150198-22-4

Basic information

• Product Name: (R)-N-<<3(S)-<(acetylthio)methyl>-2-oxo-1-azacyclodec-10(R)-yl>carbonyl>-4-benzyl-2-oxazolidinone
• CAS NO: 150198-22-4
• Molecular Weight: 446.568
• Mol File: 150198-22-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-N-<<3(S)-<(acetylthio)methyl>-2-oxo-1-azacyclodec-10(R)-yl>carbonyl>-4-benzyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-<<3(S)-<(acetylthio)methyl>-2-oxo-1-azacyclodec-10(R)-yl>carbonyl>-4-benzyl-2-oxazolidinone(150198-22-4)
• EPA Substance Registry System: (R)-N-<<3(S)-<(acetylthio)methyl>-2-oxo-1-azacyclodec-10(R)-yl>carbonyl>-4-benzyl-2-oxazolidinone(150198-22-4)

Safety Data

• Hazardous Substances Data: 150198-22-4(Hazardous Substances Data)

Upstream product

• 150126-70-8 ethyl 2,3-dioxo-1-azacyclodecane-10-carboxylate 
• 150126-64-0 ethyl 3-methylidene-2-oxo-1-azacyclodecane-10-carboxylate 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 

Relevant articles and documents

Design and synthesis of an orally active macrocyclic neutral endopeptidase 24.11 inhibitor

A potent macrocyclic inhibitor of neutral endopeptidase (NEP) 24.11 was designed using a computer model of the active site of thermolysin. This 10- membered ring lactam represents a general mimic for any hydrophobic dipeptide in which the two amino acid side chains bind to an enzyme in a contiguous orientation. The parent 10-membered ring lactam was synthesized and exhibited excellent potency as an NEP 24.11 inhibitor (IC50 = 3 nM). In order to improve oral bioavailability, various functionality was attached to the macrocycle. These modifications lead to CGS 25155, an orally active NEP 24.11 inhibitor that slows down the degradation of the cardiac hormone atrial natriuretic factor, producing a lowering of blood pressure in the DOCA-salt rat model of hypertension.