title: One-pot synthesis and anticancer studies of 2-arylamino-5-aryl-1,3,4-thiadiazoles.
abstract: A series of 2-arylamino-5-aryl-1,3,4-thiadiazoles 1a-j were synthesized and screened for their anticancer activity against various human cancer cell lines. The novel one-pot synthesis of 1,3,4-thiadiazoles was achieved by refluxing aryl aldehydes, hydrazine hydrate, and aryl isothiocyanates in methanol followed by oxidative cyclization with ferric ammonium sulfate. The compounds 1g-j with trimethoxyphenyl at the C-5 position displayed extremely potent anticancer activity with at least twofold selectivity (IC(50): 4.3-9.2 μM). The nature of substituent on the C-2 arylamino ring may be critical in opting for the selectivity towards a particular cancer cell.
authors.affiliation: Department of Chemistry, Birla Institute of Technology and Science, Pilani 333031, Rajasthan, India. dalipk@bits-pilani.ac.in
authors.forename: Dalip
authors.initials: D
authors.lastname: Kumar
authors.forename: Buchi Reddy
authors.initials: BR
authors.lastname: Vaddula
authors.forename: Kuei-Hua
authors.initials: KH
authors.lastname: Chang
authors.forename: Kavita
authors.initials: K
authors.lastname: Shah
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use / Q000633:toxicity; D003500:Cyclization; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy*; D013830:Thiadiazoles / Q000737:chemistry* / Q000627:therapeutic use / Q000633:toxicity
chemical_list: D000970:Antineoplastic Agents; D013830:Thiadiazoles; C058949:1,3,4-thiadiazole