5472-37-7Relevant articles and documents
Synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles
Stroganova,Red'Kin,Kovalenko,Vasilin,Krapivin
, p. 1264 - 1273 (2014/01/17)
A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H- benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening o
Synthesis and pharmacological evaluation of isoindolo[1,2-b]quinazolinone and isoindolo[2,1-a]benzimidazole derivatives related to the antitumor agent batracylin
Meegalla,Stevens,McQueen,Chen,Yu,Liu,Barrows,LaVoie
, p. 3434 - 3439 (2007/10/02)
The synthesis and pharmacological activity of isoindolo[1,2-b]quinazolin- 12(10H)-ones and isoindolo[2,1-a]benzimidazoles related to batracylin are described. The acute toxicity of batracyclin has been associated with the formation of its N-acetyl metabolite which is a potent inducer of unscheduled DNA synthesis in rat hepatocytes. The desamino derivative and the 8-aza analog of batracylin retained the ability to inhibit topoisomerase II but did not induce unscheduled DNA synthesis. While less active than batracylin, these analogs were cytotoxic to CCRF CEM leukemia cells. The isoindolo[2,1- a]benzimidazole derivatives were inactive as topoisomerase II inhibitors and, in general, failed to exhibit comparable antitumor activity or to induce unscheduled DNA synthesis.
Synthesis of N-Acetylbenzimidazole Derivatives
Tanaka, Kenjiro,Shimazaki, Michiko,Murakami, Yasuoki
, p. 2714 - 2722 (2007/10/02)
For the structure determination of thiazolobenzimidazol-3(2H)-one derivatives (2 or 3) they were converted to the corresponding 1-acetylbenzimidazoles (4) by desulfurization.The latter compounds (4) were alternatively prepared by the cyclization of 2-aminoacetanilide derivatives (5) with CS2 in dimethylformamide (DMF), followed by desulfurization with Raney Ni.However, the reactions of 5 with ethyl orthoformate/H2SO4 in DMF gave a mixture of 4 and its acetyl-rearranged product (7).Keywords-acetyl group; rearrangement; thiazolobenzimidazol-3(2H)-one; N-acetylbenzimidazoles; ethyl orthoformate; carbon disulfide; desulfurization