52978-28-6

Basic information

• Product Name: (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine
• Synonyms: (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine;Maysine
• CAS NO: 52978-28-6
• Molecular Formula: C28H35ClN2O7
• Molecular Weight: 547.04
• Mol File: 52978-28-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 738.6°C at 760 mmHg
• Flash Point: 400.5°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 6.59E-23mmHg at 25°C
• Refractive Index: 1.607
• CAS DataBase Reference: (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine(52978-28-6)
• EPA Substance Registry System: (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine(52978-28-6)

Safety Data

• Hazardous Substances Data: 52978-28-6(Hazardous Substances Data)

Usage

Description

(2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine is a complex chemical compound belonging to the maytansinoid family. It is a potent cytotoxic agent derived from maytansine, originally isolated from the Ethiopian plant Maytenus serrata. (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine features various functional groups, including acetyl and methylamino groups, which contribute to its biological activity and selective targeting of cancer cells.

Uses

Used in Pharmaceutical Industry:
(2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine is used as a potent cytotoxic agent for the treatment of various types of cancer. Its ability to selectively target cancer cells makes it a promising candidate for the development of targeted cancer therapies.
Used in Cancer Research:
In cancer research, (2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine is utilized for studying its potential as a cancer therapeutic. Extensive studies have been conducted to understand its mechanism of action and to develop it for use in antibody-drug conjugates for targeted cancer therapy.
Used in Drug Development:
(2E)-3-De[2-[acetyl(methyl)amino]-1-oxopropoxy]-2,3-didehydromaytansine is being developed for use in antibody-drug conjugates, which are a type of targeted cancer therapy. These conjugates combine the compound with a monoclonal antibody that specifically binds to cancer cells, allowing for the targeted delivery of the cytotoxic agent to the tumor site, thereby minimizing damage to healthy cells.

InChI:InChI=1/C28H35ClN2O7/c1-16-8-7-9-22(36-6)28(34)15-21(37-26(33)30-28)17(2)25-27(3,38-25)11-10-23(32)31(4)19-13-18(12-16)14-20(35-5)24(19)29/h7-11,13-14,17,21-22,25,34H,12,15H2,1-6H3,(H,30,33)/b9-7+,11-10-,16-8-

Upstream product

• 36482-96-9 (3E,5E,7R,8⁴S)-12c-(N-acetyl-N-methyl-L-alanyloxy)-8⁴-(3-bromo-propoxy)-1⁴-chloro-10t,11c-epoxy-1⁵,7r-dimethoxy-3,9c,11t,15-tetramethyl-(8⁴r'H,8⁶c'H)-15-aza-1(1,3)-benzena-8(4,6)-[1,3]oxazinana-cyclopentadecaphane-3,5-diene-8²,14-dione 
• 35846-53-8 maytansine 
• 86116-98-5 (4E,14E,16E)-(6S,8S,9R,10S,13R)-22-Chloro-10-(1-ethoxy-ethoxy)-12,12-bis-ethylsulfanyl-13,21-dimethoxy-2,6,9,17-tetramethyl-7-oxa-2-aza-tricyclo[17.3.1.0^6,8]tricosa-1⁽²³⁾,4,14,16,19,21-hexaen-3-one 
• 72729-14-7 (4S,5R)-5-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-oxiranyl]-4-(1-ethoxy-ethoxy)-2,2-bis-ethylsulfanyl-hexanal 
• 71694-86-5 (5-Bromo-2-chloro-3-methoxy-phenyl)-carbamic acid phenyl ester 
• 71650-89-0 (5-Bromo-2-chloro-3-methoxy-phenyl)-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 71653-12-8 (2E,4E)-5-bromo-2-methyl-penta-2,4-dienoic acid ethyl ester 
• 86046-94-8 (E,E)-1,5-dibromo-2-methyl-2,4-pentadiene 
• 71653-13-9 (E,E)-1-hydroxy-2-methyl-5-bromo-2,4-pentadiene 
• 72729-13-6 (3S,4R)-4-[(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-oxiranyl]-3-(1-ethoxy-ethoxy)-pentanedithioic acid ethyl ester 
• 86046-98-2 (2R,3S,4S)-(-)-5-tert-butyldimethylsilyloxy-3,4-epoxy-2,4-dimethylpentyl benzyl ether 
• 80885-47-8 (R)-(+)-5-benzyloxy-2,4-dimethyl-(E)-2-pentenal 
• 80925-22-0 (R)-(+)-5-benzyloxy-2,4-dimethyl-(E)-2-pentenol 
• 80925-23-1 (2S,3S,4R)-(-)-5-benzyloxy-2,3-epoxy-2,4-dimethylpentanol 

Relevant articles and documents

Total synthesis of (-)-maysine

A convergent synthesis of the natural macrocycle (-)-maysine (3) has been accomplished involving only a single separation of epimers at C-10. The scheme involved the preparation of three major fragments: (a) the western zone, 4; (b) the southern zone, 6;