3776-44-1Relevant academic research and scientific papers
GUANIDINE DERIVATIVES AS TRPC MODULATORS
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Page/Page column 43; 55, (2014/02/16)
The present invention is directed to guanidine derivatives as inhibitors of transient receptor potential canonical channels (TRPC channels), in particular TRPC3 and/or TRPC6 and/or TRPC7 activity, more particularly TRPC6 activity. Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders mediated by TRPC channels (Formula (I))
Generation of nitroalkanes, hydroximoyl halides and nitrile oxides from the reactions of β-nitrostyrenes with Grignard or organolithium reagents
Yao, Ching-Fa,Kao, Kuo-Hsi,Liu, Ju-Tsung,Chu, Cheng-Ming,Wang, Yeh,Chen, Wen-Chang,Lin, Yu-Mei,Lin, Wen-Wei,Yan, Ming-Chung,Liu, Jing-Yuan,Chuang, Ming-Ching,Shiue, Jin-Lien
, p. 791 - 822 (2007/10/03)
The β-nitrostyrenes 1 or 2 react with Grignard or organolithium reagents in ether or THF solution to generate by 1,4-addition the intermediate nitronates A. When A is treated with dilute hydrochloric acid, high yields of the nitroalkanes 3 (and oximes 4) or 5 are obtained Hydroximoyl halides 6, 8 or nitrile oxides 7 can be isolated when the intermediate A is slowly added to the ice cold concentrated hydrohalic acid. The same products 6 and/or 7 are observed if the nitronates, generated from the substrate 1a, are added to 85% aqueous H2SO4 but only the hydrolyzed carboxylic acids 9 are generated when the β-nitrostyrenes 2 are reacted with Grignard reagents and worked up under the same condition. The nitrile oxides 7 can undergo 1,3-dipolar cycloaddition with alkenes or alkynes to generate 2-isoxazolines or isoxazoles. A one-pot synthesis of the [n,3,0] bicyclic (n = 3 or 4) compounds 23-27 by intramolecular nitrile oxide-olefin cycloadditions is reported.
Reactions of β-nitrostyrenes with Grignard reagents
Yao, Ching-Fa,Chen, Wen-Chang,Lin, Yu-Mei
, p. 6339 - 6342 (2007/10/03)
α-Phenyl-β-nitrostyrene 1a and β-nitrostyrene 1b react with Grignard reagents to generate hydroxyimoyl halides 3 or nitrile oxides 4 after workup with ice cold concentrated aqueous HX acid solution. Carboxylic acids 5 are the only products isolated from 1b and products 3 or 4 are still obtained from 1a when concentrated sulfuric acid solution is used.
