59886-58-7Relevant articles and documents
Substituent effects on the isomerization of hydrazone switches driven by the intramolecular hydrogen bond
Lu, Chaocao,Htan, Bu,Fu, Shitao,Ma, Chunmiao,Gan, Quan
, p. 4010 - 4016 (2019/07/03)
In this work, the substituent effects on hydrogen bonding in one kind of hydrazone-based switch are revealed. The E/Z isomerization ratios of these hydrazones and their intramolecular hydrogen bond strengths in the Z form were evaluated using NMR technique. Linear correlations between these parameters and Hammett empirical values for substituent effects are explored as well.
MANGANESE-CATALYSED HYDROGENATION OF ESTERS
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Page/Page column 49; 50, (2019/08/06)
The present invention relates to the field of catalytic hydrogenation and, more particularly, to methods of manganese-catalysed hydrogenation of esters to alcohols. Advantageously, where the esters are chiral, the hydrogenations proceed with high or complete stereochemical integrity..
Iridium-catalyzed highly efficient chemoselective reduction of aldehydes in water using formic acid as the hydrogen source
Yang, Zhanhui,Zhu, Zhongpeng,Luo, Renshi,Qiu, Xiang,Liu, Ji-Tian,Yang, Jing-Kui,Tang, Weiping
supporting information, p. 3296 - 3301 (2017/07/28)
A water-soluble highly efficient iridium catalyst is developed for the chemoselective reduction of aldehydes to alcohols in water. The reduction uses formic acid as the traceless reducing agent and water as a solvent. It can be carried out in air without the need for inert atmosphere protection. The products can be purified by simple extraction without any column chromatography. The catalyst loading can be as low as 0.005 mol% and the turn-over frequency (TOF) is as high as 73 800 mol mol-1 h-1. A wide variety of functional groups, such as electron-rich or deficient (hetero)arenes and alkenes, alkyloxy groups, halogens, phenols, ketones, esters, carboxylic acids, cyano, and nitro groups, are all well tolerated, indicating excellent chemoselectivity.
METAL CHELATOR FOR INDUCTION OF HSP70
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Paragraph 0057-0060, (2017/01/31)
PROBLEM TO BE SOLVED: To provide a compound having HSP70 induction activity and useful as nerve protectant, antiviral agent, gastric mucosa protectant, multiple myeloma therapeutic agent, melanogenesis inhibitor and the like, and a pharmaceutical composition or a cosmetic composition comprising the compound. SOLUTION: The present invention provides an analog of the following HPH, and a pharmaceutical composition or a cosmetic composition comprising the analog. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
Enantioselective epoxidation of olefins with H2O2 catalyzed by bioinspired aminopyridine manganese complexes
Shen, Duyi,Qiu, Bin,Xu, Daqian,Miao, Chengxia,Xia, Chungu,Sun, Wei
supporting information, p. 372 - 375 (2016/02/19)
A novel family of bioinspired manganese(II) complexes bearing chiral aminopyridine ligands that possessed additional aromatic groups and strong donating dimethylamino groups were synthesized and characterized. These manganese complexes exhibited efficient
Novel metal chelating molecules with anticancer activity. Striking effect of the imidazole substitution of the histidine-pyridine-histidine system
Ali, Taha F.S.,Iwamaru, Kana,Ciftci, Halil Ibrahim,Koga, Ryoko,Matsumoto, Masahiro,Oba, Yasunori,Kurosaki, Hiromasa,Fujita, Mikako,Okamoto, Yoshinari,Umezawa, Kazuo,Nakao, Mitsuyoshi,Hide, Takuichiro,Makino, Keishi,Kuratsu, Jun-Ichi,Abdel-Aziz, Mohamed,Abuo-Rahma, Gamal El-Din A.A.,Beshr, Eman A.M.,Otsuka, Masami
, p. 5476 - 5482 (2015/11/10)
Previously we have reported a metal chelating histidine-pyridine-histidine system possessing a trityl group on the histidine imidazole, namely HPH-2Trt, which induces apoptosis in human pancreatic adenocarcinoma AsPC-1 cells. Herein the influence of the imidazole substitution of HPH-2Trt was examined. Five related compounds, HPH-1Trt, HPH-2Bzl, HPH-1Bzl, HPH-2Me, and HPH-1Me were newly synthesized and screened for their activity against AsPC-1 and brain tumor cells U87 and U251. HPH-1Trt and HPH-2Trt were highly active among the tested HPH compounds. In vitro DNA cleavage assay showed both HPH-1Trt and HPH-2Trt completely disintegrate pUC19 DNA. The introduction of trityl group decisively potentiated the activity.
Tuning of the properties of transition-metal bispidine complexes by variation of the basicity of the aromatic donor groups
Comba, Peter,Morgen, Michael,Wadepohl, Hubert
, p. 6481 - 6501 (2013/07/19)
Bispidines (3,7-diazabicyclo[3.3.1]nonanes) as very rigid and highly preorganized ligands find broad application in the field of coordination chemistry, and the redox potentials of their transition-metal complexes are of importance in oxidation reactions by high-valent iron complexes, aziridination catalyzed by copper complexes, and imaging by 64Cu positron emission tomography tracers. Here, we show that the redox potentials and stability constants of the copper(II) complexes of 15 tetradentate bispidines can be varied by substitution of the pyridine rings (variation of the redox potential over ca. 450 mV and of the complex stability over approximately 10 log units). It is also shown that these variations are predictable by the pKa values of the pyridine groups as well as by the Hammett parameters of the substituents, and the density functional theory based energy decomposition analysis also allows one to accurately predict the redox potentials and concomitant complex stability. It is shown that the main contribution emerges from the electrostatic interaction energy, and the partial charges of the pyridine donor groups therefore also correlate with the redox potentials.
Pinacolborane as the boron source in nitrogen-directed borylations of aromatic N, N -dimethylhydrazones
López-Rodríguez, Rocío,Ros, Abel,Fernández, Rosario,Lassaletta, José M.
, p. 9915 - 9920 (2013/01/15)
A mild procedure for the Ir(III)-catalyzed nitrogen-directed ortho borylation of aromatic N,N-dialkylhydrazones using pinacolborane as the boron source has been developed. The methodology relies on a modified, hemilabile N,N ligand built on a 4-N,N-dimethylaminopyridine unit that provides high reactivity while maintaining exclusive ortho-selectivity. This procedure can be combined with Suzuki-Miyaura cross-couplings in a 'one-pot' fashion to afford functionalized biaryl derivatives that, upon subsequent 'one-pot', high yielding transformations, provide a convenient entry for the preparation of advanced benzonitrile intermediates for the synthesis of Sartan-type drugs.
Potential antitumor agents. 14. 4 Substituted 2 formylpyridine thiosemicarbazones
Agrawal,Booth,DeNuzzo andSartorelli
, p. 1209 - 1214 (2007/10/04)
A series of 4 substituted 2 formylpyridine thiosemicarbazones has been synthesized which contain a tertiary N at the 4 position. These materials were obtained by reacting 4 nitro 2 picoline N oxide, either directly or after conversion to the corresponding 4 chloro derivative, with a variety of secondary amines. Rearrangement of the 4 substituted 2 picoline N oxides with Ac2O yielded respective methyl acetates, which upon acid hydrolysis, MnO2 oxidation, and reaction with thiosemicarbazide resulted in the desired compounds. An alternate procedure which consisted of reacting 4 chloro 2 formylpyridine ethylene acetal with various amines, followed by hydrolysis and reaction with thiosemicarbazide, was also employed. Introduction of an alkyl group at the 3 position of the pyridine ring of 4 morpholino 2 formylpyridine thiosemicarbazone was achieved by utilizing 2,3 dimethyl 4 nitropyridine N oxide; this material was converted to the corresponding 4 chloro derivative which was then subjected to nucleophilic substitution. 4 Morpholino 2 formylpyridine thiosemicarbazone was the most active antineoplastic agent of this series in mice bearing Sarcoma 180 ascites cells and was significantly superior to 5 hydroxy 2 formylpyridine thiosemicarbazone in this test system.
