189744-28-3

Basic information

• Product Name: L-Phenylalanine, 4-[bis(2-chloroethyl)amino]-N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester
• CAS NO: 189744-28-3
• Molecular Formula: C20H30Cl2N2O4
• Molecular Weight: 433.375
• Mol File: 189744-28-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: L-Phenylalanine, 4-[bis(2-chloroethyl)amino]-N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Phenylalanine, 4-[bis(2-chloroethyl)amino]-N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester(189744-28-3)
• EPA Substance Registry System: L-Phenylalanine, 4-[bis(2-chloroethyl)amino]-N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester(189744-28-3)

Safety Data

• Hazardous Substances Data: 189744-28-3(Hazardous Substances Data)

Upstream product

• 67630-01-7 (S)-3-(4-aminophenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester 
• 107-04-0 1-Bromo-2-chloroethane 
• 624-70-4 1-chloro-2-iodoethane 
• 67630-00-6 N-(tert-butyloxycarbonyl)-4-nitro-L-phenylalanine ethyl ester 
• 58816-66-3 (S)-2-amino-3-(4-nitrophenyl)propionic acid ethyl ester hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 189744-27-2 N-boc-L-3-(4-bis(hydroxyethyl)aminophenyl)alanine ethyl ester 

Downstream Products

• 3223-07-2 melphalan hydrochloride 
• 148-82-3 L-PAM 

Relevant articles and documents

Synthesis method of melphalan

The invention discloses a synthesis method of melphalan. The synthesis method comprises the following steps: (a), carrying out a reduction reaction: taking a compound which has a structure shown as aformula I as a raw material, and carrying out reduction reaction on the compound, a catalyst and hydrogen to obtain a reduction product shown in formula I, wherein in the formula I, X represents one of oxygen or nitrogen; R1 represents one of hydrogen, saturated alkyl group or unsaturated alkyl group; R2 and R3 respectively represent one of the hydrogen, alkyl carbonyl, amino carbonyl or alkoxycarbonyl; carrying out alkylation reaction on an alkylating reagent and the obtained reduction product in the presence of an acid binding agent to obtain an alkylated product; carrying out hydrolysis reaction on the alkylated product in acid or alkali; after concentrating, adjusting a pH value, extracting, washing and carrying out salification in dried alcohol or ester solvents of hydrochloric acid;then refining with acetonitrile to obtain melphalan hydrochloride. The synthesis method of the melphalan, disclosed by the invention, has the advantages of high yield in each step, simple operation, mild reaction conditions, no high-toxic or high-corrosion reagent, high purity of the obtained product and suitability for industrialized production.

Modulation of melphalan resistance in glioma cells with a peripheral benzodiazepine receptor ligand-melphalan conjugate

Peripheral benzodiazepine receptors (PBRs) are located on the outer membrane of mitochondria, and their density is increased in brain tumors. Thus, they may serve as a unique intracellular and selective target for antineoplastic agents. A PBR ligand-melph