Authors:
Robert Skibiński Medical University of Lublin Department of Medicinal Chemistry, Faculty of Pharmacy Jaczewskiego 4 20-090 Lublin Poland

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Tomasz Sławik Medical University of Lublin Department of Medicinal Chemistry, Faculty of Pharmacy Jaczewskiego 4 20-090 Lublin Poland

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Martyna Kaczkowska Medical University of Lublin Department of Medicinal Chemistry, Faculty of Pharmacy Jaczewskiego 4 20-090 Lublin Poland

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The lipophilicity and specific hydrophobic surface area of fourteen 1,3-benzoxazol-2(3H)-ones substituted in the benzene ring (fluoro-, chloro-, bromo-, dibromo-, amino-, and nitro-derivatives) were studied by reversed-phase thin-layer chromatography. Precoated C18 F254 plates and mixtures of methanol-water and aminoacetic acid buffer, pH 2.67 and 11.6, were used. The linear correlation between the volume fraction of methanol and values over a limited range was established with high values of correlation coefficients (r > 0.98).The obtained results were compared with computationally calculated partition coefficients values (AlogPs, ClogP, AB/logP, milogP, logPKOWIN, XlogP2, XlogP3) by principal component analysis (PCA) and appreciable differences between them were observed. The comparison of chromatographic behavior of the investigated 1,3-benzoxazol-2(3H)-ones with their isomeric analogs 1,2-benzisoxazol-3(2H)-ones shows significant differences between their RM0 values.

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Journal of Planar Chromatography - Modern TLC
Language English
Size A4
Year of
Foundation
1988
Volumes
per Year
1
Issues
per Year
6
Founder Akadémiai Kiadó
Founder's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address
H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
Responsible
Publisher
Chief Executive Officer, Akadémiai Kiadó
ISSN 0933-4173 (Print)
ISSN 1789-0993 (Online)

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