28918-19-6Relevant academic research and scientific papers
An efficient water-mediated synthetic route for the alkylation of heteroarenes
Seyi?Tdanlio?lu, P?nar,Hanashalshahaby, Essam Hamied Ahmed,ünalero?lu, Canan
, p. 1598 - 1610 (2019/01/03)
An efficient synthetic route has been described for the alkylation of 1H-indole, 1H-benzimidazole, and 1H-benzotriazole. This approach features the alkylation of heteroaromatics through in situ generated enones from ketonic Mannich bases under metal-free conditions. A series of alkylated heteroaromatics have been synthesized via the K10 catalyzed alkylation reactions of these heteroaromatics with a variety of ketonic Mannich bases. Environmentally benign K10 catalyst, water-mediated mild reaction conditions, and the efficient synthesis of alkylated products are the advantages of this alkylation method.
Design and synthesis of 3-(azol-1-yl)phenylpropanes as microbicidal spermicides for prophylactic contraception
Kumar, Lalit,Sarswat, Amit,Lal, Nand,Jain, Ashish,Kumar, Sumit,Kiran Kumar,Maikhuri, Jagdamba P.,Pandey, Atindra K.,Shukla, Praveen K.,Gupta, Gopal,Sharma, Vishnu L.
supporting information; experimental part, p. 176 - 181 (2011/02/27)
We designed a series of 25 3-(azol-1-yl)phenylpropanes which yielded 10 compounds (3, 4, 7, 8, 13, 14, 19, 21, 23, 26) that irreversibly immobilized 100% human sperm at 1% (w/v) concentration in 60 s; 12 compounds (8, 9, 15, 16, 19-21, 23-25, 27, 28) that showed potent microbicidal activity at 12.5-50 μg/mL against Trichomonas vaginalis; and 17 compounds (3-11, 13, 15, 19, 21, 23, 26, 28, 30) that exhibited potent anticandida activity with minimum inhibitory concentration (MIC) of 12.5-50 μg/mL. Almost all the compounds exhibited high level of safety towards normal vaginal flora (Lactobacillus) and human cervical (HeLa) cells in comparison to the marketed spermicide nonoxynol-9 (N-9). All the biological activities were evaluated in vitro. Two compounds (4, 8) with good safety profile exhibited multiple (spermicidal, antitrichomonas and anticandida) activities, warranting further lead optimization for furnishing a prophylactic vaginal contraceptive.
Mannich Reactions of Carbonyl Compounds and Enamines with Benzotriazole as the NH Component
Katritzky, Alan R.,Galuszka, Barbara,Rachwal, Stanislaw,Black, Michael
, p. 917 - 924 (2007/10/02)
Boron trifluoride catalyses reactions of 1-(hydroxymethyl)benzotriazole with ketones to give predominantly monosubstituted Mannich products.In unsymmetrical ketones, a methylene is slightly more reactive than a methyl group.For 1,3-diketones and diethyl malonate, substitution occurs on the central methylene group. β-Aminocrotononitrile and β-aminocrotonate undergo Mannich condensations with benzotriazole and formaldehyde without any catalyst.Preliminary investigations of the reactivity of the Mannich bases thus obtained are reported.
