134166-72-6

Basic information

• Product Name: 4-Chloro-D-phenylalanine methyl ester
• Synonyms: (R)-3-(4-Chlorophenyl)-2-aminopropanoic acid methyl ester;4-Chloro-D-phenylalanine methyl ester;(R)-methyl 2-amino-3-(4-chlorophenyl)propanoate
• CAS NO: 134166-72-6
• Molecular Formula: C₁₀H₁₂ClNO₂
• Molecular Weight: 213.66078
• Mol File: 134166-72-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Chloro-D-phenylalanine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-D-phenylalanine methyl ester(134166-72-6)
• EPA Substance Registry System: 4-Chloro-D-phenylalanine methyl ester(134166-72-6)

Safety Data

• Hazardous Substances Data: 134166-72-6(Hazardous Substances Data)

Upstream product

• 57292-44-1 N-Boc-D-(4-Cl)Phe-OH 
• 67-56-1 methanol 
• 14091-08-8 para-Chloro-D-phenylalanine 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 23633-07-0 2-amino-3-(4-chlorophenyl)propionic acid hydrochloride 
• 6941-36-2 2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester 
• 14173-40-1 2-amino-3-(4-chlorophenyl)propionic acid methyl ester hydrochloride 

Downstream Products

• 1435265-79-4 N-(N-benzoyl-L-tryptophanyl)-para-chloro-D-phenylalanine methyl ester 
• 1332694-45-7 C₂₄H₂₉Cl₂N₃O₂ 
• 1332694-44-6 C₂₂H₂₇Cl₂N₃O₂ 
• 1332694-43-5 C₂₅H₃₁Cl₂N₃O₂ 
• 1332694-42-4 C₂₅H₃₂Cl₂N₄O₂ 
• 1332694-41-3 C₂₃H₂₇Cl₂N₃O₂ 
• 1332694-40-2 C₂₂H₂₅Cl₂N₃O₂ 
• 1332694-39-9 C₂₃H₂₇Cl₂N₃O₂ 
• 1332694-50-4 C₂₄H₂₈ClFN₂O₃ 
• 1332694-49-1 C₂₃H₂₆Cl₂N₂O₃ 
• 1332694-48-0 C₂₂H₂₄Cl₂N₂O₃ 
• 1332694-47-9 C₂₀H₂₂Cl₂N₂O₃ 
• 1332694-46-8 C₂₀H₂₂Cl₂N₂O₂ 
• 1345025-71-9 C₁₇H₁₅Cl₂NO₃ 

Relevant articles and documents

NOVEL PYRROLO-LACTONE AND PYRROLE COMPOUNDS INDUCING CELLULAR GLUTATHIONE RECOVERY EFFECT AGAINST REACTIVE OXYGEN SPECIES, AND METHOD FOR PREPARING THE SAME

The present invention provides: a novel pyrrolo-lactone compound, which can be used as an improved pain therapeutic agent containing various substituents by using glucose and ribose as reducing sugars and conducting a reaction with various kinds of natural and unnatural amino acids; and novel pyrrolo compounds produced during a process of manufacturing the same. The novel pyrrolo-lactone and pyrrole compounds are substances which can be used as improved pain therapeutic agent by having increased restoration ability of glutathione in living cells against reactive oxygen species.COPYRIGHT KIPO 2019

Design and synthesis of tryptophan containing dipeptide derivatives as formyl peptide receptor 1 antagonist

Our previous studies identified an Fmoc-(S,R)-tryptophan-containing dipeptide derivative, 1, which selectively inhibited neutrophil elastase release induced by formyl-l-methionyl-l-leucyl-l-phenylalanine (FMLP) in human neutrophils. In an attempt to improve pharmacological activity, a series of tryptophan-containing dipeptides were synthesized and their pharmacological activities were investigated in human neutrophils. Of these, five compounds 3, 6, 19a, 24a, and 24b exhibited potent and dual inhibitory effects on FMLP-induced superoxide anion (O2-) generation and neutrophil elastase release in neutrophils with IC50 values of 0.23/0.60, 1.88/2.47, 1.87/3.60, 0.12/0.37, and 1.32/1.03 μM, respectively. Further studies indicated that inhibition of superoxide production in human neutrophils by these dipeptides was associated with the selective inhibition of formyl peptide receptor 1 (FPR1). Furthermore, the results of structure-activity relationship studies concluded that the fragment N-benzoyl-Trp-Phe-OMe (3) was most suitable as a core structure for interaction with FPR1, and may be approved as a lead for the development of new drugs in the treatment of neutrophilic inflammatory diseases. As some of the synthesized compounds exhibited separable conformational isomers, and showed diverse bioactivities, the conformation analysis of these compounds is also discussed herein. The Royal Society of Chemistry 2013.