Pyrido[2,3-d]pyrimidine

Base Information

• Chemical Name: Pyrido[2,3-d]pyrimidine
• CAS No.: 254-61-5
• Molecular Formula: C7H5 N3
• Molecular Weight: 131.1347
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90342547
• Nikkaji Number: J110.036J
• Wikidata: Q82113372
• Mol file: 254-61-5.mol

Synonyms:pyrido(2,3-d)pyrimidine

Chemical Property of Pyrido[2,3-d]pyrimidine

Chemical Property:

• PSA: 38.67000
• LogP: 1.02480
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 131.048347172
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=CN=C2N=C1
• General Description: Pyrido[2,3-d]pyrimidine, also known as 1,3,8-triazanaphthalene or 5-deazapteridine, is a heterocyclic compound with demonstrated potential as a biologically active scaffold. Its derivatives, particularly oxo(hydroxy)pyrido[2,3-d]pyrimidines, have been synthesized through cyclization reactions of 5-cyanoacetyl-6-aminouracils under acidic conditions, yielding structures such as 5,7-dimethoxy-, 7-methoxy-, and 5-ethoxypyridopyrimidines. These compounds exhibit moderate anticancer activity in preclinical studies, highlighting their relevance in medicinal chemistry.

Refernces

PYRIDO<2,3-d>PYRIMIDINES 4. SYNTHESIS AND SOME TRANSFORMATIONS OF OXO(HYDROXY)PYRIDO<2,3-d>PYRIMIDINES

10.1007/BF00474003

The research focused on the synthesis and transformation of pyrido[2,3-d]pyrimidines, specifically oxo (hydroxy) derivatives, to explore their potential as biologically active compounds. The study involved the cyclization of 5-cyanoacetyl-6-aminouracils in acidic media, using reagents such as hydrobromic acid (HBr), hydrochloric acid (HCl), and sulfuric acid (H2SO4) to produce various pyrido[2,3-d]pyrimidines. The researchers also synthesized compounds with fixed structures, like 5,7-dimethoxy-, 7-methoxy-, and 5-ethoxypyridopyrimidines, and studied their spectral data. The study concluded that the synthesized pyrido[2,3-d]pyrimidines showed promising biological activity, with some exhibiting moderate inhibitory effects against certain types of cancer in animal experiments.

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