39980-20-6Relevant articles and documents
Design, synthesis, biological evaluation and molecular docking study of novel thieno[3,2-d]pyrimidine derivatives as potent FAK inhibitors
Chen, Yixuan,Cheng, Maosheng,Hao, Chenzhou,Wang, Ruifeng,Wu, Tianxiao,Yang, Bowen,Yu, Sijia,Zhao, Dongmei,Zhao, Xiangxin
, (2020/01/08)
A series of 2,7-disubstituted-thieno[3,2-d]pyrimidine derivatives were designed, synthesized and evaluated as novel focal adhesion kinase (FAK) inhibitors. The novel 2,7-disubstituted-thieno[3,2-d]pyrimidine scaffold has been designed as a new kinase inhibitor platform that mimics the bioactive conformation of the well-known diaminopyrimidine motif. Most of the compounds potently suppressed the enzymatic activities of FAK and potently inhibited the proliferation of U-87MG, A-549 and MDA-MB-231 cancer cell lines. Among these derivatives, the optimized compound 26f potently inhibited the enzyme (IC50 = 28.2 nM) and displayed stronger potency than TAE-226 in U-87MG, A-549 and MDA-MB-231 cells, with IC50 values of 0.16, 0.27, and 0.19 μM, respectively. Compound 26f also exhibited relatively less cytotoxicity (IC50 = 3.32 μM) toward a normal human cell line, HK2. According to the flow cytometry results, compound 26f induced the apoptosis of MDA-MB-231 cells in a dose-dependent manner and effectively arrested MDA-MB-231 cells in G0/G1 phase. Further investigations revealed that compound 26f potently suppressed the migration of MDA-MB-231 cells. Collectively, these data support the further development of compound 26f as a lead compound for FAK-targeted anticancer drug discovery.
Polyethylene glycol-promoted dialkyl, aryl/heteroaryl phosphonates
Naidu, K. Reddi Mohan,Dadapeer, Naidu E.,Reddy, C. Bhupendra,Rao, A. Janardhan,Reddy, C. Suresh,Raju, C. Naga
experimental part, p. 3462 - 3468 (2011/09/16)
A new, straightforward polyethylene glycol-promoted method for Michaelis-Arbuzov rearrangement has been described.
Synthesis of aryl(difluoromethylenephosphonates) via electrophilic fluorination of α-carbanions of benzylic phosphonates with N- fluorobenzenesulfonimide.
Taylor, Scott D.,Kotoris, Christopher C.,Dinaut, A. Nicole,Chen, Mei-Jin
, p. 1691 - 1714 (2007/10/03)
The electrophilic fluorination of a wide variety of benzylic phosphonates with N-fluorobenzenesulfonimide has been examined. The fluorination reaction proceeds well in the presence of an array of functional groups such as nitro, bromo, ketone, ester, phenyl and ether groups. Phenyl and biphenyl derivatives containing two α,α-difluoromethylenephosphonate groups can also be prepared. This procedure is compatible with methyl or ethyl phosphonate esters but not with t-butyl esters or with benzylic phosphonates containing an additional benzylic moiety at the para-position.
The synthesis of an electronically asymmetric substituted poly(arylenevinylene); poly{2-(2′-ethylhexyloxy)-5-[(E)-4″-nitrostyryl]-1,4- phenylenevinylene}
Gordon, John,Sheldon, Timothy J.,Bradley, Donal D. C.,Burn, Paul L.
, p. 1253 - 1258 (2007/10/03)
We have found that by the inclusion of a conjugated spacer it is possible to synthesise a poly(1,4-phenylenevinylene) derivative with an electron-withdrawing group attached directly from the substituted monomer. We describe a route for the synthesis of an electronically asymmetric styryl-derivatised poly(1,4-phenylenevinylene). The preparation was achieved in two steps from the nitrostyryl-substituted arylenedimethylene bisbromo monomer 13. In the first step, base-induced polymerisation of 13 afforded the soluble and processible precursor polymer 14. The precursor polymer 14 could then be converted in the second step to the insoluble and unprocessible conjugated polymer 15 by thermal treatment in the solid state.
Reactivity of the acids of trivalent phosphorus and their derivatives. Part VI. The reaction of the >P-O- anions with benzyl bromides para-substituted in the phenyl ring
Witt, Dariusz,Rachon, Janusz
, p. 169 - 187 (2007/10/03)
The reaction of p-substituted benzyl bromides with the >P-O- ions in THF, alcohols and toluene as the solvents is described. According to the reduction potential of the p-substituted benzyl bromides and the solvent used the formation of the P-C bond, debromination and/or dimerization occur. The principal process is believed to be X-philic substitution, the dimers are formed through a secondary process via SET from the p-substituted benzyl anions into the p-substituted benzyl bromides.
REACTIVITY OF THE ACIDS OF TRIVALENT PHOSPHORUS AND THEIR DERIVATIVES. PART IV. THE REACTION OF DIALKYLPHOSPHITE ANIONS WITH NITROBENZYL BROMIDES
Witt, Dariusz,Rachon, Janusz
, p. 33 - 48 (2007/10/03)
The reaction of o-, m- and p-nitrobenzyl bromide with sodium dimethylphosphite as well as sodium diisopropylphosphite in THF and alcohols as the solvent is described.According to the constitution of the starting materials and the solvents used, the formation of the P-C bond, debromination or dimerization occurs.The principal process in o- and p-nitrobenzyl bromide and >P-O- anion systems is believed to be X-philic substitution, the dimer is formed through a secondary process via SET from the nitrobenzyl anion to nitrobenzyl bromide.Electron-transfer and proton-transfer processes in the nitrobenzyl bromide->P-O- systems are also discussed.Key words: o-, m- and p-nitrobenzyl bromides, dialkyl phosphites, Michaelis-Becker reaction, X-philic substitution, SET.
The potential application of catalytic antibodies to protecting group removal: Catalytic antibodies with broad substrate tolerance
Li,Hilton,Janda
, p. 2123 - 2127 (2007/10/02)
A catalytic antibody was developed to selectively cleave the alcohol ester of 4-nitrophenylacetyl moiety while also tolerating a wide variety of structural variation on the alcohol portion of the molecule. The basis to the success of this study was that antibody epitope recognition was directed toward only key elements contained within the 4-nitrophenylacetyl group and not the entire haptenic molecule. This study offers the potential application of catalytic antibodies as practical reagents for the selective deprotection of complex multifunctionalized molecules possessing class similar protecting groups. Such a chemoabzymatic approach could eventually minimize synthetic complications which can arise from functional group protection in the synthesis of complex natural products.
Allylsulfoxide enzyme inhibitors
-
, (2008/06/13)
Organic sulfoxides having a latent allyl group bound to the sulfur are enzyme inhibitors of the suicide or Kcat type.
