382599-34-0

Basic information

• Product Name: N-methyl-N-(3-phenyldithio-propanoyl)-L-alanine
• Synonyms: N-methyl-N-(3-phenyldithio-propanoyl)-L-alanine
• CAS NO: 382599-34-0
• Molecular Weight: 299.415
• Mol File: 382599-34-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-methyl-N-(3-phenyldithio-propanoyl)-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-(3-phenyldithio-propanoyl)-L-alanine(382599-34-0)
• EPA Substance Registry System: N-methyl-N-(3-phenyldithio-propanoyl)-L-alanine(382599-34-0)

Safety Data

• Hazardous Substances Data: 382599-34-0(Hazardous Substances Data)

Upstream product

• 3913-67-5 N-methylalanine 
• 3312-96-7 3-phenyldithio-propanoic acid 
• 543-27-1 isobutyl chloroformate 
• 882-33-7 diphenyldisulfane 
• 123861-58-5 NHS-DTP 

Relevant articles and documents

Semisynthetic Maytansine analogues for the targeted treatment of cancer

Maytansine, a highly cytotoxic natural product, failed as an anticancer agent in human clinical trials because of unacceptable systemic toxicity. The potent cell killing ability of maytansine can be used in a targeted delivery approach for the selective destruction of cancer cells. A series of new maytansinoids, bearing a disulfide or thiol substituent were synthesized. The chain length of the ester side chain and the degree of steric hindrance on the carbon atom bearing the thiol substituent were varied. Several of these maytansinoids were found to be even more potent in vitro than maytansine. The targeted delivery of these maytansinoids, using monoclonal antibodies, resulted in a high, specific killing of the targeted cells in vitro and remarkable antitumor activity in vivo.

Cytotoxic agents comprising maytansinoids and their therapeutic use

A cytotoxic agent comprising one or more maytansinoids linked to a cell binding agent. A therapeutic agent for killing selected cell populations comprising: (a) a cytotoxic amount of one or more maytansinoids linked to a cell binding agent, and (b) a pharmaceutically acceptable carrier diluent or excipient. A method for killing selected cell populations comprising contacting a cell population or tissue suspected of containing cells from said selected cell population with a cytotoxic amount of a cytotoxic agent comprising one or more maytansinoids linked to a cell binding agent. An N-methyl-alanine-containing ester of maytansinol or an analogue of maytansinol, said N-methyl-alanine-containing ester comprising a linking group capable of linking an N-methyl-alanine-containing maytansinoid ester to a chemical moiety. N-methyl-cysteine-containing ester of maytansinol or an analogue of maytansinol.