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Title: Some physicochemical parameters of 11H-indolo[3,2-c]quinoline
Authors: Mei Lin, G. 
Lan, N.T. 
Issue Date: 1-Dec-1989
Citation: Mei Lin, G.,Lan, N.T. (1989-12-01). Some physicochemical parameters of 11H-indolo[3,2-c]quinoline. Heterocycles 29 (12) : 2353-2359. ScholarBank@NUS Repository.
Abstract: The hydrophobicity (log P), pKa and limiting solubility of 3-chloro-8-methoxy-11H-indolo[3,2-c]quinoline (I), a representative 11H-indolo[3,2-c]quinoline, were determined. A significant difference was observed between the basicity of I and its non-cyclized analogue, 7-chloro-4-N-(p-methoxyphenyl)aminoquinoline (II). I was found to be a weaker base (pKa 3.99) than II (pKa 7.59), which suggested that the indolo N, unlike the 4-amino group of II, did not affect the basicity of the quinolyl N. I was also much less hydrophobic and more water soluble than II, which could only be attributed partly to a reduction of surface area on ring formation. Based on the present determinations, the unique hydrophobicity of the 11H-indolo[3,2-c]quinoline ring system was calculated to have a log P value of 2.22. © 1989.
Source Title: Heterocycles
ISSN: 03855414
Appears in Collections:Staff Publications

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