23074-57-9Relevant articles and documents
Pyridine C-region analogs of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists
Ryu, Hyungchul,Seo, Sejin,Lee, Jee-Young,Ha, Tae-Hwan,Lee, Sunho,Jung, Aeran,Ann, Jihyae,Kim, Sung-Eun,Yoon, Suyoung,Hong, Mannkyu,Blumberg, Peter M.,Frank-Foltyn, Robert,Bahrenberg, Gregor,Schiene, Klaus,Stockhausen, Hannelore,Christoph, Thomas,Frormann, Sven,Lee, Jeewoo
, p. 101 - 108 (2015/03/05)
A series of pyridine derivatives in the C-region of N-((6-trifluoromethyl-pyridin-3-yl)methyl) 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides were investigated as hTRPV1 antagonists. The SAR analysis indicated that 6-difluorochloromethyl pyridine derivatives were the best surrogates of the C-region for previous leads. Among them, compound 31 showed excellent antagonism to capsaicin as well as to multiple hTRPV1 activators. It demonstrated stronganalgesic activity in the formalin test in mice with full efficacy and it blocked capsaicin-induced hypothermia in vivo.
Protected propargylic acetals. Nicholas-Prins cyclization leading to functionalized 2-alkynyl-tetrahydropyrans. Intramolecular trapping by allenes
Olier, Clarisse,Gastaldi, Stéphane,Gil, Gérard,Bertrand, Michèle P.
, p. 7801 - 7804 (2008/03/11)
Dicobalt hexacarbonyl complexes derived from propargylic acetals undergo Lewis acid-mediated Nicholas-Prins cyclization in the presence of homoallylic alcohols. The trapping of the resulting cyclic carbocation enables the synthesis of a series of functionalized tetrahydropyrans. The complexation of the triple bond contributes to the suppression of the side reactions and very significantly increases both the yield and the diastereoselectivity of the reaction. Homoallenic alcohols lead to dienic compounds through proton elimination.
THE TWO STAGES OF THE ACID-CATALYZED HYDRATION OF 1-ALKOXY-1-BUTEN-3-YNES AND THE EFFECT OF CIS-TRANS ISOMERISM
Vavilova, A. N.,Trofimov, B. A.,Volkov, A. N.,Keiko, V. V.
, p. 809 - 812 (2007/10/02)
The kinetics of the acid-catalyzed hydrolysis of alkoxybutenynes under mild conditions were studied, and this made it possible to measure the rate of the first stage of the reaction.It was shown that the reaction rate depends on the configuration of the initial alkoxybutenynes.