Journal of Medicinal Chemistry p. 525 - 532 (1981)
Update date:2022-09-26
Topics:
Balsamo
Crotti
Lapucci
Macchia
Macchia
Cuttica
Passerini
The (E)- and (Z)-m-(trifluoromethyl)-α,β-dimethylcinnamamides and some of their N-alkyl derivatives were prepared and pharmacologically tested as anticonvulsant agents in order to verify if a ring substituent, like the m-CF3 group, different from a halogen but possessing the same electronic effect could lead to equally active compounds. Some (E)-m-(trifluoromethyl)-α-methyl- and -non-methyl-substituted-cinnamamides were also prepared and tested. In the α,β-dimethyl series, the results show that the m-CF3 group leads to products more active than the ones unsubstituted on the phenyl ring but still less active than the p-halogen-substituted compounds previously studied. In the α-methyl and non-methyl-substituted series, the trend shows the m-CF3 group being able to produce less toxic and, in some cases, more active products than the previously studied amides.
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Doi:10.1002/anie.200453879
(2004)Doi:10.1021/acs.joc.1c01224
(2021)Doi:10.1021/jo00329a017
(1981)Doi:10.1007/BF00745200
(1981)Doi:10.1039/jr9370001513
(1937)Doi:10.1055/s-1981-29438
(1981)