948552-65-6

Basic information

• Product Name: C₂₃H₂₄N₆O₄
• CAS NO: 948552-65-6
• Molecular Weight: 448.481
• Mol File: 948552-65-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₃H₂₄N₆O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₃H₂₄N₆O₄(948552-65-6)
• EPA Substance Registry System: C₂₃H₂₄N₆O₄(948552-65-6)

Safety Data

• Hazardous Substances Data: 948552-65-6(Hazardous Substances Data)

Upstream product

• 17462-58-7 isobutyl chloroformate 
• 146464-93-9 4-(1-(2,4-diaminopteridin-6-yl)pent-4-yn-2-yl)benzoic acid 
• 146464-91-7 methyl-4-(2-((2,4-diaminopteridin-6-yl)methyl)-1-methoxy-1-oxopent-4-yn-2-yl)benzoate 
• 146464-92-8 4-(2-carboxy-1-(2,4-diaminopteridin-6-yl)pent-4-yn-2-yl)benzoic acid 
• 146464-90-6 α-propargylhomoterephthalic acid dimethyl ester 
• 52787-14-1 methyl 4-(2-methoxy-2-oxoethyl)benzoate 

Downstream Products

• 146464-95-1 pralatrexate 

Relevant articles and documents

Synthesis and antitumor activity of 10-propargyl-10-deazaaminopterin

Successive alkylation of dimethyl homoterephthalate with propargyl bromide and 2,4-diamino-6-(bromomethyl)pteridine followed by ester saponification at room temperature afforded 2,4-diamino-4-deoxy-10-carboxy-10-propargyl-10- deazapteroic acid. The 10-COOH was readily decarboxylated by heating in DMSO at a temperature of only 120 °C to yield the diamino-10-propargyl-10- deazapteroic acid intermediate. Coupling with diethyl L-glutamate and ester hydrolysis gave the title compound. The 10-propargyl analogue was about 5 times more potent than MTX as an inhibitor of growth in L1210 cells, but was only one-third as potent as an inhibitor of DHFR from L1210. The analogue was transported inward very effectively in L1210 cells showing a 10-fold advantage over MTX. At a dose of 36 mg/kg the 10-propargyl compound caused shrinkage of the E0771 solid murine mammary tumor to only 1% of untreated controls.