1484-16-8Relevant academic research and scientific papers
Efficient C3-alkylsulfenylation of indoles under mild conditions using Lewis acid-activated 8-quinolinethiosulfonates
Galardon, Erwan
, (2021)
The activation of 8-quinolinethiosulfonates by zinc chloride promotes the usually difficult to achieve C3-alkylsulfenylation of indoles at room temperature under aerobic conditions. This strategy is compatible with substrates containing various functional
Discovery of methylsulfonyl indazoles as potent and orally active respiratory syncytial Virus(RSV) fusion inhibitors
Feng, Song,Li, Chao,Chen, Dongdong,Zheng, Xiufang,Yun, Hongying,Gao, Lu,Shen, Hong C.
, p. 1147 - 1157 (2017/08/02)
Recently we described a novel class of imidazopyridine compounds that showed exceptional anti-RSV potency in cell culture. However, unfavorable pharmacokinetic (PK) properties and glutathione (GSH) adduct liabilities impeded their further development. In a bid to address the PK and early safety concerns, a small compound library consisting of dozens of scaffold-hopping analogues was designed and synthesized for RSV CPE assay screening, which led to the identification of a new chemical starting point: methylsulfonyl indole compound 8. In this paper, we report the discovery and optimization of a series of methylsulfonyl indazoles as potent RSV fusion inhibitors. In particular, compound 47 was orally efficacious in a RSV mouse model, with 1.6 log unit viral load reduction at 25 mg/kg BID upon oral dosing. The results may have broad implications for the design of new RSV fusion inhibitors, and demonstrate the potential for developing novel therapies for RSV infection.
TBAI-mediated regioselective sulfenylation of indoles with sulfonyl chlorides in one pot
He, Yongzhao,Jiang, Jun,Bao, Wenhu,Deng, Wei,Xiang, Jiannan
, p. 4583 - 4586 (2017/11/15)
A versatile method for the synthesis of 3-sulfenylated indoles via TBAI promoted sulfenylation of indoles with sulfonyl chlorides in one pot has been presented. This system features highly regioselective, metal-free, easy operation, and shows a broad functional group tolerance leading to excellent yields. And this reaction could be easily conducted in 10 mmol scale with high effectivity. A plausible mechanism is proposed.
Novel indazoles for the treatment and prophylaxis of respiratory syncytial virus infection
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Paragraph 0371-0372, (2016/08/17)
The invention provides novel compounds having the general formula: wherein R1, R2, R3, R4, R5, R7, A1, A2 and A3 are as described herein, compositions including the compounds and methods of using the compounds.
Novel indazoles for the treatment and prophylaxis of respiratory syncytial virus infection
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Paragraph 0370; 0371, (2015/06/17)
The invention provides novel compounds having the general formula: wherein R1, R2, R3, R4, R5, R7, A1, A2 and A3 are as described herein, compositions including the compounds and methods of using the compounds.
Iodine-catalyzed regioselective sulfenylation of indoles with sodium sulfinates
Xiao, Fuhong,Xie, Hao,Liu, Saiwen,Deng, Guo-Jun
supporting information, p. 364 - 368 (2014/05/20)
An iodine-catalyzed sulfenylation of free indoles with sodium sulfinates is described. The reaction selectively afforded 3-arylthioindoles in good to high yields in anisole under metal-free conditions. Functional groups such as halogens were well tolerated under the optimized reaction conditions.
A solvent- and metal-free synthesis of 3-chacogenyl-indoles employing DMSO/I2 as an eco-friendly catalytic oxidation system
Azeredo, Juliano B.,Godoi, Marcelo,Martins, Guilherme M.,Silveira, Claudio C.,Braga, Antonio L.
, p. 4125 - 4130 (2014/05/20)
Herein, we describe a solvent- and metal-free method for the synthesis of 3-chalcogenyl-indoles from indoles and diorganyl dichalcogenides using an equivalent amount of DMSO as an oxidant, under catalysis by molecular iodine. This mild and eco-friendly ap
NOVEL INDAZOLES FOR THE TREATMENT AND PROPHYLAXIS OF RESPIRATORY SYNCYTIAL VIRUS INFECTION
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Page/Page column 75, (2014/02/15)
The invention provides novel compounds having the general formula: formula (I) wherein R1, R2, R3, R4, R5, R7, A1, A2 and A3 are as described herein, compositions including the compounds and methods of using the compounds.
Copper(I) iodide catalyzed 3-sulfenylation of indoles with unsymmetric benzothiazolyl-containing disulfides at room temperature
Ge, Wenlei,Wei, Yunyang
supporting information; experimental part, p. 934 - 940 (2012/04/23)
A highly efficient protocol for the synthesis of 3-sulfenylindoles in moderate to excellent yields via the reaction of indoles with unsymmetric benzothiazolyl-containing disulfides is described. Copper(I) iodide is used as the catalyst and the reactions t
A rapid synthesis of 3-sulfenyl indoles using Selectfluor
Yadav,Reddy, B.V. Subba,Reddy, Y. Jayasudhan
, p. 7034 - 7037 (2008/03/12)
The direct 3-arylthiolation of indoles with aromatic thiols has been achieved in the presence of Selectfluor under mild conditions to produce 3-arylthioindoles in relatively good to excellent yields and with high selectivity. This method is effective even
