28819-30-9Relevant articles and documents
Mechanism of generation of: Closo -decaborato amidrazones. Intramolecular non-covalent B-H?π(Ph) interaction determines stabilization of the configuration around the amidrazone CN bond
Burianova, Valeria K.,Bolotin, Dmitrii S.,Mikherdov, Alexander S.,Novikov, Alexander S.,Mokolokolo, Pennie Petrus,Roodt, Andreas,Boyarskiy, Vadim P.,Dar'In, Dmitry,Krasavin, Mikhail,Suslonov, Vitalii V.,Zhdanov, Andrey P.,Zhizhin, Konstantin Yu.,Kuznetsov, Nikolay T.
supporting information, p. 8693 - 8703 (2018/06/08)
Three types of N(H)-nucleophiles, viz. hydrazine, acetyl hydrazide, and a set of hydrazones, were used to study the nucleophilic addition to the CN group of the 2-propanenitrilium closo-decaborate cluster (Ph3PCH2Ph)[B10H9NCEt], giving N-closo-decaborato amidrazones. A systematic mechanistic study of the nucleophilic addition is provided and included detailed synthetic, crystallographic, computational and kinetic work. As a result, two possible mechanisms have been proposed, which consist of firstly a consecutive incorporation of two Nu(H) nucleophiles, with the second responsible for a subsequent rapid proton exchange. The second possible mechanism assumes a pre-formation of a dinuclear [Nu(H)]2 species which subsequently proceeds with the nucleophilic attack on the boron cluster. The activation parameters for hydrazones indicate a small dependence on bond formation [ΔH? = 6.8-15 kJ mol-1], but significantly negative entropies of activation [ΔS? ranges from -139 to -164 J K-1 mol-1] with the latter contributing some 70-80% of the total Gibbs free energy of activation, ΔG?. In the X-ray structure of (Z)-(Ph3PCH2Ph)[B10H9N(H)C(Et)NHNCPh2], very rare intramolecular non-covalent B-H?π(Ph) interactions were detected and studied by DFT calculations (M06-2x/6-311++G?? level of theory) and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method). The estimated strength of these non-covalent interactions is 0.8-1.4 kcal mol-1.
INHIBITORS OF MITOTIC KINESIN
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Page/Page column 44, (2010/11/25)
The present invention relates to compounds useful as inhibitors of KSP and methods for the treatment or prevention of cellular proliferative diseases.
3,5-Diphenyl-1H-1,2,4-triazoles pharmaceutical compositions and uses
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, (2008/06/13)
3,5-diphenyl-1H-1,2,4-triazoles with contragestational activity of the following formula STR1 wherein R may be located on one or the other of the two adjacent nitrogen atoms and may represent hydrogen or a group R5 CO-- wherein R5 is an aliphatic saturated or unsaturated hydrocarbyl containing from 1 to 20 carbon atoms, R1, R2 and R3, each independently are selected from hydrogen, lower alkyl and lower alkoxy or R2 and R3 together may represent a methylenedioxy group, and R4 is an aliphatic saturated or unsaturated hydrocarbyl group of from 1 to 20 carbons, with the proviso that when R is hydrogen or an R5 CO-- group wherein R5 contains 4 or less carbon atoms, R4 must contain 5 or more carbons. These compounds have proven to be highly effective in terminating pregnancy in several animal species after a single parenteral injection.