119806-03-0Relevant articles and documents
Syntheses and Characterisation of Bisphenyl- and Biscyclohexyl-4,4'-bibenzyldicarboxylates
Boberg, Friedrich,Kusserow, Joachim,Mueller, Enno,Reddig, Wolfram
, p. 316 - 320 (1993)
A one pot syntheses gives bisphenyl-4,4'-bibenzyldicarboxylates (2) or biscyclohexyl-4,4'-bibenzyldicarboxylates (3) from bibenzyl (4) and phenols (5) or cyclohexanols (6). 20 compounds 2 and 3 with substituents in the p-position of the peripheric rings have been synthesized; liquid crystalline data are given.
Synthesis and structure-activity analysis of new phosphonium salts with potent activity against African trypanosomes
Taladriz, Andrea,Healy, Alan,Flores Pérez, Eddysson J.,Herrero García, Vanessa,Ríos Martínez, Carlos,Alkhaldi, Abdulsalam A. M.,Eze, Anthonius A.,Kaiser, Marcel,De Koning, Harry P.,Chana, Antonio,Dardonville, Christophe
supporting information; experimental part, p. 2606 - 2622 (2012/06/01)
A series of 73 bisphosphonium salts and 10 monophosphonium salt derivatives were synthesized and tested in vitro against several wild type and resistant lines of Trypanosoma brucei (T. b. rhodesiense STIB900, T. b. brucei strain 427, TbAT1-KO, and TbB48). More than half of the compounds tested showed a submicromolar EC50 against these parasites. The compounds did not display any cross-resistance to existing diamidine therapies, such as pentamidine. In most cases, the compounds displayed a good selectivity index versus human cell lines. None of the known T. b. brucei drug transporters were required for trypanocidal activity, although some of the bisphosphonium compounds inhibited the low affinity pentamidine transporter. It was found that phosphonium drugs act slowly to clear a trypanosome population but that only a short exposure time is needed for irreversible damage to the cells. A comparative molecular field analysis model (CoMFA) was generated to gain insights into the SAR of this class of compounds, identifying key features for trypanocidal activity.
Regioselective Chlorocarbonylation of Polybenzyl Cores and Functionalization Using Dendritic and Organometallic Nucleophiles
Valerio, Christine,Moulines, Francoise,Ruiz, Jaime,Blais, Jean-Claude,Astruc, Didier
, p. 1996 - 2002 (2007/10/03)
Regiospecific chlorocarbonylation of the polybenzyl cores PhCH2CH2Ph, C6(CH2CH2Ph)6, 7, and {CH(CH2Ph)2}4-1,2,4,5-C6H 2, 8, in the para position of the benzyl groups gives the chlorocarbonyl derivatives 2, 9, and 10, respectively, in good yields. The octachlorocarbonyl derivative 10 reacts with Newkome's aminotripod NH2C(CH2OCH2CH2CN)3 to give the 24-nitrile dendrimer 13 which is characterized by its molecular peak in the MALDITOF mass spectrum and with (5-aminopentyl)-1-ferrocene to give the octaferrocene complex 14. Reactions of 2, 9, and 10 with sodium methanolate in methanol gives the methyl esters 3, 15, and 16 which are reduced by LiAlH4 to the primary alcohols 4, 17, and 18; reactions of these alcohols with NaI and BF3·Et2O yield the iodomethyl derivatives 5, 19, and 20. The organoiron nucleophile [FeIICp(η5-C6Me5CH 2)], 1, reacts with 5, 19, and 20 leading to C-C bond formation and recovery of the aromatic structure of the ligand. This reaction with 5 yields a soluble complex, [FeIICp(η6-C6Me5CH 2CH2C6H4CH2-)] 2, 6, in which the two redox groups, separated by 14 carbon atoms, are independent, being reversibly reduced at approximately the same potential in an overall two-electron wave recorded by cyclic voltammetry. The analogous reaction with 19 and 20, however, gave almost insoluble hexa- and octa-iron complexes 21 and 22 with mediocre purities.
Synthesis and Properties of Diethyl 5,10-Dihetera-5,10-dihydroindenoindene-2,7-dicarboxylates
Kaszynski, Piotr,Dougherty, Dennis A.
, p. 5209 - 5220 (2007/10/02)
A series of six heterocyclic diesters 1b-6b containing all combinations of nitrogen, sulfur, and selenium has been prepared from a common precursor, diethyl 2,2'-dinitrostilbene-4,4'-dicarboxylate.Electrochemical analysis showed oxidation potential increases in the order NA liquid crystals.A new synthetic method leading to the indoloindazole ring system has been found.
