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Design and Synthesis of Naphthol Derivative Using Three Components System and Its Relation with Physicochemical Parameters log P and p
Corresponding Author(s) : L. Figueroa-Valverde
Asian Journal of Chemistry,
Vol. 25 No. 6 (2013): Vol 25 Issue 6
Abstract
A naphthol derivative was synthesized using the three-component system (b-naphthol, benzaldehyde and N-(2-aminoethyl)-4-hydroxybenzamide) and characterized by spectral analyses. In order to characterize the structural and chemical requirements of naphthol derivative, some parameters such as log P and p were evaluated. The results showed an increase in the values of log P and p for the compound 4 in comparison with 1, 2 and 3. These data indicate a high degree of lipophilicity and steric impediment for compound 4 in comparison with 1, 2 and 3.
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- N. Latif, N. Mishriky and F. Assad, Aust. J. Chem., 35, 1037 (1982).
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- M. Noji, M. Nakajima and K. Koga, Tetrahedron Lett., 35, 7983 (1994).
- S. Kobayashi, M. Moriwaki and I. Hachiya, Tetrahedron Lett., 37, 2053 (1996).
- H. Reza, A. Hosseinian and M. Ghashang, Tetrahedron Lett., 49, 5804 (2008).
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- R. Mannhold and H. Van de Waterbeemd, J. Comp. Aided Mol. Des., 15, 337 (2001).
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References
N. Latif, N. Mishriky and F. Assad, Aust. J. Chem., 35, 1037 (1982).
D. Azarifar and M. Shaebanzadeh, Molecules, 7, 885 (2002).
A. Khosravi, S. Moradian, K. Gharanjig and F. Afshar, Dyes Pigm., 69, 79 (2006).
N. Asao, K. Takahashi,S. Lee, T. Kasahara and Y. Yamamoto, J. Am. Chem. Soc., 124, 12650 (2002).
Y.J. Im, K.Y. Lee, T.H. Kim and J.N. Kim, Tetrahedron Lett., 43, 4675 (2002).
J. Cochran and A. Padwa, Tetrahedron Lett., 30, 3495 (1995).
H. House, D. Koepsell and W. Campbell, J. Org. Chem., 37, 1003 (1972).
G. Viswanathan and M. Wang, Angew. Chem., 114, 2242 (2002).
M. Dabiri, A. Delbari and A. Bazgir, Heterocycles, 7, 543 (2007).
B. Gutkowska and S. Biniecki, Acta Pol. Pharm., 19, 243 (1962).
M. Noji, M. Nakajima and K. Koga, Tetrahedron Lett., 35, 7983 (1994).
S. Kobayashi, M. Moriwaki and I. Hachiya, Tetrahedron Lett., 37, 2053 (1996).
H. Reza, A. Hosseinian and M. Ghashang, Tetrahedron Lett., 49, 5804 (2008).
A. Leo and D. Hoekman, Perspect. Drug Discov. Design, 18, 19 (2000).
C. Hansch, A. Leo and R.W. Taft, Chem. Rev., 91, 165 (1991).
R. Mannhold and H. Van de Waterbeemd, J. Comp. Aided Mol. Des., 15, 337 (2001).
S. Bryantsev and P. Hay, J. Phys. Chem. A, 110, 4678 (2006).