572912-96-0Relevant articles and documents
Rhodium-Catalyzed ipso-Borylation of Alkylthioarenes via C-S Bond Cleavage
Uetake, Yuta,Niwa, Takashi,Hosoya, Takamitsu
supporting information, p. 2758 - 2761 (2016/06/15)
Rhodium-catalyzed transformation of alkyl aryl sulfides into arylboronic acid pinacol esters via C-S bond cleavage is reported. In combination with transition-metal-catalyzed sulfanyl group-guided regioselective C-H borylation reactions of alkylthioarenes, this method allows the synthesis of a diverse range of multisubstituted arenes.
Synthesis of heteroaromatic analogues of (2-aryl-1-cyclopentenyl-1-alkylidene)-(arylmethyloxy)amine COX-2 inhibitors: Effects on the inhibitory activity of the replacement of the cyclopentene central core with pyrazole, thiophene or isoxazole ring
Balsamo, Aldo,Coletta, Isabella,Guglielmotti, Angelo,Landolfi, Carla,Mancini, Francesca,Martinelli, Adriano,Milanese, Claudio,Minutolo, Filippo,Nencetti, Susanna,Orlandini, Elisabetta,Pinza, Mario,Rapposelli, Simona,Rossello, Armando
, p. 157 - 168 (2007/10/03)
Several heteroaromatic analogues of (2-aryl-1-cyclopentenyl-1-alkylidene)-(arylmethyloxy)amine COX-2 inhibitors, in which the cyclopentene moiety was replaced by pyrazole, thiophene or isoxazole ring, were synthesized, in order to verify the influence of the different nature of the central core on the COX inhibitory properties of these kinds of molecules. Among the compounds tested, only the 3-(p-methylsulfonylphenyl) substituted thiophene derivatives 17 and 22, showed a certain COX-2 inhibitory activity, accompanied by an appreciable COX-2 versus COX-1 selectivity. Only one of the 1-(p-methylsulfonylphenyl)pyrazole compounds (16) displayed a modest inhibitory activity towards both type of isoenzymes, while the pyrazole 1-(p-aminosulfonylphenyl) substituted 12 proved to be significantly active only towards COX-1. All the isoxazole derivatives were inactive on both COX isoforms.
Chemistry and pharmacokinetics of diarylthiophenes and terphenyls as selective COX-2 inhibitors
Pinto, Donald J.P.,Copeland, Robert A.,Covington, Maryanne B.,Pitts, William J.,Batt, Douglas G.,Orwat, Michael J.,Lam, Gilbert N.,Joshi, Amita,Chan, Yuk-Charn,Wang, Shuaige,Trzaskos, James M.,Magolda, Ronald L.,Kornhauser, David M.
, p. 2907 - 2912 (2007/10/03)
DuP697, 2-bromo-4-(4'-sulfonylmethyl)phenyl-5-(4'-fluoro)phenylthiophene, is a selective type 2 cyclooxygenase (COX-2) inhibitor. Its relatively weak COX-2 selectivity coupled with a poor human pharmacokinetic profile led us to seek improvements on the in vitro selectivity while at the same time, addressing some of its pharmacokinetic liabilities. In this paper we discuss some strategies at solving the PK issue within a class of COX-2 inhibitors. The result of these efforts led to the discovery of a new class of COX-2 inhibitors the terphenyls, which prove to be superior alternatives to the diarylthiophenes.
