939436-99-4

Basic information

• Product Name: diethyl N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate
• Synonyms: diethyl N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate
• CAS NO: 939436-99-4
• Molecular Weight: 499.57
• Mol File: 939436-99-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: diethyl N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate(939436-99-4)
• EPA Substance Registry System: diethyl N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate(939436-99-4)

Safety Data

• Hazardous Substances Data: 939436-99-4(Hazardous Substances Data)

Upstream product

• 76807-59-5 Diethyl 8-Deazaaminopterin 
• 76807-55-1 6-(Acetoxymethyl)-2,4-dichloropyrido<3,2-d>pyrimidine 
• 76807-54-0 6-(Acetoxymethyl)-2,4-dioxopyrido<3,2-d>pyrimidine 
• 13726-52-8 diethyl N-(p-aminobenzoyl)-L-glutamate 
• 76822-61-2 2,4-Diamino-6-(hydroxymethyl)pyrido<3,2-d>pyrimidine 
• 1392197-17-9 2,4-diamino-5,6-methylene-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidine 
• 1392197-19-1 2,4-diamino-6-chloromethyl-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidine 
• 1392197-18-0 (2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methanol 

Downstream Products

• 939437-00-0 N-[4-[[2-(2,4-diamino-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamic acid 
• 939437-03-3 diethyl N-[4-[[2-(2,4-diamino-5-allyl-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate 
• 939437-07-7 diethyl N-[4-[[2-(2,4-diamino-5,10-diallyl-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]benzoyl]-L-glutamate 
• 939437-05-5 diethyl N-[4-[[2-(2,4-diamino-5-(2,3-dibromopropane)-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl]amino]3-bromo-benzoyl]-L-glutamate 
• 1056271-56-7 N-[4-{(2-[2,4-diamino-5-(2,3-dibromopropane)-5,6,7,8-tetrahydropyrido(3,2-d)pyrimidin-6-yl]methyl)amino}-3-bromobenzoyl]-L-glutamic acid 
• 939437-01-1 diethyl N-[4-[(2-2,4-diamino-5,10-methylene-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl methyl)amino]benzoyl]-L-glutamate 
• 939437-02-2 N-[4-[[2-(2,4-Dimino-5,10-methylene-5,6,7,8-tetrahydropyrido[3,2-d]pyrimidin-6-yl)methyl] amino]benzoyl]-L-glutamic acid 

Relevant articles and documents

Mechanism-based design, synthesis and biological studies of N 5-substituted tetrahydrofolate analogs as inhibitors of cobalamin-dependent methionine synthase and potential anticancer agents

A number of 8-deazatetrahydrofolates bearing electrophilic groups on N 5 were designed and synthesized based on the action mechanism of methionine synthase, and their biological activities were investigated as well. Compounds (11b, 12b and 16)

Novel 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives as dihydrofolate inhibitor: Design, synthesis and antifolate activity

We report, for the first time, the synthesis and biological activities of 8-deaza-5,6,7,8-tetrahydroaminopterin 9, and the 5-substituted and 5,10-disubstituted analogues 11, 13, 15, and 17. The analogues were obtained from key compound diethyl 8-deaza-5,6,7,8-tetrahydroaminopterin 8 following the catalytic reduction of the pyridine ring of diethyl 8-deaza aminopterin 5. The five novel 8-deaza-5,6,7,8-tetrahydroaminopterin derivatives were assayed in vitro for their cytotoxicity on BGC-823, HL-60, Bel-7402 and Hela tumor cell lines, and inhibition on recombinant human dihydrofolate reductase (DHFR), among which the most potent molecule (compound 9) was about 4- to 10-fold poorer than MTX on the four kinds of tumor cell lines, and its effect on DHFR was about 17-fold poorer than MTX. The docking studies were followed to explain the biological testing results.