31981-54-1

Basic information

• Product Name: N-(2-Nitrophenyl)-L-proline
• Synonyms: N-(2-Nitrophenyl)-L-proline
• CAS NO: 31981-54-1
• Molecular Formula: C₁₁H₁₂N₂O₄
• Molecular Weight: 236.22
• Product Categories: pharmacetical
• Mol File: 31981-54-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 116-118 °C(Solv: carbon tetrachloride (56-23-5))
• Boiling Point: 447.8°Cat760mmHg
• Flash Point: 224.6°C
• Appearance: /
• Density: 1.405g/cm³
• Vapor Pressure: 8.41E-09mmHg at 25°C
• Refractive Index: 1.621
• PKA: 4.25±0.20(Predicted)
• CAS DataBase Reference: N-(2-Nitrophenyl)-L-proline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Nitrophenyl)-L-proline(31981-54-1)
• EPA Substance Registry System: N-(2-Nitrophenyl)-L-proline(31981-54-1)

Safety Data

• Hazardous Substances Data: 31981-54-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12N2O4/c14-11(15)10-6-3-7-12(10)8-4-1-2-5-9(8)13(16)17/h1-2,4-5,10H,3,6-7H2,(H,14,15)/t10-/m0/s1

Upstream product

• 1493-27-2 ortho-nitrofluorobenzene 
• 147-85-3 L-proline 
• 577-19-5 2-nitrophenyl bromide 
• 88-73-3 2-Chloronitrobenzene 
• 609-36-9 rac-Pro-OH 

Downstream Products

• 21550-86-7 1,2,3,3a-tetrahydro-5H-pyrrolo[1,2-a]quinoxalin-4-one 
• 1326218-54-5 (S)-(3aS,4R,5R,6aS)-4-phenyl-2-tosyloctahydrocyclopenta[c]pyrrol-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate 
• 1326218-53-4 (S)-(3aS,4S,5R,6aS)-4-phenylhexahydro-1H-cyclopenta[c]furan-5-yl 1-(2-nitrophenyl)pyrrolidine-2-carboxylate 
• 214143-78-9 (S)-1,2,3,3a-tetrahydro-5H-pyrrolo[1,2-a]quinoxalin-4-one 
• 92622-53-2 1,2,3,3a,4,5-hexahydropyrrolo<1,2-a>quinoxaline 
• 91623-02-8 5-(2,6-dimethoxybenzoyl)-1,2,3,3a,4,5-hexahydropyrrolo<1,2-a>quinoxaline 
• 91623-04-0 5-<(2,6-dimethoxyphenyl)methyl>-1,2,3,3a-tetrahydropyrrolo<1,2-a>quinoxalin-4(5H)-one 
• 91623-05-1 1,2,3,3a,4,5-hexahydro-5-[(2,6-dimethoxyphenyl)methyl]pyrrolo[1,2-a]quinoxaline 
• 91623-03-9 1,2,3,3a-tetrahydro-5-(phenylmethyl)pyrrolo[1,2-a]quinoxalin-4(5H)-one 

Relevant articles and documents

Iron- or Zinc-Mediated Synthetic Approach to Enantiopure Dihydroquinoxalinones

A general and efficient synthesis of enantiopure dihydroquinoxalinones has been developed using naturally occurring amino acids as starting materials. The reductive cyclization of N-(o-nitroaryl)amino esters was performed by using iron and zinc metal under mild conditions in a water/ethyl acetate mixture. The corresponding dihydroquinoxalinones were obtained in moderate to high yields and high enantiomeric purity, among which 7 new compounds were unprecedented in the literature.

N-(2-nitrophenyl)proline: An intramolecular hydrogen bond forming reagent for the determination of the absolute configuration of primary amines

N-(2-Nitrophenyl)proline (2-NPP) amides of primary amines have a conformational preference for intramolecular hydrogen bonding. Because of the strong and selective anisotropic effects on the amine substituents, the absolute configuration of α-chiral primary amines can be assigned by comparing the 1H chemical shifts of diastereomeric 2-NPP amides.

Dihydroquinolines as novel n-NOS inhibitors

Dihydroquinolines have been synthesized and have been shown to be potent n-NOS inhibitors. Selectivity versus e-NOS was increased to approximately 100-fold through appropriate substitution at the benzene ring.