152532-13-3Relevant academic research and scientific papers
Efficient regioselective heterocyclisation leading to fluorescent fused pyrazine derivatives
Ostrowska, Katarzyna,Szymoniak, Katarzyna,Szczurek, Magdalena,Jamrozy, Krzysztof,Ra?pa?a-Kozik, Maria
experimental part, p. 5219 - 5227 (2011/07/31)
The regioselective syntheses of substituted pyrrolo[2,3-b]quinoxaline, pyrido[2,3-b]pyrrolo[2,3-e]pyrazine, pyrido[2,3-b]pyrrolo[3,2-e]pyrazine and pyrido[3,4-b]pyrrolo[3,2-e]pyrazine are reported. Differential reactivity between two amino groups in ortho-diaminopyridine can be exploited to obtain new regio-defined unsymmetrical pyridopyrrolopyrazine derivatives. Weak electron-donating methyl or moderately electron-withdrawing carboxylic groups attached to the aromatic ortho-diamines reduce the regioselectivity of obtaining unsymmetrical substituted pyrrolo[2,3-b]quinoxaline. The fluorescence properties of the resultant 1-alkyl pyridopyrrolopyrazine and substituted pyrrolo[2,3-b]quinoxaline derivatives are presented.
Synthesis and anticonvulsant activity of 5-phenyl-[1,2,4]-triazolo[4,3-a] quinolines
Guan, Li-Ping,Jin, Qing-Hao,Wang, Shou-Feng,Li, Fu-Nan,Quan, Zhe-Shan
scheme or table, p. 774 - 779 (2009/04/14)
A series of novel 5-phenyl-[1,2,4]-triazolo[4,3-a]quinoline derivatives was synthesized by the cyclization of 2-chloro-4-phenyl-1,2-dihydronaphthalene with formohydrazide. The starting material 2-chloro-4-phenyl-1,2-dihydronaphthalene was synthesized from ethyl-3-oxo-3-phenylpropanoate and substituted aniline. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test and their neurotoxicity was evaluated by the rotarod neurotoxicity test (Tox). The maximal electroshock test showed that 7-hexyloxy-5-phenyl-[1,2,4]- triazolo[4,3-a]quinoline 4f was found to be the most potent compound with an ED50 value of 6.5 mg/kg and a protective index (PI = ED 50/TD50) value of 35.1, which was much higher than the PI of the reference drug phenytoin.
SYNTHESIS OF 2(1H)-QUINOLINONEQUINONES AND 2-ALKOXYQUINOLINEQUINONES USING OXIDATIVE DEMETHYLATION WITH CERIUM (IV) AMMONIUM NITRATE
Kitahara, Yoshiyasu,Nakahara, Shinsuke,Shimizu, Masaro,Yonezawa, Takanobu,Kubo, Akinori
, p. 1909 - 1924 (2007/10/02)
2,5,8(1H)-Quinolinetriones (12), 2,5,6(1H)-quinolinetriones (13), 2-alkoxy-5,8-quinolinediones (14), 2,8-dimethoxy-5,6-quinolinedione (15), and 2,6-dimethoxy-7,8-quinolinediones (16) were synthesized by oxidative demethylation of the corresponding 2(1H)-q
