Quinazolines. VII. Synthesis of 1,3‐Diamino‐5,6‐dihydrobenzo[ f ]quinazolines | Zendy

Rosowsky Andre | Zendy; Chen Katherine K. N. | Zendy; Papathanasopoulos Nickolas | Zendy; Modest Edward J. | Zendy

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Quinazolines. VII. Synthesis of 1,3‐Diamino‐5,6‐dihydrobenzo[ f ]quinazolines

Author(s) -

Rosowsky Andre,

Chen Katherine K. N.,

Papathanasopoulos Nickolas,

Modest Edward J.

Publication year - 1972

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570090214

Subject(s) - chemistry , tetralones , pyrimethamine , dihydrofolate reductase , stereochemistry , condensation , combinatorial chemistry , medicinal chemistry , organic chemistry , plasmodium falciparum , enzyme , malaria , immunology , biology , physics , thermodynamics

Eighteen new 1,3‐diamino‐5,6‐dihydrobenzo[ f ] quinazolines ( 6 , R. = alkyl, Cl, MeO) were synthesized via the condensation of appropriate 2‐tetralones with cyanoguanidine under fusion conditions. Methods were developed for the preparation of a number of heretofore undescribed 2‐tetralones as precursors. The final products can be viewed as conformationally rigid analogs of pyrimethamine ( 2 ), and are of interest as inhibitors of dihydrofolate reductase and as potential antimalarial and antitumor agents.

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