title: Synthesis of benzimidazoles bearing oxadiazole nucleus as anticancer agents.
abstract: Starting from 4-(1H-benzo[d]imidazol-2-yl)-4-oxobutanehydrazide (1), twenty new 1-(1H-benzo[d]imidazol-2-yl)-3-(1,3,4-oxadiazol-5-substituted derivatives-2-yl)propan-1-ones (1b-A(7)(-)(26)) were synthesized under microwave irradiation in good yields. Further, compound 1b-A(7) was reacted with different secondary amines under microwave irradiation to produce five novel 1-(1H-benzo[d]imidazol-2-yl)-3-(5-(methyl substituted)-1,3,4-oxadiazol-2-yl)propan-1-ones (1b-A(7a)(-)(e)). The title compounds were screened for their in vitro anticancer activity at National Cancer Institute (NCI), USA; at a single dose (10 μM) in NCI 60 cell line panel and results showed significant to good anticancer activity. One compound, 1b-A(18) (NSC: 759205), 1-(1H-benzo[d]imidazol-2-yl)-3-(5-(2,4-dichlorophenyl)-1,3,4-oxadiazol-2-yl)propan-1-one, emerged as lead compound; it was selected for five-dose level screening and found to have significant growth inhibition activity.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard (Hamdard University), Hamdard Nagar, New Delhi 110062, India.
authors.forename: Mohd
authors.initials: M
authors.lastname: Rashid
authors.forename: Asif
authors.initials: A
authors.lastname: Husain
authors.forename: Ravinesh
authors.initials: R
authors.lastname: Mishra
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D004305:Dose-Response Relationship, Drug; D006801:Humans; D010069:Oxadiazoles / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D001562:Benzimidazoles; D010069:Oxadiazoles