57806-83-4Relevant academic research and scientific papers
Development of Imidazoline-2-one Derivatives as Potential Antifungal and Anthelminthic Agents: in silico and in vitro Evaluation
Chilamakuru, Naresh Babu,Mallela, Vijaya Jyothi,Peraman, Ramalingam,Shaik, Shakir Basha,Simham, Venu,Singirisetty, Triveni
, p. 423 - 433 (2021/11/24)
Based on appropriate values of synthetic accessibility concerning from ADMET properties and docking scores by docking against proteins 3OZU and 1OJ0, a series of 4,5-diphenyl-1H-imidazol-2-ones (I1?15) were synthesized. The key intermediate, 2-hydroxy-1,2-disubstitutedethanones (E1?15) were prepared by benzoin condensation using 2:1 ratio of aromatic aldehydes and thiamine in the presence of alkali. Further, these cyclized ethanones (E1?15) were treated with urea to yield 4,5-diphenyl-1H-imidazol-2-one derivatives (I1?15) and were characterized by IR,1H NMR, Mass spectra, and CHNO analysis. The synthesized compounds were screened for their anthelmintic potential on Pheretima Posthuma along with standard albendazole, and antifungal activity (minimum inhibitory concentration method) on Candida albicans and Aspergillus niger along with standard miconazole. The results revealed that among all the tested compounds I3, I4, and I7 show considerable synthetic accessibility, docking scores, anthelminthic, and antifungal activity.
Cytotoxicity of new selenoimine, selenonitrone, and nitrone derivatives against human breast cancer MDA-MB231 cells
Haddad, Batool Saleh,Al-Shawi, Ali A.A.
, p. 4607 - 4613 (2020/12/11)
A series of new nitrone, selenoimine and selenonitrone derivatives were synthesized. Nitrone and selenonitrone derivatives were synthesized through the condensation reaction between N-mono substitutedhydroxylamine and carbonyl compounds substituted with electron donating groups, such as di(4-methoxy)benzoyl diselenide, 4-(N, N-dimethylamino) benzoyl selenonitrile and 4, 4'-di(N, N- dimethylamino)benzil, afforded a variety of new nitrone and selenonitrone compounds. Selenoimine derivative was synthesized through the condensation reaction between tert-butyl amine and (4-methoxybenzoyl selenonitrile). The yield of synthesized compounds (N1, N2, N3, N4 and N5 were (66, 60, 61, 62 and 45) %, respectively. The structures of the synthesized compounds were characterized by FT-IR, 1H-NMR, 13C-NMR, and mass spectra. Cytotoxicity of selenonitrone (N1) and selenoimine (N3) derivatives against breast cancer cells (MDA-MB231) were evaluated for 24 and 48 h via MTT assay. The IC50 value of compound N1 was 1.714 and 1.897 μM for 24 h and 48 h, respectively. The IC50 value of compound N3 was 1.438 and 2.469 μM for 24 h and 48 h, respectively. The results suggested selenonitrone (N1) and selenoimine (N3) as anti-breast cancer potential lead compound with future merit investigations.
Unexpected transformation of aldehydes into benzoins with Copper(I)/Samarium
Liu, Yongjun,Wang, Hui,Fu, Yulong,Qi, Yan,Yang, Kuiwei
, p. 259 - 266 (2013/12/04)
The reductive coupling of aldehydes to afford pinacolic alcohols using all kinds of reducing agents involving samarium is well known. In this report, however, treatment of aromatic aldehydes with Cu(I)/Sm system produces benoins and/or benzils in good yields. A possible mechanism is proposed where Cu(I) not only activates the Sm metal but also promotes the dehydrogenation of the intermediates, during which a Cu(III) species may be involved. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]
Amine-linked N-heterocyclic carbenes: The importance of an pendant free-amine auxiliary in assisting the catalytic reaction
Li, Chia-Yi,Kuo, Yi-Yin,Tsai, Jie-Hong,Yap, Glenn P. A.,Ong, Tiow-Gan
supporting information, p. 1520 - 1524 (2013/01/11)
We have successfully expanded the library of amino-NHCs with varying substituents on the amine group, leading to insight about the instability of NHCs arising from the intermolecular interaction of the dangling amine side-arm. However, the pendant amine plays an important role with respect to the catalytic process, resuscitating the catalytic activity of unsaturated NHC's through a synergistic effect invoked by the secondary amine. This proof of concept allows us to expand the spectrum of catalysis to C-C, as well as C-B bond formation. Copyright
Direct Formation of Benzoins from Diarylmethanones via a Rearrangement Reaction Promoted by Samarium Metal in DMF
Liu, Yongjun,Xu, Xiaoliang,Zhang, Yongmin
, p. 445 - 448 (2007/10/03)
Diarylmethanones react readily with DMF when promoted by samarium metal in DMF with TMSCl or iodine as an activator, to afford benzoins in good to excellent yields via rearrangement of aryl groups. As for asymmetric diarylmethanones, products resulting from the migration of either aryl group were obtained, where the migration of aryl groups shows certain priority.
Samarium reagent-promoted formation of benzoins from diarylmethanones and DMF via a carbene rearrangement reaction
Liu, Yongjun,Xu, Xiaoliang,Zhang, Yongmin
, p. 4867 - 4873 (2007/10/03)
Prompted by samarium metal in DMF with TMSCl or iodine as an activator, or by SmI2/THF system, diarylmethanones react readily with DMF to afford benzoins in moderate to good yields via rearrangement of aryl groups. As for asymmetric diarylmethanones, products resulting from the migration of either aryl group were obtained, where the migration of aryl groups shows certain priority.
