787633-99-2

Basic information

• Product Name: (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester
• Synonyms: (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester
• CAS NO: 787633-99-2
• Molecular Weight: 338.233
• Mol File: 787633-99-2.mol

Chemical Properties

• CAS DataBase Reference: (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester(787633-99-2)
• EPA Substance Registry System: (R,S)-α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester(787633-99-2)

Safety Data

• Hazardous Substances Data: 787633-99-2(Hazardous Substances Data)

Upstream product

• 24091-92-7 methyl 2-bromo-2-(4-chlorophenyl)acetate 
• 27298-99-3 (R)-1-(4-chlorophenyl)ethylamine 

Downstream Products

• 851664-11-4 (4-Chloro-phenyl)-{[(R)-1-(4-chloro-phenyl)-ethyl]-[(E)-(3-phenyl-acryloyl)]-amino}-acetic acid methyl ester 
• 851664-20-5 5-{(S)-7-(2-Bromo-phenyl)-3-(4-chloro-phenyl)-4-[(R)-1-(4-chloro-phenyl)-ethyl]-2,5-dioxo-2,3,4,5-tetrahydro-[1,4]diazepin-1-yl}-pentanoic acid tert-butyl ester 
• 851664-19-2 5-{(S)-3-(4-Chloro-phenyl)-4-[(R)-1-(4-chloro-phenyl)-ethyl]-2,5-dioxo-7-phenyl-2,3,4,5-tetrahydro-[1,4]diazepin-1-yl}-pentanoic acid tert-butyl ester 
• 851664-17-0 (S)-7-(2-Bromo-phenyl)-3-(4-chloro-phenyl)-4-[(R)-1-(4-chloro-phenyl)-ethyl]-6-phenylselanyl-[1,4]diazepane-2,5-dione 
• 851664-14-7 {[(E)-3-(2-Bromo-phenyl)-acryloyl]-[(R)-1-(4-chloro-phenyl)-ethyl]-amino}-(4-chloro-phenyl)-acetic acid 
• 787633-77-6 (3S)-1,3-dihydro-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-phenyl-1,4-diazepine-2,5-dione 
• 851664-13-6 (4-Chloro-phenyl)-{[(R)-1-(4-chloro-phenyl)-ethyl]-[(E)-(3-phenyl-acryloyl)]-amino}-acetic acid 
• 851664-12-5 {[(E)-3-(2-Bromo-phenyl)-acryloyl]-[(R)-1-(4-chloro-phenyl)-ethyl]-amino}-(4-chloro-phenyl)-acetic acid methyl ester 

Relevant articles and documents

Structure-based design, synthesis, and biological evaluation of novel 1,4-diazepines as HDM2 antagonists

Crystallographic analysis of ligands bound to HDM2 suggested that 7-substituted 1,4-diazepine-2,5-diones could mimic the α-helix of p53 peptide and may represent a promising scaffold to develop HDM2-p53 antagonists. To verify this hypothesis, we synthesized and biologically evaluated 5-[(3S)-3-(4-chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-2,5-dioxo-7-phenyl-1, 4-diazepin-1-yl]valeric acid (10) and 5-[(3S)-7-(2-bromophenyl)-3-(4- chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-2,5-dioxo-1,4-diazepin-1-yl] valeric acid (11). Preliminary in vitro testing shows that 10 and 11 substantially antagonize the binding between HDM2 and p53 with an IC 50 of 13 and 3.6 μM, respectively, validating the modeling predictions. Taken together with the high cell permeability of diazepine 11 determined in CACO-2 cells, these results suggest that 1,4-diazepine-2,5-diones may be useful in the treatment of certain cancers.