114328-56-2Relevant academic research and scientific papers
Synthesis and characterization of Hg(II) and Zn(II) complexes based on 3-[(4-chlorophenylamido)]propenoic acid
Ali,Ali,Shahzadi
, p. 1752 - 1756 (2011)
3-[(4-Chlorophenylamido)]propenoic acid has been synthesized by reaction of maleic anhydride and 4-chloroaniline in 1:1 molar ratio in glacial acetic acid and its metal complexes have been synthesized by the reaction of 3-[(4-chlorophenylamido)]propenoic acid with HgCl2 and [Zn(CH 3COO)2] ? 2H2O in 2: 1 molar ratio, respectively. All the synthesized compounds have been characterized by the elemental analysis, IR, UV/Vis and NMR (1H, 13C) spectroscopy. Conductance for the reported compounds has been recorded in ethanol and suggests the non-electro lytic nature of complexes. IR data of metal complexes shows that the ligand is bound to the metal via both carboxylate oxygen atoms and complexes exhibits 4-coordinated geometry in solid state. NMR (1H, 13C) study confirms the structure of the 3-[(4-chlorophenylamido)]propenoic acid and the reported complexes.
Syntheses of 4-(3,5-bisphenylmethylene-4-oxopiperidin-1-yl)-4-oxo-but-2Z-enoic acid arylamides as candidate cytotoxic agents
Jha, Amitabh,Dimmock, Jonathan R.
, p. 1211 - 1223 (2003)
The title compounds were designed and synthesized as candidate cytotoxic agents. They were synthesized by reacting 3,5-bisphenylmethylene-piperidin-4-one with the appropriate 3-arylcarbamoylacrylic acids. These reactions follow an unusual mechanism and deviate from the previously reported reactions on similar substrates.
Chemospecific allylation and domino metathesis of 7-oxanorbornenes for skeletal and appendage diversity
Ikoma, Minoru,Oikawa, Masato,Sasaki, Makoto
, p. 72 - 84 (2009)
We report a synthetic strategy for skeletally diverse heterocycles featuring appendage diversity based on a tandem Ugi/ Diels-Alder reaction followed by domino metathesis. An associating effect of the amide carbonyl functionality to the ruthenium metal ce
Derivatives of aryl amines containing the cytotoxic 1,4-dioxo-2-butenyl pharmacophore
Jha, Amitabh,Mukherjee, Chandrani,Prasad, Ashok K.,Parmar, Virinder S.,Vadaparti, Manjula,Das, Umashankar,De Clercq, Erik,Balzarini, Jan,Stables, James P.,Shrivastav, Anuraag,Sharma, Rajendra K.,Dimmock, Jonathan R.
scheme or table, p. 1510 - 1515 (2010/06/16)
Several series of compounds containing the 1,4-dioxo-2-butenyl moiety have been prepared as candidate cytotoxins, including the methyl N-arylmaleamates, methyl N-arylfumaramates, and N-arylmaleimides. In addition, the N-arylisomaleimides were synthesized which are the structural isomers of N-arylmaleimides. These compounds were evaluated against human Molt 4/C8 and CEM T-lymphocytes as well as murine L1210 cells. Methyl N-arylfumaramates showed the highest cytotoxic potencies and, in particular, methyl N-(3,4-dichlorophenyl)fumaramate is six times more potent than melphalan towards L1210 cells and is equipotent with this drug in the Molt 4/C8 assay. Electrophilicity of compounds under investigation was demonstrated by carrying out thiolation using model benzyl mercaptan on representative compounds. Methyl N-(3,4-dichlorophenyl)fumaramate and methyl N-(4-chlorophenyl)maleamate inhibited human N-myristoyltransferase, a possible molecular target, in high micromolar range. QSAR and molecular modeling revealed some correlations between different structural features of a number of the molecules and cytotoxic potencies. Methyl N-arylfumaramates were well tolerated in mice in comparison to the analogs in other series of compounds tested. The data obtained in this investigation affords guidelines for preparing new series of molecules with greater potencies.
