72732-56-0

Basic information

• Product Name: Piritrexim
• Synonyms: Piritrexim;6-(2,5-dimethoxybenzyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine;-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine;6-(2,5-Dimethoxybenzyl)
• CAS NO: 72732-56-0
• Molecular Formula: C₁₇H₁₉N₅O₂
• Molecular Weight: 325.37
• Mol File: 72732-56-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 252-254°
• Boiling Point: 603.315°C at 760 mmHg
• Flash Point: 318.674°C
• Appearance: /
• Density: 1.294g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: 2-8°C
• PKA: 6.69±0.30(Predicted)
• CAS DataBase Reference: Piritrexim(CAS DataBase Reference)
• NIST Chemistry Reference: Piritrexim(72732-56-0)
• EPA Substance Registry System: Piritrexim(72732-56-0)

Safety Data

• Hazardous Substances Data: 72732-56-0(Hazardous Substances Data)

Usage

Uses

Antiproliferative agent.

InChI:InChI=1/C17H19N5O2/c1-9-11(6-10-7-12(23-2)4-5-13(10)24-3)8-20-16-14(9)15(18)21-17(19)22-16/h4-5,7-8H,6H2,1-3H3,(H4,18,19,20,21,22)

Upstream product

• 153944-51-5 2-bromo-3-cyano-4-methyl-5-(2,5-dimethoxybenzyl)pyridine 
• 50-01-1 guanidine hydrochloride 
• 72676-84-7 2,4-diamino-5-methyl-6-(2,5-dimethoxybenzyl)-7-oxo-7,8-dihydropyrido[2,3-d ]pyrimidine 
• 180994-87-0 2-amino-3-cyano-4-methyl-5-bromopyridine 
• 410547-37-4 4,4-dicyano-3-methyl-3-butenal dimethyl acetal 
• 71493-76-0 2-amino-4-methylpyridine-3-carbonitrile 
• 847234-66-6 2-amino-3-cyano-4-methyl-5-(2,5-dimethoxybenzyl)pyridine 
• 243654-64-0 2-chloro-5-(2,5-dimethoxybenzyl)-4-methylnicotinonitrile 
• 72676-85-8 2,4-diamino-5-methyl-6-(2,5-dimethoxybenzyl)-7-chloro-pyrido[2,3-d]pyrimidine 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 243654-63-9 5-(2,5-dimethoxybenzyl)-3-cyano-4-methyl-2-pyridone 
• 72676-83-6 ethyl α-acetyl-β-(2,5-dimethoxyphenyl)propionate 
• 72676-82-5 ethyl α-(2,5-dimethoxybenzylidene)acetoacetate 

Relevant articles and documents

Synthesis of the lipophilic antifolate piritrexim via a palladium(0)-catalyzed cross-coupling reaction

(Chemical Equation Presented) A regiospecific and convergent route the lipophilic antifolate piritrexim (PTX) is described in which a key step is a Pd(0)-catalyzed cross-coupling reaction between 2-amino-3-cyano-4-methyl-5- bromopyridine and 2,5-dimethoxy

Medicaments for the treatment of rheumatoid arthritis

A method of treatment of rheumatoid arthritis in humans in need thereof which comprises administering to said human an effective rheumatoid arthritis treatment amount of compound 2,4-diamino-6-(2,5-dimethoxybenzyl)--5-methylpyrido[2,3-d]pyrimidine or pharmaceutically acceptable acid addition salt thereof.

Synthesis and Antitumor Activity of 2,4-Diamino-6-(2,5-dimethoxybenzyl)-5-methylpyridopyrimidine

The synthesis of 2,4-diamino-6-(2,5-dimethoxybenzyl)-5-methylpyridopyrimidine (BW301U, 7) by a route that has general applicability to the preparation of many 6-(substituted benzyl)-5-methylpyridopyrimidines is described.The key intermediate, 2,4-diamino-7,8-dihydro-6-(2,5-dimethoxybenzyl)-5-methyl-7-oxopyridopyrimidine (4), is converted to the 7-chloro compound 5 by treatment with a 1:1 complex of N,N-dimethylformamide-thionyl chloride, and 5 is hydrogenolyzed with palladium on charcoal in the presence of potassium hydroxide to yield 7.BW301U is a potent lipid-soluble inhibitor of mammalian dihydrofolate reductase and has significant activity against the Walker 256 carcinosarcoma in rats.