Synthesis and in-vitro anticancer activity of 3-cyano-6,9-dimethyl-4-imino 2-methylthio 4H-pyrimido [2,1-b] [1,3] benzothiazole and its 2-substituted derivatives

Autor: Vijay N. Bhosale, Giridhar R. Shendarkar, Anil B. Chidrawar, Gangadhar S. Waghmare, Sharad V. Kuberkar
Rok vydání: 2013
Předmět:
Zdroj: Journal of Pharmacy Research. 7:823-827
ISSN: 0974-6943
DOI: 10.1016/j.jopr.2013.08.028
Popis: Aim Novel heterocycle 3-cyano 6,9-dimethyl 4-imino 2-methylthio 4H pyrimido [2,1- b ] [1,3] benzothiazole 3 has been prepared by using 2-amino 4,7-dimethtyl benzothiazole 1 and bis-methylthio methylene malononitrile 2. Method Compound 3 prepared from 2-amino 4,7-dimethyl benzothiazole 1 was refluxed with bis-methylthio methylene malononitrile 2 in presence of anhydrous potassium carbonate and N,N-dimethyl formamide as solvent. Compound 3 possesses replaceable methylthio functionality at 2-postion, which was replaced by using selected different nucleophiles like phenols/aryl amines/heteryl amines and compounds containing active methylene group to afford 2-substituted derivatives 4 – 7 of compound 3 . Results Heterocyclic compounds containing benzothiazoles fused with pyrimidines, pyrazoles reported to possess activity against the different types of cancers. Compound 3 and it's selected derivatives 4 – 7 were screened for their in-vitro anticancer activity towards 60 Human cancer cell lines at National Cancer Institute, Maryland USA. Many compounds exhibited remarkable activity against 60 human cell lines. Conclusion The compounds 3 , 4 - a , 4 - d , 5 - a , 6 - a , 6 - b exhibited maximum in-vitro anticancer activity against different cancers lines.
Databáze: OpenAIRE