4.1 Article

RP TLC determination of the lipophilicity of new 10-substituted 2,7-diazaphenothiazines

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Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/10826070701815262

Keywords

2,7-diazaphenothiazines; Phenothiazines; reversed-phase TLC; lipophilicity; R-MO; log p

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Experimental (R-M0 and log PTLC) and calculated (log(Pcalcd)) lipophilicity parameters of eleven new bioactive 10-substituted 2,7-diazaphenothiazines 2-12 were determined by reversed-phase thin-layer chromatography on RP-18 silica plates, with acetone-aqueous TRIS (tris(hydroxymethyl)aminomethane) buffer as the mobile phase, and obtained by the calculation program miLogP. The parameter R-M0 was converted into parameter log PTLC by use of a calibration curve obtained for five standards. The lipophilicity parameters were intercorrelated and discussed in the terms of structure-lipophilicity relationships. The parameter R-M0 and specific hydrophobic surface area b were significantly intercorrelated showing three congeneric subclasses of 2,7-diazaphenothiazines 2-12. The 2,7-diazaphenothiazine system turned out to be less lipophilic than the classical phenothiazine one.

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