1548-61-4Relevant academic research and scientific papers
Kinetics of the reaction between 2-phenylpropionitrile and 2-chloro-5-nitrotrifluoromethylbenzene under phase-transfer catalysis
Calafat, Sofia Varela,Durantini, Edgardo N.,Chiacchiera, Stella M.,Silber, Juana J.
, p. 4659 - 4666 (2005)
Phase-transfer catalysis (PTC) is a widely accepted methodology in organic synthesis. Although a great number of organic syntheses were reported in PTC conditions, systematic kinetic studies are scarce. In the present report, a detailed study of the kinet
1,4-Substituted Triazoles as Nonsteroidal Anti-Androgens for Prostate Cancer Treatment
Ferroni, Claudia,Pepe, Antonella,Kim, Yeong Sang,Lee, Sunmin,Guerrini, Andrea,Parenti, Marco Daniele,Tesei, Anna,Zamagni, Alice,Cortesi, Michela,Zaffaroni, Nadia,De Cesare, Michelandrea,Beretta, Giovanni Luca,Trepel, Jane B.,Malhotra, Sanjay V.,Varchi, Greta
supporting information, p. 3082 - 3093 (2017/04/21)
Prostate cancer (PC) is the fifth leading cause of cancer death in men, and the androgen receptor (AR) represents the primary target for PC treatment, even though the disease frequently progresses toward androgen-independent forms. Most of the commerciall
Reactions of aryl 5-substituted-2-thiophenecarboxylates promoted by 4-Z-C6H4O-/4-Z-C6H4OH in 20 mol % DMSO(aq). Effect of nucleophile on acyl-transfer reaction
Pyun, Sang Yong,Paik, Kyu Cheol,Han, Man So,Cho, Bong Rae
, p. 2810 - 2814 (2016/02/05)
Nucleophilic substitution reactions of 5-XC4H2(S)C(O)OC6H3-2-Y-4-NO2 (1) promoted by 4-Z-C6H4O-/4-Z-C6H4OH in 20 mol % dimethyl sulfoxide (DMSO)(aq) have been studied kinetically. The reactions exhibited second-order kinetics with βacyl = -2.52 to -2.83, ρ(x) = 2.81-3.16, βnuc = 0.88-0.04 and βlg = -0.94, respectively. The results have been interpreted with an addition-elimination mechanism in which the nucleophilic attack occurs in the rate-determining step. Comparison with existing data reveals that the ratedetermining step changes from the second to the first step by the change in the nucleophile from R2NH/R2NH2+ to 4-Z-C6H4O-/4-Z-C6H4OH.
Discovery of N-(4-aryl-5-aryloxy-thiazol-2-yl)-amides as potent RORγt inverse agonists
Wang, Yonghui,Yang, Ting,Liu, Qian,Ma, Yingli,Yang, Liuqing,Zhou, Ling,Xiang, Zhijun,Cheng, Ziqiang,Lu, Sijie,Orband-Miller, Lisa A.,Zhang, Wei,Wu, Qianqian,Zhang, Kathleen,Li, Yi,Xiang, Jia-Ning,Elliott, John D.,Leung, Stewart,Ren, Feng,Lin, Xichen
, p. 5293 - 5302 (2015/11/10)
A novel series of N-(4-aryl-5-aryloxy-thiazol-2-yl)-amides as RORγt inverse agonists was discovered. Binding mode analysis of a RORγt partial agonist (2c) revealed by co-crystal structure in RORγt LBD suggests that the inverse agonists do not directly interfere with the interaction between H12 and the RORγt LBD. Detailed SAR exploration led to identification of potent RORγt inverse agonists such as 3m with a pIC50 of 8.0. Selected compounds in the series showed reasonable activity in Th17 cell differentiation assay as well as low intrinsic clearance in mouse liver microsomes.
COMPOSITION OF 5-NITROBENZOATE DERIVATIVES AS ANTI-METASTATIC AGENT THAT INHIBITS TUMOR CELL-INDUCED PLATELET AGGREGATION
-
Paragraph 0009; 0029, (2014/02/15)
Disclosed are 5-nitrobenzoate derivatives of Formula I, and the preparation method therefor, wherein R is referred to hydrogen (H), unsubstituted, mono-substituted, di-substituted or tri-substituted benzoyl moiety. 5-Nitrobenzoate derivatives of Formula I
Eliminations from (E)-2,4-dinitrobenzaldehyde O-aryloximes promoted by R3N/R3NH+ in 70 mol% MeCN(aq). Effects of leaving group and base-solvent on the nitrile-forming transition-state
Cho, Bong Rae,Pyun, Sang Yong
supporting information, p. 1030 - 1034 (2013/07/28)
Elimination reactions of (E)-2,4-(NO2)2C 6H2CH=NOC6H3-2-X-4-NO2 (1a-e) promoted by R3N/R3NH+ in 70 mol % MeCN(aq) have been studied kinetically. The reactions are second-order and exhibit Broensted β = 0.80- 0.84 and |βlg| = 0.39-0.42, respectively. For all leaving groups and bases employed in this study, the β and |βlg| values remained almost the same. The results can be described by a negligible pxy interaction coefficient, pxy = δβ/pKlg = δβlg/pK-azip 0, which describes the interaction between the base catalyst and the leaving group. The negligible pxy interaction coefficient is consistent with the (E1cb) irr mechanism. Change of the base-solvent system from R 3N/MeCN to R3N/R3NH+-70 mol % MeCN(aq) changed the reaction mechanism from E2 to (E1cb)irr. Noteworthy was the relative insensitivity of the transition state structure to the reaction mechanism change.
COMPOUNDS USEFUL AS RETINOID-RELATED ORPHAN RECEPTOR GAMMA MODULATORS
-
Page/Page column 28, (2012/08/08)
Disclosed are retinoid-related orphan receptor gamma (RORγ) modulators of Formula (I) and their use in the treatment of diseases mediated by RORγ, wherein the radicals have the meanings as defined in the invention.
Photochemistry of flutamide in various media: Investigation of the reaction mechanism as revealed by external magnetic field effects on product yields
Udagawa, Chikako,Fukuyoshi, Shuichi,Morimoto, Shotaro,Tanimoto, Yoshifumi,Nakagaki, Ryoichi
experimental part, p. 57 - 63 (2012/04/04)
Photochemistry of an anticancer drug flutamide, 2-methyl-N-[4-nitro-3- (trifluoromethyl) phenyl] propanamide has been investigated in various media in the absence and presence of 0.1 T magnetic field. On photoexcitation flutamide gives rise to a phenol de
Synthesis of phenol, aromatic ether, and benzofuran derivatives by copper-catalyzed hydroxylation of aryl halides
Zhao, Dongbing,Wu, Ningjie,Zhang, Shuai,Xi, Peihua,Su, Xiaoyu,Lan, Jingbo,You, Jingsong
supporting information; experimental part, p. 8729 - 8732 (2010/01/16)
A smooth operator: The copper-catalyzed synthesis of phenols from aryl halides was carried out under relatively mild reaction conditions. Alkyl aryl ethers and benzofurans could also be prepared smoothly by one-pot domino protocols based on hydroxylation of aryl iodides (see scheme).
Novel liquid-crystalline mesogens and main-chain chiral smectic thiol-ene polymers based on trifluoromethylphenyl moieties
Yang, Hong,Wang, Lixing,Shao, Renfan,Clark, Noel A.,Ortega, Josu,Etxebarria, Jesus,Albouy, Pierre-Antoine,Walba, David M.,Keller, Patrick
supporting information; experimental part, p. 7208 - 7215 (2010/05/18)
The synthesis and characterization of a series of novel liquid-crystalline molecules containing a trifluoromethylphenyl core or a 2,3-bis(trifluoromethyl) phenyl core is described. All trifluoromethylphenyl-containing compounds (W530, W551, and W558) have mesomorphic properties while 2,3-bis(trifluoromethyl) phenyl-containing compounds (W555, W556, W557) are room-temperature crystals without mesophases. Thereafter, based on the chemical structure of W558, to pursue a mesogen with a large electroclinic effect in the SmA* phase for development into electromechanical actuators, a chiral smectic thiol-ene monomer (K0901) is synthesized and polymerized in organic solvents. The polymer is characterized by GPC, DSC, PLM, XRD and shows an expected I-SmA* -Glass phase sequence though the electroclinic effect is relatively small.
