41732-05-2Relevant academic research and scientific papers
2-(Phenylaminomethylidene)cyclohexane-1,3-dione
Kettmann, Viktor,Lokaj, Jan,Milata, Viktor,Marko, Milan,Stvrtecka, Magdalena
, p. o252-o254 (2004)
The structue-activity relationships of biologically active compound, 2-(Phenylaminomethylidene)cyclo-hexane-1, 3-dione, were discussed. It was observed that in the compound there is a polarization of π-electron density from the amine N atom to the acceptor carbonyl groups. The molecule thus exists predominantly in an azomethino-1,3-diketone tautomeric form. It is also suggested that the cyclohexane ring adopts an unsymmetrical half-chair conformation and converts between two inversion-related conformers.
New approaches for the synthesis of heterocyclic compounds derived from cyclohexan-1,3-dione with anti-proliferative activities
Masoud, Ayat Ali,Milad, Yara Raafat,Mohareb, Rafat Milad
, p. 72 - 87 (2021/06/07)
In the present work a series of heterocyclization reactions were adopted using cyclohexan-1,3-dione through its reaction with either furan-2-carbaldehyde or thiophene-2-carbaldehyde to give the corresponding ylidene derivatives 3a,b. The latter compounds underwent heterocyclization reactions to give thiophene and pyran derivatives 5a–d and 6a–d, respectively. Moreover, compounds 3a,b reacted with elemental sulfur and phenyl isothiocyanate to give the fused thiazole derivatives 8a,b. In addition, the reaction with either of hydrazine hydrate or phenylhydrazine has given the 4-hydrazo-no-4,5,6,7-tetrahydro-2H-indazole derivatives 10a–d, respectively. Similarly, the reaction of either 3a or 3b with hydroxylamine hydrochloride gave the 6,7-dihydrobenzo[c]isoxazol-4(5H)-one oxime derivatives 12a and 12b, respectively. Other fused heterocyclic compounds were produced and their structures were elucidated. Evaluation of the synthesized compounds against selected cancer cell lines was performed. The most active compounds were further evaluated against tyrosine kinases and Pim-1 kinase inhibitions.
Development of Inhibitors of Salicylic Acid Signaling
Jiang, Kai,Kurimoto, Tetsuya,Seo, Eun-Kyung,Miyazaki, Sho,Nakajima, Masatoshi,Nakamura, Hidemitsu,Asami, Tadao
, p. 7124 - 7133 (2015/09/01)
Salicylic acid (SA) plays important roles in the induction of systemic acquired resistance (SAR) in plants. Determining the mechanism of SAR will extend our understanding of plant defenses against pathogens. We recently reported that PAMD is an inhibitor of SA signaling, which suppresses the expression of the pathogenesis-related PR genes and is expected to facilitate the understanding of SA signaling. However, PAMD strongly inhibits plant growth. To minimize the side effects of PAMD, we synthesized a number of PAMD derivatives, and identified compound 4 that strongly suppresses the expression of the PR genes with fewer adverse effects on plant growth than PAMD. We further showed that the adverse effects on plant growth were partially caused the stabilization of DELLA, which is also related to the pathogen responses. These results indicate that compound 4 would facilitate our understanding of SA signaling and its cross talk with other plant hormones.
Anilinomethylidene derivatives of cyclic 1,3-dicarbonyl compounds in the synthesis of new sulfur-containing pyridines and quinolines
Dotsenko,Krivokolysko,Chernega,Litvinov
, p. 1556 - 1561 (2007/10/03)
Simple methods for the synthesis of previously unknown sulfur-containing pyridin-2-ones and 5,6,7,8-tetrahydroquinolines from cyanothioacetamide and anilinomethylidene derivatives of cyclic 1,3-dicarbonyl compounds were developed. Structures and chemical transformations of compounds obtained were studied.
