Quinazoline derivatives with antitubercular activity
4-Quinazolinol was prepared by the reaction of anthranilic acid and formamide. The hydroxy group was converted into the thiol function by treatment with phosphorus(V)sulfide, and the subsequent alkylation of the thiol group was carried out with alkylhalides under the conditions of phase-transfer cat...
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Veröffentlicht in: | Farmaco (Società chimica italiana : 1989) 2000-11, Vol.55 (11), p.725-729 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 4-Quinazolinol was prepared by the reaction of anthranilic acid and formamide. The hydroxy group was converted into the thiol function by treatment with phosphorus(V)sulfide, and the subsequent alkylation of the thiol group was carried out with alkylhalides under the conditions of phase-transfer catalysis. The structure of the substances was confirmed by
1H,
13C NMR, IR, and MS. Most of the synthesized compounds exhibited antimycobacterial activity against the strains of
Mycobacterium tuberculosis,
Mycobacerium avium,
Mycobacterium fortuitum,
Mycobacterium kansasii and
Mycobacterium intracellulare. 4-(S-Butylthio)quinazoline (
3c) was even more active than isoniazide against atypical strains of mycobacteria. |
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ISSN: | 0014-827X 1879-0569 |
DOI: | 10.1016/S0014-827X(00)00100-2 |