214143-75-6

Basic information

• Product Name: (2S,4R)-4-hydroxy-1-(2-nitrophenyl)proline methyl ester
• Synonyms: (2S,4R)-4-hydroxy-1-(2-nitrophenyl)proline methyl ester
• CAS NO: 214143-75-6
• Molecular Weight: 266.254
• Mol File: 214143-75-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,4R)-4-hydroxy-1-(2-nitrophenyl)proline methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-4-hydroxy-1-(2-nitrophenyl)proline methyl ester(214143-75-6)
• EPA Substance Registry System: (2S,4R)-4-hydroxy-1-(2-nitrophenyl)proline methyl ester(214143-75-6)

Safety Data

• Hazardous Substances Data: 214143-75-6(Hazardous Substances Data)

Upstream product

• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 214144-09-9 (2S,4R)-4-(tert-butyldimethylsilyloxy)-1-(2-nitrophenyl)-proline methyl ester 
• 238741-94-1 (2S,4S)-4-hydroxy-1-(2-nitrophenyl)proline 

Relevant articles and documents

Novel vasopressin V2 receptor-selective antagonists, pyrrolo[2,1-a]quinoxaline and pyrrolo[2,1-c][1,4]benzodiazepine derivatives

The intent of the work was to study the structure-activity relationships of AVP receptor antagonists bearing a chiral ring as a partial structure since such studies had been reported for only achiral compounds. In the present paper, we deal with compounds consisting of the chiral tricyclic hetero ring (1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoxaline and 1,2,3,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine) and 2-phenylbenzanilide analogues. These compounds exhibited a highly selective affinity for V2 receptor, and their stereochemical configuration had a great influence on V2 receptor binding. VP-343 (N-[4-[[(2S,3aR)-2-hydroxy-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinoxalin-5(1H)-yl]carbonyl]phenyl]-4'-methyl[1,1'-biphenyl]-2-carboxamide), VP-365 (N-[4-[[(11aS)-2,3,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-10(5H)-yl]carbonyl]phenyl][1,1'-biphenyl]-2-carboxamide) and VP-339 (N-[4-[[(11aS)-5-oxo-2,3,11,11a-tetrahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepin-10(5H)-yl]carbonyl]phenyl][1,1'-biphenyl]-2-carboxamide) were the most potent compounds in vitro and in vivo. The IC50 values of VP-343, VP-365 and VP-339 against V2 receptor were 0.772, 1.18 and 0.216nM, respectively. The ED300 values (dose required to increase three times the urine volume of the control rats; oral administration) of VP-343, VP-365 and VP-339 were 0.22, 0.31 and 0.78mg/kg, respectively. Copyright (C) 1999 Elsevier Science Ltd.