65880-39-9Relevant academic research and scientific papers
Indoloquinoxaline derivatives as promising multi-functional anti-Alzheimer agents
Kanhed, Ashish M.,Patel, Dushyant V.,Patel, Nirav R.,Sinha, Anshuman,Thakor, Priyanka S.,Patel, Kishan B.,Prajapati, Navnit K.,Patel, Kirti V.,Yadav, Mange Ram
, p. 2498 - 2515 (2020/11/02)
To confront a disease like Alzheimer’s disease having complex pathogenesis, development of multitarget-directed ligands has emerged as a promising drug discovery approach. In our endeavor towards the development of multitarget-directed ligands for Alzheimer’s disease, a series of indoloquinoxaline derivatives were designed and synthesized. In vitro cholinesterase inhibition studies revealed that all the synthesized compounds exhibited moderate to good cholinesterase inhibitory activity. 6-(6-(Piperidin-1-yl)hexyl)-6H-indolo[2,3-b]quinoxaline 9f was identified as the most potent and selective BuChE inhibitor (IC50 = 0.96 μM, selectivity index = 0.17) that possessed 2 fold higher BuChE inhibitory activity compared to the commercially approved reference drug donepezil (IC50 = 1.87 μM). Moreover, compound 9f is also endowed with self-induced Aβ1-42 aggregation inhibitory activity (51.24% inhibition at 50 μM concentration). Some of the compounds of the series also displayed moderate anti-oxidant activity. To perceive a putative binding mode of the compound 9f, molecular docking studies were carried out, and the results pointed out significant interactions of compound 9f with the enzymes in the binding sites of cholinesterases as well as Aβ1-42. Additionally, compound 9f exhibited favorable in silico ADMET properties. Put together these findings project compound 9f as a potential multitarget-directed ligand in the direction of developing novel anti-AD drugs. Communicated by Ramaswamy H. Sarma.
β-cyclodextrin mediated synthesis of indole derivatives: reactions of isatins with 2-amino(or 2-thiole)anilines by supramolecular catalysis in water
Shivhare, Km Neha,Siddiqui
, p. 52 - 61 (2018/10/24)
An elegant, mild, and straightforward strategy for the synthesis of indole derivatives have been accomplished by the biomimetic catalysis for the first time in water under neutral conditions. This supramolecular catalyst oriented methodology provides a sustainable and green protocol for the synthesis of 6H-indolo[2,3-b]quinoxalines and 3H-spiro[benzo[d]thiazole-2,3’-indolin]-2’-one by the reaction of isatin derivatives with 1,2-difunctionalized benzene using β-cyclodextrin (β-CD) as a recoverable and reusable supramolecular catalyst.
Cerium oxide nanoparticle-catalyzed three-component protocol for the synthesis of highly substituted novel quinoxalin-2-amine derivatives and 3,4-dihydroquinoxalin-2-amines in water
Edayadulla, Naushad,Lee, Yong Rok
, p. 11459 - 11468 (2014/03/21)
The syntheses of novel quinoxalin-2-amine derivatives were conducted in water using CeO2 nanoparticle catalyzed three-component reactions of 1,2-diamines with aldehydes and isocyanides. A variety of 3,4-dihydroquinoxalin- 2-amine derivatives we
Cu doped CdS nanoparticles: A versatile and recoverable catalyst for chemoselective synthesis of indolo[2,3-b]quinoxaline derivatives under microwave irradiation
Dandia, Anshu,Parewa, Vijay,Maheshwari, Shuchi,Rathore, Kuldeep S.
, p. 244 - 252 (2014/08/18)
CdS and Cu doped CdS NPs has been obtained successfully using safe agents through a simple aqueous chemical method and characterized by XRD, TEM, SEM, EDAX, UV/VIS and ICP-AES. These investigations revealed that the particle size of the synthesized materi
A greener, facile and scalable synthesis of indole derivatives in water: Reactions of indole-2,3-diones with 1,2-difunctionalized benzene
Jain, Renuka,Sharma, Kanti,Kumar, Deepak
, p. 6236 - 6240,5 (2012/12/11)
An efficient, facile and greener protocol for the synthesis of indole derivatives viz., 3'H-spiro[indole- 3,2'-[1,3]benzothiazole]-2(1H)-ones, 6H-indolo[2,3-b]quinoxalines and 3-(2-hydroxy-phenylimino)- 1,3-dihydro-indol-2- ones, by the reactions of indol
Reactions of 3-([(trifiuoromethyl)sulfonyl]oxy)-1H-indole derivatives with diamines and carbon nucleophiles. Synthesis of 6H-indolo[2,3- b]quinoxaline derivatives
Malapel-Andrieu, Beatrice,Merour, Jean-Yves
, p. 11095 - 11110 (2007/10/03)
Indolic triflate reacted with 1,2-diamines to afford pyrazino[2,3- b]indole or indolo[2,3-b] quinoxaline. Carbon nucleophiles such as malonate derivatives also reacted with indolic triflate in absence of palladium catalyst to afford 2-(3-oxo-2,3-dihydro-1
CONDENSATION OF o-PHENYLENEDIAMINE WITH α-DIKETONES. PREPARATION AND PHOSPHORYLATION OF NEW α-DIKETONE MONOANILS
Hafez, Taghrid S.
, p. 341 - 349 (2007/10/02)
Condensation of o-phenylendiamine 5 with N-methylisatine 4b and with benzocoumaranedione 12 under different conditions was studied.Monoanils N-methyl-3-(2-aminophenylimino)-indoline-2-one 6b and benzocoumaran-3-(2-aminophenylimino)-2-one 13 were isolated.Dimethyl phosphite add to anils 6b and/or 13 to give the corresponding quinoxalines 7 and 14 respectively.On the other hand, diethyl phosphite add to carbonyl-oxygen double bond in compounds 6b & 13 to give the respective phosphate adducts 16 & 17a.Structural reasonings are based on chemical and spectroscopic results. Key words: α-Diketones; a-diketone monoanils; schiff base; quinoxaline; dialkyl phosphites; phosphates.
REACTION OF o-PHENYLENEDIAMINE WITH ISATINS
Ivashchenko, A. V.,Drushlyak, A. G.,Titov, V. V.
, p. 537 - 542 (2007/10/02)
It is shown that the reaction of o-phenylenediamine with isatins in the general case leads to mixtures of indoloquinoxalines, 3-(2'-aminophenyl)-2(1H)-quinoxalinones, and spiro.Spiro2H-benzimidazole-2,3'-in
