3456-99-3Relevant articles and documents
Convenient and efficient synthesis of 1-oxo-1,2,3,4-tetrahydrocarbazoles via Fischer indole synthesis
Sheng, Rong,Shen, Li,Chen, You-Qin,Hu, Yong-Zhou
body text, p. 1120 - 1127 (2009/09/08)
A convenient synthesis of 1-oxo-1,2,3,4-tetra-hydrocarbazoles has been developed by reaction of 2-aminocyclohexanone hydrochlorides with various phenylhydrazine hydrochlorides via Fischer indole synthesis under mild conditions. The method is more satisfac
Synthesis and In-vitro antitumor activities of some mannich bases of 9-alkyl-1,2,3,4-tetrahydrocarbazole-1-ones
Chen, Jing,Lou, Jianshu,Liu, Tao,Wu, Ru,Dong, Xiaowu,He, Qiaojun,Yang, Bo,Hu, Yongzhou
experimental part, p. 165 - 172 (2009/05/27)
A novel series of 2-substituted aminomethyl-9-alkyl-1,2,3,4- tetrahydrocarbazole-1-ones 5a-q was synthesized via aminomethylation of 9-alkyl-1,2,3,4-tetrahydrocarbazole-1-ones 4a-e with hydrochlorides of the respective amines 6a-m. The structures of these newly synthesized compounds were characterized by 1H-NMR, MS, and elemental analysis. All the compounds were tested for their cytotoxic activity in vitro against four human tumor cell lines including human non-small lung cancer cells (A549), human gastric adenocarcinoma (SGC), human colon cancer cell (HCT116), human myeoloid leukemia cells (K562), and one multi-drug resistant subline (KB- VCR). Most compounds showed moderate to potent cytotoxic activity against the tested cell lines. Preliminary mechanism research indicated that the most promising compound, 2-diethyl-aminomethyl-9-methyl-1,2,3,4-tetrahydrocarbazole-1-one 5c, exhibited a potential inhibitory effect against microtubule. 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Molecular structure and reactivity of the 1,2-dihydrocarbazol-4(3H)-one: X-ray crystal structure of N-methyl and N-(p-methylbenzenesulfonyl) derivatives
Rodriguez, Jose Gonzalo,Valle, Celestina del,Esteban-Calderon, Carmen,Martinez-Ripoll, Martin
, p. 249 - 258 (2007/10/02)
Synthesis and reactivity analysis of the 1,2-dihydrocarbazol-4(3H)-one, and the N-methyl, N-tosyl and 2,2-dimethyl derivatives have been carried out.Molecular structures of the N-methyl and N-tosyl derivatives have been analyzed by X-ray diffraction.Crystals of the N-methyl derivative are monoclinic, space group P21/c, a=8.868(1), b=16.652(1), c=7.5440(4) Angstroem, β=113.657(3).Crystals of the N-tosyl derivative are monoclinic, P21/c, a=12.0016(3), b=8.9178(2), c=16.0485(4) Angstroem, β=104.372(2).An extended conjugation from the carbonyl group to the nitrogen atom and an envelope conformation for the common cyclohexenone fragment are evident in both cases.Oximation and Beckmann rearrangement, and etherification of the carbonyl group is reported.KEY WORDS: Synthesis, reactivity, tetrahydrocarbazol-4-one.