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|Title:||Some physicochemical parameters of 11H-indolo[3,2-c]quinoline||Authors:||Mei Lin, G.
|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||URI:||http://scholarbank.nus.edu.sg/handle/10635/106350||ISSN:||03855414|
|Appears in Collections:||Staff Publications|
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