849427-29-8

Basic information

• Product Name: C₃₄H₅₂Cl₂N₈O₆
• CAS NO: 849427-29-8
• Molecular Weight: 739.743
• Mol File: 849427-29-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₃₄H₅₂Cl₂N₈O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₄H₅₂Cl₂N₈O₆(849427-29-8)
• EPA Substance Registry System: C₃₄H₅₂Cl₂N₈O₆(849427-29-8)

Safety Data

• Hazardous Substances Data: 849427-29-8(Hazardous Substances Data)

Upstream product

• 2766-18-9 N-carbobenzoxyprolylglycine 
• 68427-07-6 Z-Pro-Leu-Gly-N-succinimidyl ester 
• 2578-57-6 N-prolylglycine 
• 7801-38-9 Z-L-Pro-L-Leu-Gly 
• 68427-15-6 (S)-2-[(S)-1-(2-{(S)-2-[({4-[Bis-(2-chloro-ethyl)-amino]-phenylcarbamoyl}-methyl)-carbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 849427-27-6 (S)-1-(2-{(S)-4-Methyl-2-[((S)-pyrrolidine-2-carbonyl)-amino]-pentanoylamino}-acetyl)-pyrrolidine-2-carboxylic acid ({4-[bis-(2-chloro-ethyl)-amino]-phenylcarbamoyl}-methyl)-amide 
• 68427-04-3 (S)-2-[({4-[Bis-(2-chloro-ethyl)-amino]-phenylcarbamoyl}-methyl)-carbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 849427-28-7 (4-{(S)-2-[(S)-1-(2-{(S)-2-[({4-[Bis-(2-chloro-ethyl)-amino]-phenylcarbamoyl}-methyl)-carbamoyl]-pyrrolidin-1-yl}-2-oxo-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-4-oxo-butyl)-carbamic acid benzyl ester 

Relevant articles and documents

Synthesis and in vitro evaluation of macromolecular antitumour derivatives based on phenylenediamine mustard

Poly-[N-(2-hydroxyethyl)-l-glutamine] (PHEG) and poly(ethylene glycol) (PEG)-grafted PHEG conjugates of N,N-di(2-chloroethyl)-4-phenylenediamine mustard (PDM) were synthetised. A collagenase-sensitive oligopeptide spacer was selected to link the cytotoxic agent PDM onto the polymeric carrier. First, the oligopeptide-drug conjugate, l-pro-l-leu-gly-l-pro-gly-PDM, was prepared. In a second step, the low molecular weight PDM derivative and PEG-NH2 were coupled to a N,N-disuccinimidylcarbonate activated PHEG. Dynamic laser light scattering measurements indicated the formation of aggregates. The presence of human serum albumin had no significant effect on the diameter of the conjugates. The hydrolytic stability of the conjugates was investigated in buffer solutions. The conjugates showed an improved stability compared to the parent nitrogen mustard. The enzymatic degradation studies of the polymeric conjugates were performed in the presence of collagenase type IV (Clostridiopeptidase A; EC 3.4.24.3), cathepsin B (EC 3.4.22.1), cathepsin D (EC 3.4.23.5) and tritosomes. Only the bacterial collagenase type IV was able to cleave the spacer releasing free PDM and its peptidyl derivative, gly-l-pro-gly-PDM. The in vitro cytotoxicity of the conjugates was evaluated against HT1080 fibrosarcoma cells and MDA adenocarcinoma cells. All conjugates showed low toxicity towards these cell lines.