A TLC Study of the Lipophilicity of New Antimycobacterial Active Benzoxazine Derivatives Containing a Thioxo Group

Abstract

Experimental R(M) values of a series of 3-(4-alkylphenyl)-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and 3-(4-alkylphenyl)-2H-1,3-benzoxazine-2,4(3H)-dithiones were obtained by a reversed-phase TLC system. The mobile phase was a phosphate buffer with volume fractions of acetone between 80 and 60%.

The retention constants R(M)(0) were compared with the partition coefficients calculated using different software products. The lipophilicity contributions of the sub-stituents were compared with the pi constants.

Keywords

• Benzoxazine
• Reversed-phase thin-layer chromatography (RP-TLC)
• Lipophilicity
• R(M)
• log P