Novel pleconaril derivatives: Influence of substituents in the isoxazole and phenyl rings on the antiviral activity against enteroviruses was written by Egorova, Anna;Kazakova, Elena;Jahn, Birgit;Ekins, Sean;Makarov, Vadim;Schmidtke, Michaela. And the article was included in European Journal of Medicinal Chemistry in 2020.Computed Properties of C8H7NO This article mentions the following:
In the present study, a series of novel pleconaril derivatives with substitutions in the isoxazole and Ph rings I (R = ethoxycarbonyl, Ph, N-methylcarbamoyl, etc.; R1 = H, Me, OMe; R2 = H, Me, F, NO2, etc.) was synthesized and evaluated for their antiviral activity against a panel of pleconaril-sensitive and -resistant enteroviruses. Studies of the structure-activity relationship demonstrate the crucial role of the N,N-dimethylcarbamoyl group in the isoxazole ring for antiviral activity against pleconaril-resistant viruses. In addition, one or two substituents in the Ph ring directly impact on the spectrum of antienteroviral activity. The compound I (R = N,N-dimethylcarbamoyl, R1 = H, R2 = Me) (A) was among the compounds exhibiting the strongest activity against pleconaril-resistant as well as pleconaril-susceptible enteroviruses with IC50 values from 0.02 to 5.25 mM in this series. Compound (A) demonstrated markedly less CYP3A4 induction than pleconaril was non-mutagenic and bioavailable after intragastric administration in mice. These results highlight the compound (A) as a promising potential candidate and a broad spectrum enterovirus and rhinovirus inhibitor for further preclin. investigations. In the experiment, the researchers used many compounds, for example, 4-Hydroxy-3-methylbenzonitrile (cas: 15777-70-5Computed Properties of C8H7NO).
4-Hydroxy-3-methylbenzonitrile (cas: 15777-70-5) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Computed Properties of C8H7NO
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