458-09-3Relevant articles and documents
Design and optimization of novel 4-(2-fluorophenoxy)quinoline derivatives bearing a hydrazone moiety as c-Met kinase inhibitors
Liao, Weike,Xu, Chen,Ji, Xiaohui,Hu, Gang,Ren, Lixiang,Liu, Yajing,Li, Ruijuan,Gong, Ping,Sun, Tiemin
, p. 508 - 518 (2015/01/09)
A series of 4-(2-fluorophenoxy)quinoline derivatives containing an acylhydrazone moiety were designed, synthesized and evaluated for their in vitro biological activities against c-Met kinase and five cancer cell lines (A549, H460, HT-29, MKN-45, and U87MG). Most compounds showed weak to excellent antiproliferative activity. The most promising analog, 40 (c-Met IC50 Combining double low line 1.86 nM), displayed 1.3-, 6.8-, 1.5-, 3.5-fold increase against HT-29, H460, A549 and U87MG cell lines, respectively, compared with Foretinib. An analysis of structure-activity relationships revealed that an acylhydrazone scaffold with an unsubstituted sp2 hybridized carbon adjacent to the 4-CF3 phenyl ring is favorable for antitumor activity.
P-Hydroxyphenacyl photoremovable protecting groups Robust photochemistry despite substituent diversity
Givens, Richard S.,Stensrud, Kenneth,Conrad, Peter G.,Yousef, Abraham L.,Perera, Chamani,Senadheera, Sanjeewa N.,Heger, Dominik,Wirz, Jakob
scheme or table, p. 364 - 384 (2011/06/22)
A broadly based investigation of the effects of a diverse array of substituents on the photochemical rearrangement of p-hydroxyphenacyl esters has demonstrated that common substituents such as F, MeO, CN, CO2R, CONH2, and CH3 have little effect on the rate and quantum efficiencies for the photo-Favorskii rearrangement and the release of the acid leaving group or on the lifetimes of the reactive triplet state. A decrease in the quantum yields across all substituents was observed for the release and rearrangement when the photolyses were carried out in buffered aqueous media at pHs that exceeded the ground-state pKa of the chromophore where the conjugate base is the predominant form. Otherwise, substituents have only a very modest effect on the photoreaction of these robust chromophores.
Synthesis and Properties of Optically Active Phenoxypropionates. Effect of Halogeno Substituent in the Core on Physical Properties
Sugita, Shin-Ichi,Toda, Susumu,Yoshiyasu, Takashi,Teraji, Tsutomu
, p. 399 - 406 (2007/10/02)
Chiral phenoxypropionates having halogenated 2,5-diphenylpyrimidine cores were synthesized and the effect of a halogeno-substituent on the physical properties such as mesomorphic behavior, spontaneous polarization (Ps) and response time (τ) were investigated.The introduction of a halogen atom to the phenyl ring of 2,5-diphenylpyrimidine core led to a decrease in the thermal stability of mesophases.The Ps values in the achiral host liquid crystal mixture were increased by introducing the halogen atom.However, response times were not improved. - Keywords: ferroelectric liquid crystal, phenoxypropionate, halogeno-substituent
USE OF QSAR IN DESIGN OF ANTIINFLAMMATORY FLUORINATED ARYLALKANOIC ACIDS
Kuchar, Miroslav,Grimova, Jaroslava,Rejholec, Vaclav,Tomkova, Hana,Jelinkova, Magda,Holubek, Jiri
, p. 296 - 306 (2007/10/02)
A series of 3-fluoro-4-alkoxyphenylalkanoic acids III was synthetized and their antiinflammatory activity and fibrinolytic capacity was evaluated.The suitable fluorinated derivative with better pharmacological profile than 3-chloro-4-benzyloxyphenylacetic acid (benzofenac) was selected.Experimental, biological activities of acids III were compared with those calculated by introducing the physico-chemical parameters into the formerly derived regression equations.Good coincidence was found out, as well as similarity of the regression equations derived for the originalseries of acids extended by the acids III.Lipophilicity of the acids under study was evaluated by partition thin-layer chromatography; the values of log P of benzyloxy derivatives IIIc-IIIf were lower than tabulated values - probably due to the intramolecular hydrophobic interactions of aromatic nuclei.
