131153-94-1Relevant 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)
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.
Regioselective synthesis of rare 3-halomethylphenols based on formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes
Lubbe, Mathias,Mamat, Constantin,Langer, Peter
body text, p. 1684 - 1686 (2009/05/30)
The cyclization of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with halo-substituted enones afforded 3-difluorochloromethyl-, 3-difluorobromomethyl- , 3-dichloromethyl-, and 3-trichloromethylphenols with very good regioselectivity. The hydrolysis of the dichloromethyl group gave functionalized 3-formylphenols, which are not readily available by other methods. Thieme Stuttgart.
