Synthesis and antiviral screening of 2‐(propylthio)‐7‐substituted‐thiazolo[5,4‐d]pyrimidines as anti‐bovine viral diarrhea virus agents

7‐Chloro‐2‐(propylthio)thiazolo[5,4‐d]pyrimidine 4 was prepared and used as a precursor for synthesizing new derivatives of thiazolo[5,4‐d]pyrimidine through the nucleophilic displacement of the chlorine atom by different types of amino derivatives. Reaction of compound 4 with primary and secondary...

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Veröffentlicht in:Journal of heterocyclic chemistry 2021-09, Vol.58 (9), p.1766-1774
Hauptverfasser: Basyouni, Wahid M., Abbas, Samir Y., El‐Bayouki, Khairy A. M., Dawood, Reham M., El Awady, Mostafa K., Abdelhafez, Tawfeek H.
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Sprache:eng
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Zusammenfassung:7‐Chloro‐2‐(propylthio)thiazolo[5,4‐d]pyrimidine 4 was prepared and used as a precursor for synthesizing new derivatives of thiazolo[5,4‐d]pyrimidine through the nucleophilic displacement of the chlorine atom by different types of amino derivatives. Reaction of compound 4 with primary and secondary amines produced the corresponding substituted amino derivatives. Reaction of 4 with hydrazine hydrate then followed by condensation with aromatic aldehydes afforded hydrazone derivatives. Reaction of 4 with hydrazine hydrate then followed by reaction with isothiocyanates gave the disubstituted thiosemicarbazides. Finally, treatment of 4 with hydrazine derivatives afforded the novel disubstituted hydrazine derivatives. Preliminary antiviral screening on the bovine viral diarrhea virus (BVDV) was carried out, which was classified as a member of the same family of Hepatitis C virus. The results indicated that some of the tested compounds exhibited anti‐BVDV activity which may be suitable for a new lead molecule to design more potent anti‐BVDV agents.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4307