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**1H-Pyrrole-2,5-dione, 3-(1H-indol-3-yl)-4-phenyl-**, also referred to as **3-(1H-indol-3-yl)-4-phenylmaleimide**, is an indolyl-substituted maleimide derivative. It can be synthesized via a one-step condensation of glyoxylate esters with acetamides using potassium tert-butoxide in THF, yielding high efficiency (67–99%). 1H-Pyrrole-2,5-dione, 3-(1H-indol-3-yl)-4-phenyl- serves as a precursor in photochemical oxidation reactions, where it can be transformed into carbazole regioisomers under specific conditions. Its structural features make it valuable in synthetic organic chemistry for constructing complex heterocyclic systems. (Other names may include **3-indol-3-yl-4-phenylmaleimide** or **phenylindolylmaleimide**.)

125313-57-7

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125313-57-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 125313-57-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,5,3,1 and 3 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 125313-57:
(8*1)+(7*2)+(6*5)+(5*3)+(4*1)+(3*3)+(2*5)+(1*7)=97
97 % 10 = 7
So 125313-57-7 is a valid CAS Registry Number.

125313-57-7Relevant academic research and scientific papers

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 (1999)

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.

Synthesis of aryl- and heteroaryl[a]pyrrolo[3,4-c]carbazoles

Sanchez-Martinez, Concha,Faul, Margaret M.,Shih, Chuan,Sullivan, Kevin A.,Grutsch, John L.,Cooper, Jeremy T.,Kolis, Stanley P.

, p. 8008 - 8014 (2003)

Synthesis of aryl- and hetero[a]pyrrolo[3,4-c]carbazoles by photochemical oxidation and Heck cyclization are described. Photochemical oxidation of 2-naphthyl indolyl maleimide affords two different carbazole regioisomers, depending on the reaction conditi

Fluorescence and chemiluminescence properties of indolylmaleimides: Experimental and theoretical studies

Nakazono, Manabu,Jinguji, Ai,Nanbu, Shinkoh,Kuwano, Ryoichi,Zheng, Zilong,Saita, Kenichiro,Oshikawa, Yuji,Mikuni, Yuta,Murakami, Tatsuhiro,Zhao, Yi,Sasaki, Shigeki,Zaitsu, Kiyoshi

experimental part, p. 9783 - 9793 (2011/04/25)

Various indolylmaleimides (IMs) were synthesized, and their fluorescence (FL) and chemiluminescence (CL) were measured. The substitution at the 2-position of the indole ring and the 3- or 4-position of the maleimide moiety caused an obvious change in the

Design, synthesis, and biological evaluation of 3,4-diarylmaleimides as angiogenesis inhibitors

Peifer, Christian,Stoiber, Thomas,Unger, Eberhard,Totzke, Frank,Sch?chtele, Christoph,Marmé, Dieter,Brenk, Ruth,Klebe, Gerhard,Schollmeyer, Dieter,Dannhardt, Gerd

, p. 1271 - 1281 (2007/10/03)

The new analogue 2 of combretastatin A-4 was discovered to be an inhibitor of tubulin polymerization with an IC50 of 7.6 μM and reduced angiogenesis in the in vivo chick embryo model. Interestingly, in a series of 2,3-diarylmaleimides closely r

Aryl[a]pyrrolo[3,4-c]carbazoles as selective Cyclin D1-CDK4 inhibitors

Sanchez-Martinez, Concha,Shih, Chuan,Faul, Margaret M.,Zhu, Guoxin,Paal, Michael,Somoza, Carmen,Li, Tiechao,Kumrich, Christine A.,Winneroski, Leonard L.,Xun, Zhou,Brooks, Harold B.,Patel, Bharvin K. R.,Schultz, Richard M.,DeHahn, Tammy B.,Spencer, Charles D.,Watkins, Scott A.,Considine, Eileen,Dempsey, Jack A.,Ogg, Catherine A.,Campbell, Robert M.,Anderson, Bryan A.,Wagner, Jill

, p. 3835 - 3839 (2007/10/03)

The synthesis of new analogues of Arcyriaflavin A in which one indole ring is replaced by an aryl or heteroaryl ring is described. These new series of aryl[a]pyrrolo[3,4-c]carbazoles were evaluated as inhibitors of Cyclin D1-CDK4. A potent and selective D

Oxidative cyclisations with palladium acetate. A short synthesis of staurosporine aglycone

Harris,Hill,Keech,Malsher

, p. 8361 - 8364 (2007/10/02)

A palladium acetate mediated oxidative cyclisation has been used as the key step for the syntheses staurosporine aglycone and related analogues.

Substituted pyrroles

-

, (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.

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