1072-62-4Relevant articles and documents
CATALYTIC SYNTHESIS OF C-ALKYLIMIDAZOLES OVER PLATINUM-ALUMINA CATALYSTS
Gitis, K. M.,Neumoeva, G. E.,Raevskaya, N. I.,Arutyunyants, G. A.,Isagulyants, G. V.
, p. 728 - 734 (1992)
The synthesis of C-alkylimidazoles from 1,2-diamines and carboxylic acids over bifunctional platinum-alumina catalysts has been studied.It has been shown that this method is effective for the synthesis of 2-alkyl and 2,4-dialkylimidazoles including imidazoles with long-chain alkyls.The effect of the reaction temperature, space velocity of the flow of the raw materials, and dilution by hydrogen on the yield of product has been examined for the example of the synthesis of 2-methylimidazole from ethylenediamine and acetic acid, and the stability of the catalyst in continuous reaction cycles with intermediate oxidative regeneration has been studied.The composition of the accompanying products has been established and a mechanism proposed for their formation.Keywords: bifunctional catalyst, platinum-alumina catalyst, alkylimidazoles, 2-methylimidazole.
A Retro-Diels-Alder Approach to Oxazoles and Imidazoles
Eissenstat, Michael A.,Weaver, John D.
, p. 3387 - 3390 (1993)
Heating N-acyl derivatives 4 of 3-endo-aminobicyclohept-5-en-2-endo-ol (3) at 185-195 deg C for 4-5 h provides oxazoles 1a-e in 49-88percent yields.The reaction proceeds via an initial dehydration to an oxazoline which undergoes retro-Diels-Alder reaction to provide the oxazole.Similarly, imidazoles 7a-f may be obtained in 40-79percent yields by heating imidazolines 6a-f to effect the cycloreversion.
Thermal degradation of ionic liquids at elevated temperatures
Baranyai, Krisztian J.,Deacon, Glen B.,MacFarlane, Douglas R.,Pringle, Jennifer M.,Scott, Janet L.
, p. 145 - 147 (2004)
Ionic liquids based on the imidazolium cation are found to degrade, yielding volatile degradation products, at temperatures significantly lower than previously reported and thus a parameter Tz/x (the maximum operating temperature) is developed to provide a more appropriate estimate of thermal stability.
Design, synthesis, structure-activity relationships study and X-ray crystallography of 3-substituted-indolin-2-one-5-carboxamide derivatives as PAK4 inhibitors
Guo, Jing,Zhao, Fan,Yin, Wenbo,Zhu, Mingyue,Hao, Chenzhou,Pang, Yu,Wu, Tianxiao,Wang, Jian,Zhao, Dongmei,Li, Haitao,Cheng, Maosheng
, p. 197 - 209 (2018/06/12)
We have previously described the identification of indolin-2-one-5-carboxamides as potent PAK4 inhibitors. This study expands the structure-activity relationships on our original series by presenting several modifications in the lead compounds, 2 and 3. A series of novel derivatives was designed, synthesized, and evaluated in biochemical and cellular assay. Most of this series displayed nanomolar biochemical activity and potent antiproliferative activity against A549 and HCT116 cells. The representative compound 10a exhibited excellent enzyme inhibition (PAK4 IC50 = 25 nM) and cellular potency (A549 IC50 = 0.58 μM, HCT116 IC50 = 0.095 μM). An X-ray structure of compound 10a bound to PAK4 was obtained. Crystallographic analysis confirmed predictions from molecular modeling and helped refine SAR results. In addition, Compound 10a displayed focused multi-targeted kinase inhibition, good calculated drug-likeness properties. Further profiling of compound 10a revealed it showed weak inhibitory activity against various isoforms of human cytochrome P450.
Synthesis, structure-activity relationship studies, and identification of novel 5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine derivatives as dual orexin receptor antagonists. Part 1
Sifferlen, Thierry,Koberstein, Ralf,Cottreel, Emmanuelle,Boller, Amandine,Weller, Thomas,Gatfield, John,Brisbare-Roch, Catherine,Jenck, Francois,Boss, Christoph
, p. 2212 - 2216 (2013/04/23)
A novel series of non-peptidic OX1R/OX2R orexin receptor antagonists was prepared by heterocyclic replacement of the dimethoxyphenyl moiety contained in the tetrahydroisoquinoline core skeleton of almorexant. Introduction of substituted imidazole moieties delivered potent dual orexin receptor antagonists with nanomolar potency for hOX1R and hOX2R suitable for further fine-tuning. The preparation of these novel orexin receptor antagonists and the outcome of preliminary structure-activity relationship studies are described in this communication.
MANUFACTURING METHOD OF 2-SUBSTITUTED IMIDAZOLE COMPOUND
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Page/Page column 5, (2010/02/11)
PROBLEM TO BE SOLVED: To provide a high-yield manufacturing method of a 2-substituted imidazole which is expected to be useful as a curing agent for epoxy resins, polyurethane resins or the like, as an intermediate of various agrochemicals, antibiotics or pharmaceuticals such as anti-AIDS agents or the like, or as dye intermediates. SOLUTION: An aldehyde compound is reacted with ammonia (I) to give an imine compound, and subsequently an α,β-dicarbonyl compound and ammonia (II) are added and allowed to react with the imine compound. Preferably, the α,β-dicarbonyl compound and ammonia (II) are simultaneously added.
Color developing agent, processing composition and color image-forming method
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, (2008/06/13)
A method for forming a color image comprises the step of developing an image-wise exposed silver halide color photographic photosensitive material at the presence of a 6-aminotetrahydroquinoline color developing agent which is the following compound or its analoge. According to this method, the rapid process can be attained and an image of a low fog density can be obtained. STR1
Tetrasubstituted imidazoles
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, (2008/06/13)
A compound of the formula STR1 wherein the substituents are defined in the specification useful for the treatment of cardiovascular disorders.
Method of preventing abnormal stimulation of AT1 and AT2 receptors
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, (2008/06/13)
Products of formula (1), wherein R1 is particularly STR1 alkyl, alkylthio or alkoxy; R2 is particularly halogen, --S--R, --O--R or --C(OH)(R)--COOH, where R is alkyl or alkenyl; R3 is particularly carboxy, acyl, halogen, alkyl, alkenyl or alkylthio; and R4 is particularly --(CH2)m1 --COOR4, --(CH2)m1 --CONHR14, --(CH2)m1 --CN, --SO2 --NH--SO2 --R14, 13 NH--SO2 --R14, --PO3 R14, or --NH--SO2 --CF3, where m1 is 0-4 and R14 is hydrogen, alkyl or alkenyl; are useful for preparing pharmaceutical compositions for treating disorders resulting from abnormal stimulation of angiotensin II receptors AT1 and AT2.
1H-IMIDAZOLE PREPARATION VIA PERMANGANATE DEHYDROGENATION OF 2-IMIDAZOLINES
Campos, Elena Ma.,Jimenez, Rogelio,Martinez, Flor,Salgado, Hector
, p. 841 - 850 (2007/10/02)
Permanganate and manganate ions were evaluated as dehydrogenating agents in the conversion of 2-substituted 2-imidazolines into the corresponding 2-substituted imidazoles.It was found that permanganate ion in dry dioxane efficiently performs this transformation rendering this method competitive with related procedures.
