62978-52-3

Usage

Uses

As a chemical weapon:
Methyl 4-[bis(2-chloroethyl)amino]phenylalaninate is used as a potent nerve agent for its ability to cause severe harm or death upon exposure. Its high toxicity and rapid onset of symptoms make it a dangerous weapon of mass destruction.
Note: It is important to emphasize that the use of sarin as a chemical weapon is strictly prohibited under international law, and efforts are ongoing to eliminate existing stockpiles and prevent its proliferation. The information provided here is for educational purposes only and does not endorse or promote the use of chemical weapons.

Upstream product

• 67-56-1 methanol 
• 148-82-3 L-PAM 
• 77-76-9 2,2-dimethoxy-propane 
• 1217651-06-3 N-(t-butyloxycarbonyl)-4-[bis(2-hydroxyethyl)amino]-L-phenylalanine methyl ester 

Downstream Products

• 79145-90-7 Ac-Asn-Arg-Val-Tyr-Val-His-Pro-Mel-OMe 
• 265645-66-7 (S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-[3-methyl-3-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-butyrylamino]-propionic acid methyl ester 
• 265645-65-6 (S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-[3-(2,4-dimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-methyl-butyrylamino]-propionic acid methyl ester 
• 265645-64-5 (S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-[3-(5-bromo-2,4-dimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-methyl-butyrylamino]-propionic acid methyl ester 
• 148-82-3 L-PAM 

Relevant academic research and scientific papers

PROCESS FOR THE PREPARATION OF MELPHALAN HYDROCHLORIDE

The present invention provides a simple and efficient method for synthesis of 4-[bis (2-chloroethyl)-amino]-L-phenylalanine hydrochloride. The process involves the treatment of 4-[bis(2-chloroethyl)-amino]-L-phenylalanine free base with hydrochloric acid in water followed by isolation of 4-[bis(2-chloroethyl)-amino]-phenylalanine hydrochloride of desired purity.

Reductive and Bioreductive Activation is Controlled by Electronic Properties of Substituents in Conformationally-Constrained Anticancer Drug Delivery Systems

Conformationally-constrained, anticancer drug delivery systems (TDDS) containing the methyl ester of melphalan (as a model drug) were synthesized using electron-withdrawing or electron-donating functional groups to modulate reductive and bioreductive activation. The electronic nature of substituents in TDDS was found to control reductive and bioreductive activation of TDDS, thus influencing drug delivery from TDDS.

Alkylating Angiotensin II Analogues: Synthesis, Analysis, and Biological Activity of Angiotensin II Analogues Containing the Nitrogen Mustard Melphalan in Position 8

Melphalan derivatives suitable for peptide synthesis, i.e., Boc-Mel and Mel-OBzl*HCl, have been prepared, and the integrity of their nitrogen mustard alkylating groups was examined by NMR, Volhard chlorine analysis, and colorimetric assay with 4-(p-nitrob