4798-70-3

Basic information

• Product Name: C₁₁H₁₅Cl₃NO₂P
• Synonyms: C₁₁H₁₅Cl₃NO₂P
• CAS NO: 4798-70-3
• Molecular Weight: 330.578
• Mol File: 4798-70-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: C₁₁H₁₅Cl₃NO₂P(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₁H₁₅Cl₃NO₂P(4798-70-3)
• EPA Substance Registry System: C₁₁H₁₅Cl₃NO₂P(4798-70-3)

Safety Data

• Hazardous Substances Data: 4798-70-3(Hazardous Substances Data)

Upstream product

• 127-88-8 N,N-di(2-chloroethyl)amidophosphoric acid dichloride 
• 106-44-5 p-cresol 

Downstream Products

• 81175-80-6 C₁₅H₂₅Cl₂N₂O₄P 
• 81175-88-4 C₁₇H₂₉Cl₂N₂O₈PS₂ 

Relevant articles and documents

Novel sophoridine derivatives bearing phosphoramide mustard moiety exhibit potent antitumor activities in vitro and in vivo

Novel mustard functionalized sophoridine derivatives were synthesized and evaluated for their cytotoxicity against of a panel of various cancer cell lines. They were shown to be more sensitive to S180 and H22 tumor cells with IC50 values ranging from 1.01–3.65 μM, and distinctly were more cytotoxic to cancer cells than normal cell L929. In addition, compounds 7a, 7c, and 7e displayed moderate tumor suppression without apparent organ toxicity in vivo against mice bearing H22 liver tumors. Furthermore, they arrested tumor cells in the G1 phase and induced cellular apoptosis. Their potential binding modes with DNA-Top I complex have also been investigated.

Protease-mediated enzymatic hydrolysis and activation of aryl phosphoramidate derivatives of stavudine

Several proteases are capable of hydrolyzing the aryl substituted phosphoramidate derivatives of stavudine resulting in the formation of the active metabolite, alaninyl d4T monophosphate. Subtilisin Protease A, Subtilisin Griseus, Subtilisin Carlsberg, Papaya, Bacillus were amongst the most effective proteases in hydrolyzing stavudine derivatives and specificity of their activity was confirmed using several protease inhibitors to block the hydrolysis of these phosphoramidate derivatives. We found that these proteases exhibit chiral selectivity at the phosphorus center of stavudine derivatives. Our results indicate that cellular proteases may be responsible for the activation of these phosphoramidate derivatives. In addition, we show that the enzymatic hydrolysis takes place at the carboxymethyl ester side chain of these pro-drugs and the direct attack on the phosphorus center by these enzymes does not occur. Finally, we describe a novel activation pathway hitherto unknown for the activation and viral inhibitory characteristic shown by these phosphoramidate derivatives of stavudine.

ARYL ESTERS OF N,N-BIS(2-CHLOROETHYL)-N',N'-BIS(METHANESULFONYLOXYETHYL)DIAMIDOPHOSPHORIC ACID

1.It has been found possible to synthesize phsophorylated derivates of esters of methanesulfonic acid containing chloroethyl amino groups. 2.A study has been made of the reaction betrween the chloanhydrides of aryl esters of N,N-bis(2-chloroethyl)amidopho