Unveiling the Anti-convulsant Potential of Novel Series of 1,2,4-Triazine- 6H-Indolo[2,3-b]quinoline Derivatives: In Silico Molecular Docking, ADMET, DFT, and Molecular Dynamics Exploration
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Epilepsy is a chronic neurological disorder caused by irregular electrical activity in the brain. To manage this disorder effectively, it is imperative to identify potential pharmacological targets and to understand the pathophysiology of epilepsy in depth.Keywords:
Convulsants
Docking (animal)
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Phenanthridine
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1-Cyano-2-methoxy-1, 2-dihydroquinolines (I) were dissolved in chloroform or bromo-form, 50% sodium hydroxide solution was added in the presence of a small quantity of interphase transition catalyst, and the mixture was stirred at room temperature, by which the corresponding 3-cyano-1, 1-dichloro (or dibromo)-2-methoxy-1a, 2, 3, 7b-tetrahydro-1H-cyclopropa [c] quinoline derivatives (II) were obtained. I can be obtained easily in one step from the commercial quinoline derivative so that this reaction is a useful two-step synthesis of cyclopropa [c] quinoline derivatives (II) from commercial quinoline derivatives.
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Two ω-mercaptoalkoxy quinoline compounds:6-(ω-mercaptodecoxy)-quinoline and 2-(ω-mercaptodecoxy)-4-methyl-quinoline were succesfully synthesized by reacting quinoline with 1,10- dibromodecane and thiourea in alkaline solution. The intermediates and products were characterized by IR, 1H NMR and MS.
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Aim To synthesize new self-assembed monolayers(SAMs) functional materials of mercaptoalkoxy quinoline compounds.Methods The new SAMs functional materials are synthesized by reacting quinoline with 1,10-dibromodecane and thiourea,the products are characterized by 1H NMR and MS.Results and Conclusion Two new ω-mercaptoalkoxy quinoline compounds:1-(10-mercaptodecyl)-4-methyl-1H-quinoline-2-one and 1-(10mercaptodecoxy)-1H-quinoline-2-one were successfully synthesized by reacting quinoline with 1,10-dibromodecane and thiourea in alkaline solution.The intermediates and products were characterized by 1H NMR and MS.
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Benzo[f]quinoline and benzo[h]quinoline are widespread environmental pollutants which have been found to be mutagenic. The metabolism of benzo[f]quinoline and benzo[h]quinoline was investigated using a liver homogenate from Aroclor-pretreated rats. The metabolites of benzo[f]quinoline which were identified were 7,8-dihydroxy-7,8-dihydrobenzo[f]quinoline, 9,10-dihydroxy-9,10-dihydrobenzo[f]quinoline, 7-hydroxybenzo[f]quinoline, and benzo[f]quinoline-N-oxide. Metabolism studies on benzo[f]quinoline performed in the presence of the epoxide hydratase inhibitor, 3,3,3-trichloropropylene oxide, demonstrated that the formation of both of these dihydrodiols can be inhibited. The major metabolites of benzo[h]quinoline were identified as 5,6-dihydroxy-5,6-dihydrobenzo[h]quinoline and 7,8-dihydroxy-7,8-dihydrobenzo[h]quinoline. Benzo[h]quinoline-N-oxide was not detected as a metabolite. In the presence of an epoxide hydratase inhibitor, the major metabolites of benzo[h]quinoline were 5,6-epoxybenzo[h]quinoline and 7-hydroxybenzo[h]quinoline. The difference in the metabolism to N-oxides observed between benzo[h]quinoline and benzo[f]quinoline is consistent with previous observations in which sterically hindered aromatic ring nitrogen compounds such as benzo[h]quinoline are more resistant to N-oxide formation. The nitrogen atom of these aza-arenes with its lone pair of electrons has a significant influence on sites at which dihydrodiols are formed. The data suggest that the aromatic ring nitrogen of these azaphenanthrenes has an effect similar to that of a methyl substituent in directing their metabolic oxidation.
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Thirteen isomers of the p-dimethylaminophenylazoquinolines and their corresponding N-oxides were investigated for hepatic carcinogenic activity in Sprague-Dawley rats. The dyes were all fed at the 0.03 percent level, and the more active isomers were also examined at the 0.01 percent level. The isomers are listed in order of decreasing activity, with semiquantitative values based on p-dimethylaminoazobenzene as 6: 6- (p- dimethylaminophenylazo)quinoline, 200+ ; 5-(p-dimethylaminophenylazo)quinoline-1-oxide, 200+; 5-(p-dimethylaminophenylazo)quinoline, 150; 6-(p-dimethylaminophenylazo)quinoline-1-oxide, 100; 4-(p-dimethylaminophenylazo)quinoline-1-oxide, 22; 4-(p-dimethylaminophenylazo)quinoline, 15; 3- (p-dimethylaminophenylazo)quinoline-1-oxide, 3-(p-dimethylaminophenylazo)quinoline, 7-(p-dimethylaminophenylazo)quinoline-1-oxide, 7-(p-dimethylaminophenylazo)quinoline, 8-(p-dimethylaminophenylazo)quinoline-1-oxide, 8-(p-dimethylaminophenylazo)quinoline, and 2-(p-dimethylaminophenylazo)quinoline-1-oxide, with all the latter less than 2.
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