobenzylamine (Pab). These new thrombin inhibitors were used to probe the inhibitor binding site of α-thrombin. The best candidate in this series of thrombin inhibitors exhibits an in vitro IC50 of 0.130 μM. Interestingly, the stereochemistry of the 4-amino-2-carboxymethyl-3-morpholinone motif is reversed for the most active compounds compared to that of a previously reported 2-carboxymethyl-3-morpholinone series. The X-ray crystal structure of the lead inhibitor cocrystallized with α-thrombin is discussed.