4621-66-3Relevant articles and documents
Water Mediated Direct Thioamidation of Aldehydes at Room Temperature
Gupta, Ankush,Vankar, Jigarkumar K.,Jadav, Jaydeepbhai P.,Gururaja, Guddeangadi N.
, p. 2410 - 2420 (2022/02/23)
A mild, greener approach toward thioamide synthesis has been developed. Its unique features include water-mediated reaction with no input energy, additives, or catalysts as well. The presented protocol is attractive with readily available starting materials and the use of different array amines, along with a scaled-up method. Biologically active molecules such as thionicotinamide and thioisonicotinamide can be synthesized from this procedure.
Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions
Wang, Hui,Xie, Shihua,Zhu, Hongjun,Zhuo, Liang
supporting information, p. 3398 - 3402 (2021/06/25)
Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.
Synthesis and herbicidal activities of novel thiazole PPO inhibitors
Chen, Shu,Liu, Jie,Pei, Dan,Ren, Guihua,Shi, Jianjun,Tan, Chengxia,Xu, Tianming,Yang, Ren,Zhang, Donglin,Zhang, Fan
, p. 192 - 198 (2020/02/29)
Background: Protoporphyrinogen oxidase (PPO, EC 1.3.3.4) is a key enzyme in the biosynthesis of chlorophyll and heme, also the target of different types of herbicides. Thiazole compounds shown excellent biological activity, can be designed by using active groups docking for new PPO inhibitors. Objective: The objective of this study was to synthsize a series of aryl thiazole compounds as PPO inhibitors. Methods: In this study, a series of aryl thiazole compounds derivatives 11a-l were obtained from 2-chloro-5-nitrobenzoic acid as the starting material via esterification, Iron powder reduction, diazoti-zation, Hantzsch reaction and final acylation. All synthesized compounds have been tested for their herbicidal activities as a PPO inhibitors. Results: The Petri dish test indicated that all compounds exhibited good herbicidal activities at 200 mg/L using culture dish. And the post-emergence tests showed that at 150g.ai/ha on weed stem leaf spray treatment, some of the title compounds exhibited 80% inhibition rate against the dicotyle-donou weeds Amaranthus retroflexus and Eclipta prostrate. Conclusion: Good activity was noted for some compounds that compounds 11a, 11b, 11c, 11g, 11h had 80% inhibition on stems and leaves of Amaranthus retroflexus at 150g.ai/ha.
Synthesis method of 2-pyridyl-4-methylthiazole-5-formic acid bisabolene ester spice
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Paragraph 0031-0032, (2020/04/06)
The invention discloses a synthesis method of a 2-pyridyl-4-methylthiazole-5-formic acid bisabolene ester spice. The synthesis method comprises the steps: taking nicotinamide as a starting material, and carrying out a reaction with P2S5 to obtain thionicotinamide; carrying out a cyclization reaction on thionicotinamide and ethyl 2-chloroacetoacetate to obtain 2-pyridyl-4-methylthiazole-5-ethyl formate; hydrolyzing 2-pyridyl-4-methylthiazole-5-ethyl formate to obtain 2-pyridyl-4-methylthiazole-5-formic acid; and under the action of an acid catalyst, synthesizing the 2-pyridyl-4-methylthiazole-5-formic acid bisabolene ester spice at high efficiency. The spice has good antibacterial performance, can resist various bacteria, can be used for animal feeding attraction and cosmetics at the same time, can be used for animal feeding attraction, can increase the palatability and feed intake of poultry, and more importantly can improve the immunity of poultry and reduce the incidence rate; when the spice is used for cosmetics, an antiseptic and antibacterial agent and essence do not need to be added additionally while skin care is conducted, discomfort of sensitive skin is reduced, and the spice has good application prospects.
Production method for 2-pyridyl-4-methylthiazole-5-formic acid bisabolene ester spice
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Paragraph 0036-0040; 0052, (2020/04/06)
The invention discloses a production method for synthesizing 2-pyridyl-4-methylthiazole-5-formic acid bisabolene ester spice through solid acid catalysis. The production method comprises the steps: taking nicotinamide as a starting material, and carrying out a reaction with P2S5 to obtain thionicotinamide; carrying out a cyclization reaction on thionicotinamide and ethyl 2-chloroacetoacetate to obtain 2-pyridyl-4-methylthiazole-5-ethyl formate; and hydrolyzing to obtain 2-pyridyl-4-methylthiazole-5-formic acid, condensing with bisabolol under the action of a solid acid catalyst, and carrying out industrial column chromatography separation to efficiently synthesize the 2-pyridyl-4-methylthiazole-5-formic acid bisabolene ester spice.
Potent ribonucleotide reductase inhibitors: Thiazole-containing thiosemicarbazone derivatives
Ertas, Merve,Sahin, Zafer,Bulbul, Emre F.,Bender, Ceysu,Biltekin, Sevde N.,Berk, Barkin,Yurttas, Leyla,Nalbur, Aysu M.,Celik, Hayati,Demirayak, ?eref
, (2019/11/03)
The antioxidant, antimalarial, antibacterial, and antitumor activities of thiosemicarbazones have made this class of compounds important for medicinal chemists. In addition, thiosemicarbazones are among the most potent and well-known ribonucleotide reductase inhibitors. In this study, 24 new thiosemicarbazone derivatives were synthesized, and the structures and purity of the compounds were determined by IR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis. The IC50 values of these 24 compounds were determined with an assay for ribonucleotide reductase inhibition. Compounds 19, 20, and 24 inhibited ribonucleotide reductase enzyme activity at a higher level than metisazone as standard. The cytotoxic effects of these compounds were measured on the MCF7 (human breast adenocarcinoma) and HEK293 (human embryonic kidney) cell lines. Similarly, compounds 19, 20, and 24 had a selective effect on the MCF7 and HEK293 cell lines, killing more cancer cells than cisplatin as standard. The compounds (especially 19, 20, and 24 as the most active ones) were then subjected to docking experiments to identify the probable interactions between the ligands and the enzyme active site. The complex formation was shown qualitatively. The ADME (absorption, distribution, metabolism, and excretion) properties of the compounds were analyzed using in-silico techniques.
Aryl bithiazole compound and application
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Paragraph 0044; 0045, (2019/01/06)
The invention discloses an aryl bithiazole compound and application. A series of aryl bithiazole compounds are prepared in the invention, and application of the compounds is researched. According to biological activity test results, the aryl bithiazole compound provided by the invention has excellent herbicidal activity, has wide herbicide controlling spectrum to wheat, sorghum, barnyard grass, cucumber, oilseed rapes and radish, has a high inhibition rate on broadleaf weeds, and particularly has obvious inhibitory effects on amaranthus retroflexus and eclipta prostrate.
A efficient protocol for the synthesis of thioamides in [DBUH][OAc] at room temperature
Cao, Xian-Ting,Qiao, Li,Zheng, Hui,Yang, Hui-Yong,Zhang, Peng-Fei
, p. 170 - 175 (2018/01/17)
A novel, simple and eco-friendly method to synthesize thioamides from aryl nitriles and sodium sulfide (Na2S·9H2O) catalyzed by 1,8-diazabicyclo[5,4,0]undec-7-enium acetate ([DBUH][OAc]) ionic liquid (IL) at room temperature was developed in this paper. In this reaction, readily available inorganic salt (Na2S·9H2O) serves as the sulfur source, and various functional groups of aryl nitriles were well tolerated at room temperature. In addition, the products were easily separated from the IL which could be reused at least five times without considerable loss of its activity and applied in the green, concise synthesis of ethionamide.
A simple method for synthesis of thioamides and application in synthesis of 1,2,4-thiadiazoles
Cao, Xian Ting,Yang, Huiyong,Zheng, Hui,Zhang, Pengfei
, p. 509 - 517 (2018/03/27)
A novel, simple protocol is disclosed for the synthesis of 1,2,4-thiadiazoles starting from thioamides with Na2-eosin Y-sensitized titanium dioxide as catalyst through visible light irradiation (7 W blue LED light) and only 0.3 mol% catalysts were used. The raw material thioamides is prepared by aryl nitriles and sodium sulfide (Na2S9H2O) in DMF and in this reaction, readily available, inexpensive inorganic salt (Na2S9H2O) serves as the sulfur source and various functional groups of aryl nitriles were well and thioamides were synthesized successfully in gram-scale.
Thiophosphate - A Versatile Prebiotic Reagent?
Ritson, Dougal J.,Xu, Jiangfeng,Sutherland, John D.
, p. 64 - 67 (2016/12/27)
Described are our preliminary studies on the reactivity of thiophosphate in a setting which correlates with the cyanosulfidic systems chemistry we have previously reported. Thiophosphate adds to various nitrile groups giving the corresponding thioamides in a highly efficient manner and the mechanistic implications are briefly discussed. Thiophosphate can also act as a phosphorylating agent, which was demonstrated with adenosine. The prebiotic availability of thiophosphate must be questioned, but if a plausible synthesis can be found, the advantages it would bring to the field of prebiotic chemistry appear to be highly beneficial.
