125313-97-5Relevant academic research and scientific papers
A practical method for the synthesis of indolylaryl- and bisindolylmaleimides
Roy, Sudipta,Roy, Sujata,Gribble, Gordon W.
, p. 4975 - 4977 (2006)
(Chemical Equation Presented) Indolylaryl and indolylheteroarylmaleimides, including bisindolylmaleimides, are easily prepared by the reaction of N-methylindole-3-glyoxylamide with methyl aryl acetates in the presence of potassium tert-butoxide in THF.
Inhibition of hydrogen peroxide-induced necrotic cell death with 3-amino-2-indolylmaleimide derivatives
Dodo, Kosuke,Katoh, Miho,Shimizu, Tadashi,Takahashi, Masahiro,Sodeoka, Mikiko
, p. 3114 - 3118 (2007/10/03)
Novel analogs of indolylmaleimide derivatives (IM derivatives) were synthesized and tested for cell death-inhibitory activity. 2-(1H-Indol-3-yl)-3- pentylamino-maleimide IM-54 was the most effective cell death inhibitor among the compounds tested. IM-54 inhibited necrotic cell death induced by H 2O2, but not apoptotic cell death induced by etoposide. These results indicated that this novel cell death inhibitor is distinct from the well-known caspase inhibitor, Z-VAD, which can block apoptotic cell death, but not necrotic cell death. IM-54 is expected to be a powerful bioprobe for clarifying the unique signaling pathway of necrotic cell death.
Indolylpyrrole derivatives and cell death inhibitors
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, (2008/06/13)
The invention provides a compound represented by the following formula (I) useful for inhibiting death of cells, the drug being expected as a preventive or a remedy for the progress of various diseases wherein cell death participates in progress and exace
A new one step synthesis of maleimides by condensation of glyoxylate esters with acetamides
Faul, Margaret M.,Winneroski, Leonard L.,Krumrich, Christine A.
, p. 1109 - 1112 (2007/10/03)
Bisphenyl, bisheteroaryl, indolylaryl and indolylcycloalkyl maleimides are prepared in one step and 67-99% yield by condensation of glyoxylate esters with acetamides using a 1.0 M solution of potassium tert-butoxide in THF. The mechanism of the reaction is discussed.
Process for the preparation of 2-substituted and 2,3-disubstituted maleimides
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, (2008/06/13)
The invention relates to a process for the manufacture of substituted maleimides of the formula STR1 wherein R 1 is alkyl, aryl or heteroaryl and R 2 is hydrogen, alkyl, alkoxycarbonyl, aryl or heteroaryl, by reacting an activated glyoxylate of the formula STR2 wherein R 1 has the above significance and X is a leaving atom or group,with an imidate of the formula STR3 wherein R 2 has the above significance, R 3 is alkyl, aryl or trialkylsilyl and Y is oxygen or sulfur, in the presence of a base and, after treating the resulting reaction product obtained in which R 2 is hydrogen or alkyl with a strong base, hydrolyzing and dehydrating the resulting hydroxy-pyrrolinone of the formula STR4 wherein R 1, R 2, R 3 and Y have the above significance. The substituted maleimides of formula I are pharmacologically active, for example as protein kinase C inhibitors and which a useful, for example, in the treatment and prophylaxis of inflammatory, immunological, bronchopulmonary and cardiovascular disorders, or as antiproliferative agents useful, for example, in the treatment of immune diseases and allergic disorders.
Inhibitors of Protein Kinase C. 1. 2,3-Bisarylmaleimides
Davis, Peter D.,Hill, Christopher H.,Lawton, Geoffrey,Nixon, John S.,Wilkinson, Sandra E.,et al.
, p. 177 - 184 (2007/10/02)
The design and synthesis of a series of novel inhibitors of protein kinase C (PKC) is described.These 2,3-bisarylmaleimides were derived from the structural lead provided by the indolocarbazoles, staurosporine and K252a.Optimum activity required the imide NH, both carbonyl groups, and the olefinic bond of the maleimide ring. 2,3-Bisindolylmaleimides were the most active, and the potency of these was improved by a chloro substituent at the 5-position of one indole ring (compound 28, IC50 0.11 μM).In a series of (phenylindolyl)maleimides, nitro compound 74 was most active (IC50 0.67 μM).Naphthalene 19 and benzothiophene 21 showed greater than 100-fold selectivity for inhibition of PKC over the closely related cAMP-dependent protein kinase (PKA).
Substituted pyrroles
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, (2008/06/13)
Compounds of the formula STR1 wherein R1, R2, R3, R4, R5, R6, R7, X and Y have the signficance given in the description, are useful in the control or prevention of inflammatory, immunological, bronchopulmonary or cardiovascular disorders.
