4072-14-4Relevant academic research and scientific papers
Discovery of a potent and orally available acyl-CoA: Cholesterol acyltransferase inhibitor as an anti-atherosclerotic agent: (4-Phenylcoumarin) acetanilide derivatives
Ogino, Masaki,Fukui, Seiji,Nakada, Yoshihisa,Tokunoh, Ryosuke,Itokawa, Shigekazu,Kakoi, Yuichi,Nishimura, Satoshi,Sanada, Tsukasa,Fuse, Hiromitsu,Kubo, Kazuki,Wada, Takeo,Marui, Shogo
body text, p. 1268 - 1273 (2011/11/06)
Acyl-CoA: cholesterol acyltransferase (ACAT) is an intracellular enzyme that catalyzes cholesterol esterification. ACAT inhibitors are expected to be potent therapeutic agents for the treatment of atherosclerosis. A series of potent ACAT inhibitors based on an (4-phenylcoumarin)acetanilide scaffold was identified. Evaluation of the structure-activity relationships of a substituent on this scaffold, with an emphasis on improving the pharmacokinetic profile led to the discovery of 2-[7-chloro-4-(3-chlorophenyl)-6-methyl-2-oxo-2H-chromen-3- yl]-N-[4-chloro-2-(trifluoromethyl)phenyl]acetamide (23), which exhibited potent ACAT inhibitory activity (IC50=12 nM) and good pharmacokinetic profile in mice. Compound 23 also showed regressive effects on atherosclerotic plaques in apolipoprotein (apo)E knock out (KO) mice at a dose of 0.3 mg/kg per os ( p.o.).
Synthesis and evaluation of [2-(4-quinolyloxy)phenyl]methanone derivatives: Novel selective inhibitors of transforming growth factor-β kinase
Shimizu, Toshiyuki,Kimura, Kaname,Sakai, Teruyuki,Kawakami, Kazuki,Miyazaki, Tetsuko,Nakouji, Masayoshi,Ogawa, Akira,Ohuchi, Hitomi,Shimizu, Kiyoshi
supporting information; experimental part, p. 3326 - 3329 (2009/04/06)
We synthesized and evaluated various [2-(4-quinolyloxy)phenyl]methanone derivatives. These compounds had novel chemical structures that were distinct from those of previously reported inhibitors. Biological data suggested that these compounds inhibited transforming growth factor-β signaling by interacting with the ATP-binding pocket of the transforming growth factor-β type I receptor kinase domain. Here, we report on the synthesis and structure-activity relationships of the compounds in this series.
CHELATES FROM THE REACTIONS OF CARBOXYLIC ACIDS WITH 3,4-XYLENOL IN THE PRESENCE OF BORON TRIFLUORIDE ETHER COMPLEX
Starkov, S. P.,Panasenko, A. I.,Volkotrub, M. N.,Zhidkova, L. A.
, p. 288 - 289 (2007/10/02)
Reactions of 3,4-xylenol with acetic, propionic, butyric, valeric, phenylacetic, and benzoic acids catalyzed by boron trifluoride ether complex give hitherto unknown BF2-containing chelates, which are converted into the corresponding ketones when heated with aqueous ethanol.The chelates and ketones were characterized by spectral data.
Synthesis of vicinal 2,3-dialkyl-6-hydroxybenzophenones by titanium tetrachloride catalyzed Fries rearrangement of 3,4-dialkylphenyl benzoates
Martin,Demerseman
, p. 738 - 740 (2007/10/02)
The titanium(IV) chloride-mediated Fries rearrangement of 3,4-dialkylphenyl benzoates 1 yields mainly 4,5-dialkyl-2-hydroxybenzophenones 2 in high yield. We describe here a new access to the unknown vicinal 2,3-dialkyl-6-hydroxybenzophenones 3, which is b
