304456-51-7

Basic information

• Product Name: (E)-4-(4-benzoylanilino)-4-oxo-2-butenoic acid
• Synonyms: (E)-4-(4-benzoylanilino)-4-oxo-2-butenoic acid
• CAS NO: 304456-51-7
• Molecular Formula: C17H13NO4
• Molecular Weight: 295.29
• Mol File: 304456-51-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-4-(4-benzoylanilino)-4-oxo-2-butenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(4-benzoylanilino)-4-oxo-2-butenoic acid(304456-51-7)
• EPA Substance Registry System: (E)-4-(4-benzoylanilino)-4-oxo-2-butenoic acid(304456-51-7)

Safety Data

• Hazardous Substances Data: 304456-51-7(Hazardous Substances Data)

Upstream product

• 108-31-6 maleic anhydride 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 

Relevant articles and documents

Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target burkitt’s lymphoma

Lymphomas (cancers of the lymphatic system) account for 12% of malignant diseases worldwide. Burkitt’s lymphoma (BL) is a rare form of non-Hodgkin’s lymphoma in which the cancer starts in the immune B-cells. We report the synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG- 75. Structural modifications were achieved by Diels-Alder reaction of the core 9-(2- nitrovinyl)anthracene with number of dienophiles including maleic anhydride, maleimides, acrylonitrile and benzyne. The antiproliferative activity of these compounds was evaluated in BL cell lines EBV? MUTU-1 and EBV+ DG-75 (chemoresistant). The most potent compounds 13j, 15, 16a, 16b, 16c, 16d and 19a displayed IC50 values in the range 0.17–0.38 μM against the BL cell line EBV? MUTU-1 and IC50 values in the range 0.45–0.78 μM against the chemoresistant BL cell line EBV+ DG- 75. Compounds 15, 16b and 16c demonstrated potent ROS dependent apoptotic effects on the BL cell lines which were superior to the control drug taxol and showed minimal cytotoxicity to peripheral blood mononuclear cells (PBMCs). The results suggest that this class of compounds merits further investigation as antiproliferative agents for BL.

Synthesis of New Bifunctional Maleimide Compounds for the Preparation of Chemoimmunoconjugates

Bifunctional maleimide compounds are suitable for binding small molecules to carrier proteins in that they bind to the sulfhydryl group of proteins through the double bond of the maleimide group and to molecules of low molecular weight (e.g. anticancer drugs) through a functional group X. 18 maleimide compounds of the general formula Maleimid-R-X (R = phenylene, benzyl-, methylene-, ethylene, or a m-benzoylethylamide group and X = hydroxy-, amino-, hydrazino-, carboxylic acid-, carboxylic anhydride-, carboxylic acid chloride-, carboxylic acid hydrazide-, oxycarbonylchloride-, aldehyde, keto-, or p-toluenesulfonate-group) were synthesized and characterized through 1H- and 13C-NMR-spectroscopy, elemental analysis, and mass spectrometry.