56892-71-8

Upstream product

• 19741-14-1 4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid 
• 543-27-1 isobutyl chloroformate 

Downstream Products

• 124126-66-5 α-tert-butyl 4-amino-4-deoxy-N¹⁰-methylpteroyltetraglutamate 
• 80407-76-7 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^δ-carbobenzoxy-L-ornithine tert-butyl ester 
• 80407-75-6 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine tert-butyl ester 
• 80407-74-5 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^δ-carbobenzoxy-L-ornithine 
• 51865-81-7 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-lysine hydrobromide 
• 96846-20-7 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-ornithine trifluoroacetate 
• 51865-82-8 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-N^ε-carbobenzoxy-L-lysine 
• 80407-73-4 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-ornithine 
• 80407-56-3 N^α-(4-amino-4-deoxy-N¹⁰-methylpteroyl)-L-lysine 
• 73610-81-8 N-methylamino>benzoyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamyl>-L-γ-glutamic acid 

Relevant academic research and scientific papers

Folate analogues. 34. Synthesis and antitumor activity of non-polyglutamylatable inhibitors of dihydrofolate reductase

Five analogues of methotrextate (MTX), 10-deazaaminopterin (10-DAM), and 10-ethyl-10-deazaaminopterin (10-EDAM) in which the glutamate moiety was replaced by either a γ-methyleneglutamate or β-hydroxyglutamate were synthesized and evaluated for their anti

Folate analogues. 33. Synthesis of folate and antifolate poly-γ-glutamates by [(9-fluorenylmethoxy)oxy]carbonyl chemistry and biological evaluation of certain methotrexate polyglutamate polylysine conjugates as inhibitors of the growth of H35 hepatoma cel

Representative examples of folate and antifolate poly-γ-glutamyl metabolites were synthesized via the [(9-fluorenylmethoxy)oxy]carbonyl (Fmoc) chemistry using the KH polyamide resin. Polyglutamate yields were consistently better in all cases compared to t

Lysine and Ornithine Analogues of Methotrexate as Inhibitors of Dihydrofolate Reductase

The ornithine (6a) and lysine (6b) analogues of methotrexate (1) have been synthesized via condensation of 4-amino-4-deoxy-N10-methylpteroic acid (2) with Nδ-carbobenzoxy-L-ornithine tert-butyl ester (3a) and Nε-carbobenzo

Methotrexate analogs. 6. Replacement of glutamic acid by various amino acid esters and amines

A series of methotrexate (MTX) analogs was prepared in which the glutamic acid moiety is replaced by various amino acid esters and amines. The synthetic method consisted of the reaction of 4 amino 4 deoxy N10 methylpteroic acid with various reagents to form intermediate mixed anhydrides, which then reacted with amino acid esters or amines to give the MTX analogs. These compounds were tested for antibacterial activity against Streptococcus faecium and for antitumor activity against L1210 leukemia in mice. Several compounds showed significant antibacterial activity; the MTX homocysteinethiolactone and MTX aspartate analogs showed marginal in vivo antitumor activity.