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Synthesis and antiviral screening of 2‐(propylthio)‐7‐substituted‐thiazolo[5,4‐ d ]pyrimidines as anti‐bovine viral diarrhea virus agents
Author(s) -
Basyouni Wahid M.,
Abbas Samir Y.,
ElBayouki Khairy A. M.,
Dawood Reham M.,
El Awady Mostafa K.,
Abdelhafez Tawfeek H.
Publication year - 2021
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.4307
Subject(s) - chemistry , hydrazine (antidepressant) , hydrate , hydrazone , pyrimidine , nucleophile , organic chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , catalysis , biochemistry
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.