34810-84-9Relevant articles and documents
Design, Synthesis, and Mechanism of Antiviral Acylurea Derivatives Containing a Trifluoromethylpyridine Moiety
Chen, Shunhong,Guo, Shengxin,Wang, Yanyan,Wei, Panpan,Wu, Jian,Zhang, Wei,Zhao, Wei
, p. 12891 - 12899 (2021/11/17)
Novel acylurea derivatives 7a-7ab were designed and synthesized by linking the active substructures trifluoromethylpyridine and anthranilic diamide via an acylurea bridge. Most of the title compounds exhibited good activity against tobacco mosaic virus (TMV), particularly compound 7x (EC50 of 211.8 μg/mL), which showed much higher curative activity than ningnanmycin (EC50 of 389.8 μg/mL), and compound 7ab, which showed excellent inactivation activity (EC50 of 36.1 μg/mL), similar to ningnanmycin (EC50 of 23.2 μg/mL). The preliminary mechanism of these derivatives was investigated. Autodocking analysis revealed that compounds 7x and 7ab had good affinity for TMV coat protein (TMV CP), with low binding energies (-7.86 and -8.59 kcal/mol) comparable to ningnanmycin (-8.75 kcal/mol). Molecular dynamics simulation showed that compound 7x had a stable system structure with a better binding free energy (-32.94 kcal/mol) than ningnanmycin (-25.62 kcal/mol). Microscale thermophoresis showed that compound 7x bound more strongly to TMV CP (Kd of 19.8 ± 7.3 μM) than ningnanmycin (Kd of 21.2 ± 7.3 μM). Transmission electron microscopy and self-assembly experiments demonstrated that compounds 7x and 7ab significantly obstructed the self-assembly of TMV RNA and TMV CP. This new acylurea derivative has excellent antiviral activity by targeting TMV CP and inhibiting TMV self-assembly and can be considered a candidate for antiviral applications.
Synthetic method of 2-amino-4-bromo-N,5-dimethyl benzamide
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Paragraph 0005; 0006; 0007, (2017/04/27)
The invention discloses a synthetic method of 2-amino-4-bromo-N,5-dimethyl benzamide, and belongs to the field of chemical synthesis. The synthetic method comprises the following steps: firstly, by taking 2-nitro-5-methyl benzoic acid as a raw material and using ferric chloride hexahydrate and palladium as a composite catalyst, adding the materials into hydrazine hydrate solution and performing reduction reaction to obtain 2-amino-5-methyl benzoic acid; adding the 2-amino-5-methyl benzoic acid and dichloromethane into bis(trichloromethyl) carbonate tetrahydrofuran solution by taking pyridine as a catalyst, and performing cyclization reaction; after the reaction is ended, performing microwave heating to reflux; after reflux, adding methylamine water solution and performing amination reaction to obtain 2-amino-N,5-dimethyl benzamide; finally, enabling the 2-amino-N,5-dimethyl formamide, hydrogen peroxide and hydrobromic acid solution to perform halogenating reaction, thus obtaining the 2-amino-4-bromo-N,5-dimethyl benzamide.
Mechanistic insights into a catalyst-free method to construct quinazolinones through multiple oxidative cyclization
Wang, Zhen-Zhen,Tang, Yu
, p. 1330 - 1336 (2017/02/15)
A novel one-pot benign oxidative cyclization of alcohols with 2-aminobenzamides was successfully developed without catalyst to afford the quinazolinones under O2. This one-pot protocol involved oxidations and cyclizations to construct the skeleton of quinazolinones through possibly three kinds of distinct reaction mechanisms.
