775304-79-5Relevant academic research and scientific papers
Pyrazol-1, 2, 4-oxadiazole substituted benzamide compound as well as preparation method and application of pyrazol-1, 2, 4-oxadiazole substituted benzamide compound
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, (2021/06/22)
The invention belongs to the technical field of chemical synthesis and medicine application, and particularly relates to a pyrazol-1, 2, 4-oxadiazole substituted benzamide compound as well as a preparation method and application of the pyrazol-1, 2, 4-oxadiazole substituted benzamide compound. The preparation method comprises the following steps: reacting methyl 3-cyanobenzoate with hydroxylamine hydrochloride to obtain an intermediate 3, then carrying out ring synthesis on the intermediate 3 and pyrazole acid to obtain pyrazol-1, 2, 4-oxadiazole substituted methyl benzoate, and finally carrying out hydrolysis and condensation to obtain the pyrazol-1, 2, 4-oxadiazole substituted benzamide compound. According to the present invention, the structure of the obtained product is confirmed through the nuclear magnetic hydrogen spectrum, the bactericidal activity test is performed on the obtained 18 target products, and the results show that the target product obtained through the preparation method has good antibacterial activity at the concentration of 50 ppm, and the inhibition rate on the rhizoctonia solani within 7 h can achieve 100%.
Preparation method of Ataluren
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Paragraph 0046-0052, (2021/07/01)
The invention discloses a preparation method of Ataluren. The preparation method comprises an addition step in which under an alkaline condition, 3-cyanobenzoate reacts with hydroxylamine hydrochloride by using a first mixed solvent to obtain an intermediate as shown in a formula III, a condensation step in which in a first organic solvent, a condensation reaction is conducted on the intermediate shown in the formula III and o-fluorobenzoic acid to obtain an intermediate shown in a formula IV, a cyclization step in which in a second organic solvent, catalyzing is conducted by using Lewis acid, and intramolecular dehydration is conducted on the intermediate in the formula IV to obtain an intermediate in a formula V, and an ester hydrolysis step in which under an alkaline condition, ester hydrolysis is conducted on the intermediate in the formula V by using a second mixed solvent to obtain the product. Cheap raw materials are subjected to addition, condensation, cyclization and ester hydrolysis, the reaction conditions are mild, the process is simple, the cost is low, and industrial production is facilitated. Meanwhile, the solvent in the reaction process can be basically recycled, the synthesis cost is low, and the reaction environment is good; in addition, the purification operation is simple, and the total yield and the product purity of the target compound Ataluren are high.
Method for preparing ataluren
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Paragraph 0019-0023, (2020/09/30)
The invention discloses a method for preparing ataluren, (PTC124, a commodity name of ataluren) and belongs to the field of organic synthesis. The preparation method comprises the following steps: (1)reacting methyl m-cyanobenzoate with hydroxylamine hydrochloride in a lower alcohol or a mixed solvent of a lower alcohol and water to generate 3-(N-hydroxyamidino)-methyl benzoate; (2) carrying outO-acylation reaction between the 3-(N-hydroxyamidino)-methyl benzoate and o-fluorobenzoyl chloride in an organic solvent to obtain 3-((5-(2-fluorophenyl))-3-(1,2,4-oxadiazolyl)-methyl benzoate; (3) under the catalytic action of tetra-alkyl ammonium halide, carrying out cyclization to obtain 3-((5-(2-fluorophenyl))-3-(1,2,4-oxadiazolyl)-methyl benzoate; and (4) hydrolyzing to obtain ataluren. The synthesis method is a simple and efficient synthesis method of ataluren.
KCNT1 INHIBITORS AND METHODS OF USE
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Paragraph 000663, (2020/11/23)
The present invention is directed to, in part, compounds and compositions useful for preventing and/or treating a neurological disease or disorder, a disease or condition relating to excessive neuronal excitability, and/or a gain-of-function mutation in a gene (e.g., KCNT1). Methods of treating a neurological disease or disorder, a disease or condition relating to excessive neuronal excitability, and/or a gain-of-function mutation in a gene such as KCNT1 are also provided herein.
INDAZOLYL-L,2,4-THIADIAZOLAMINES AND RELATED COMPOUNDS FOR INHIBITION OF RHO-ASSOCIATED PROTEIN KINASE AND THE TREATMENT OF DISEASE
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Paragraph 00193, (2018/03/25)
The invention provides indazolyl thiadiazolamines and related compounds, pharmaceutical compositions, methods of inhibiting Rho-associated protein kinase, and methods of treating inflammatory disorders, immune disorders, fibrotic disorders, and other medical disorders using such compounds. An exemplary indazolyl thiadiazolamine compound is an N-(3-(5-((1 H-indazol-5-yl)amino)- 1,2,4-thiadiazol-3-yl )phenyl )-heteroaryl-carboxamide compound.
Palladium-Catalyzed, Silver-Assisted Direct C-5–H Arylation of 3-Substituted 1,2,4-Oxadiazoles under Microwave Irradiation
Li, Shan,Wan, Penghui,Ai, Jing,Sheng, Rong,Hu, Yongzhou,Hu, Youhong
supporting information, p. 772 - 778 (2017/03/11)
A direct C-5–H arylation of 3-substituted 1,2,4-oxadiazoles with aryl iodides in the presence of a palladium catalyst and silver acetate is reported. This method provides a rapid, reliable way to obtain versatile 3,5-diaryl-1,2,4-oxadiazole derivatives, which are common moieties of many biologically active molecules. The synthetic applications of this novel method have been demonstrated in the concise syntheses of Ataluren and a potent RET inhibitor Yhhu251. (Figure presented.).
Discovery of 4-chloro-3-(5-(pyridin-3-yl)-1,2,4-oxadiazole-3-yl)benzamides as novel RET kinase inhibitors
Han, Mei,Li, Shan,Ai, Jing,Sheng, Rong,Hu, Yongzhou,Hu, Youhong,Geng, Meiyu
supporting information, p. 5679 - 5684 (2016/11/29)
A series of novel 4-chloro-benzamides derivatives containing substituted five-membered heteroaryl ring were designed, synthesized and evaluated as RET kinase inhibitors for cancer therapy. Most of compounds exhibited moderate to high potency in ELISA-based kinase assay. In particular, compound I-8 containing 1,2,4-oxadiazole strongly inhibited RET kinase activity both in molecular and cellular level. In turn, I-8 inhibited cell proliferation driven by RET wildtype and gatekeeper mutation. The results implied that 4-chloro-3-(5-(pyridin-3-yl)-1,2,4-oxadiazole-3-yl)benzamides are promising lead compounds as novel RET kinase inhibitor for further investigation.
PHENYLOXADIAZOLE BENZOIC ACIDS
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Paragraph 100, (2016/06/01)
This invention relates to novel phenyloxadiazole benzoic acids, and pharmaceutically acceptable salts thereof. This invention also provides compositions comprising a compound of this invention and the use of such compositions in methods of treating diseas
NOVEL TRIAZINE COMPOUND, ULTRAVIOLET ABSORBER AND RESIN COMPOSITION USING THE SAME
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, (2018/10/24)
PROBLEM TO BE SOLVED: To provide a triazine compound useful as an ultraviolet absorber in fields of a polymeric material, a coating, a fiber, a surface coating material, a cosmetic raw material and a photography material or the like. SOLUTION: There is provided the compound represented by the general formula (I). (I), where R represents an alkyl group, an aryl group, a hydroxyl group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, an alkylcarbonyloxy group, an arylcarbonyloxy group, a carbamoyloxy group, a formyl group, a carboxyl group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a cyano group, a nitro group, an amino group, an ureido group, a carbamoyl group, a sulfamoyl group, a sulfonic group, an alkylthio group, an arylthio group, a heterocyclic thio group, an alkylsulfonyl group, arylsulfonyl group, a heterocyclic residue or a halogen atom. These substituents may further be substituted. COPYRIGHT: (C)2016,JPO&INPIT
ANTIVIRAL COMPOUNDS AND USE THEREOF
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Page/Page column 30, (2009/12/02)
The invention relates to compounds, pharmaceutical compositions and methods useful for treating viral infection.
