38926-86-2Relevant articles and documents
Structural study on a naturally occurring terphenyl quinone
Nakazaki, Atsuo,Huang, Wen-Yu,Koga, Kazushi,Yingyongnarongkul, Boon-Ek,Boonsombat, Jutatip,Sawayama, Yusuke,Tsujimoto, Takashi,Nishikawa, Toshio
, p. 1529 - 1532 (2013)
Two terphenyl quinones were synthesized for a structural study on a naturally occurring biologically active terphenyl quinone. 3-Methoxy-5,6- diphenylcyclohexa-3,5-dien-1,2-dione, a possible structure proposed by our analysis of the NMR spectra, was synthesized by Suzuki-Miyaura coupling and subsequent oxidation of the resulting substituted phenol, although not being identical to the natural product. Recently isolated 3-methoxy-2,5- diphenylcyclohexa-2,5-dien-1,4-dione was synthesized from a commercially available 2,5-diphenyl-1,4-benzoquinone in three steps in a good overall yield, and its NMR spectra were identical to those of the natural product.
Ionoelectronics: Cooperative complexation properties of a functionalized crown ether substituted phthalocyanine
Pernin,Simon
, p. 457 - 478 (2007/10/03)
Phthalocyanine and lutetium bisphthalocyanine derivatives functionalized with crown - ether moieties and a carboxylic ester terminated side chain, are synthesized and characterized. The complexation properties towards potassium ion are studied by UV - vis
POTENTIAL ANTIDEPRESSANTS AND SELECTIVE INHIBITORS OF 5-HYDROXYTRYPTAMINE RE-UPTAKE IN THE BRAIN: SYNTHESIS OF SEVERAL POTENTIAL METABOLITES OF MOXIFETIN AND OF TWO A-RING FLUORINATED ANALOGUES
Sindelar, Karel,Pomykacek, Josef,Holubek, Jiri,Svatek, Emil,Valchar, Martin,et al.
, p. 459 - 477 (2007/10/02)
A series of potential metabolites of the potent inhibitor of 5-hydroxytryptamine re-uptake in the brain structures - moxifetin (I) - i.e. the O-methylated and hydroxylated, further methoxylated, and N-monodemethylated analogues (III-VII, IX, and X) was synthesized from the acids XV, XIX, XXIIIa, XXIIIb, XXVIIa, and XXVIIb.The synthesis of III and V proceeded with protection of one hydroxyl group by benzyl and by the final debenzylation by short heating with hydrobromic acid.Compound IV was obtained by partial demethylation of N,N-dimethyl-(3,4-dimethoxyphenylthio)benzylamine with sodium 4-toluenethiolate.Synthesis of VI, VII, IX, and X proceeded without protection of the hydroxyl group via the mixed anhydrides of the mentioned acids and methanesulfonic acid which were coupled with dimethylamine and the dimethylamides obtained were directly reduced to the final products.Two A-ring fluorinated analogues of I, i.e.VIII and XI were prepared from the acids XXIIIc and XXVIIc via acid chlorides, dimethylamides, and amines XXVIc and XXXc.The final step was demethylation by heating with hydrobromic acid.The N-oxide XII was obtained by oxidation of I with hydrogen peroxide in ethanol.Compounds III (VUFB-18285) and especially XI (VUFB-17724) were found to be selective inhibitors of the 5-hydroxytryptamine re-uptake in the brain.Some compounds (IV, VI, VII, X) indicate a similar type of activity.In addition to II (described previously), compounds IV and V were found to be moxifetin metabolites in the animals.
