Description

Dihydrofolate reductase (DHFR) has been a well-recognized target for the treatment of many diseases. Based on 8,10-dideazaminopterins, which are classical antifolates that potently inhibit DHFR, it is designed a series of novel 2,4-diamino-6-substituted pyrido[3,2-d]pyrimidines. By removing the glutamate moiety and introducing lipophilic groups, it was hoped to improve passive diffuse through the cell membranes. The target compounds were efficiently synthesized using one-pot procedure and evaluated in vitro for DHFR inhibition and antitumor activity.

Compounds 5e, 5h, 5i and 5k were the most potent inhibitors of recombinant human DHFR (rhDHFR) with IC50values in the range 0.2–1.0 μM. Analysis using flow cytometric indicated that the effect of compound 5k on cell cycle progression was linked to induction of S phase arrest. Compounds 5g, 5h, 5i and 5k showed broad spectrum antitumor activity against four different tumor cell lines, with IC50values in the range 0.07–23 μM. Molecular docking investigations showed that the trimethoyphenyl ring of compound 5k occupied a position near the cofactor-binding site in the rhDHFR-inhibitor complex, with close intermolecular contacts with Asp21, Phe31, Ser59, Ile60 and Pro61.

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2,4-Dichloropyrido[3,4-d]pyrimidine (908240-50-6) Specifications

CAS	908240-50-6
CAS Min %	95%
CAS Max %	100%
MDL Number	MFCD10699461
InChI Key	YJUVYWACDUJBDG-UHFFFAOYSA-N
Chemical Name or Material	2,4-Dichloropyrido[3,4-d]pyrimidine
Infrared Spectrum	Authentic
Physical Form	White to brown solid
Packaging	Glass bottle
Molecular Formula	C7H3Cl2N3
Molecular Weight (g/mol)	200.02
SMILES	ClC1=NC2=CN=CC=C2C(Cl)=N1
Color	White
Boiling Point	340.821ºC at 760 mmHg
Assay	98%

 

2,4-Dichloropyrido[3,4-d]pyrimidine (908240-50-6) Safety and Handling

• Do not breath dust or vapor.
• Have safety shower and eye wash available.
• Do not get in eyes, on skin or on clothing.
• Keep container tightly closed.
• Store in a cool, dry, well-ventilated place.
• Ensure adequate ventilation during use.
• Use only in a chemical fume hood.

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

2,4-Dichloropyrido[3,4-d]pyrimidine (908240-50-6) Articles

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