Kamlet Taft Analysis Essay

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  • 1.

    Lopez, A.C., Trigo, C.G.: In: Katrizky, A.R. (ed.) The Chemistry of Hydantoins. Advances in Heterocyclic Chemistry. Academic Press, New York (1985) Google Scholar

  • 2.

    Scholl, S., Koch, A., Henning, D., Kempter, G., Kleinpeter, E.: The influence of structure and lipophilicity of hydantoin derivatives on anticonvulsant activity. Struct. Chem. 10, 355–366 (1999) CrossRefGoogle Scholar

  • 3.

    Knabe, J., Baldauf, J., Ahlhem, A.: Racemates and enantiomers of basic substituted 5-phenylhydantoins. Syntheses and antiarrhythmic activity. Pharmazie 52, 912–919 (1997) Google Scholar

  • 4.

    Anger, T., Madge, D.J., Mulla, M., Riddall, D.: Medicinal chemistry of neuronal voltage-gated sodium channel blockers. J. Med. Chem. 44, 115–137 (2001) PubMedCrossRefGoogle Scholar

  • 5.

    Kleinpeter, E.: The structure of hydantoins in solution and in the solid state. Struct. Chem. 8, 161–173 (1997) CrossRefGoogle Scholar

  • 6.

    Rodgers, T.R., LaMontagne, M.P., Markovac, A., Ach, A.B.: Hydantoins as antitumor agents. J. Med. Chem. 20, 591–594 (1977) PubMedCrossRefGoogle Scholar

  • 7.

    Meldrum, B.S.: Identification and preclinical testing of novel antiepileptic compounds. Epilepsia 38, S7–S15 (1997) PubMedGoogle Scholar

  • 8.

    Seydel, J.K., Schaper, K.J.: In: Schemische Struktur und Biologische Wirkung von Wirkstoffen, Metoden der Quantitativen Structur–Wirkungsanalyse. Verlag Chemie, Weinheim (1979) Google Scholar

  • 9.

    Hacksell, U.: In: Krogsgaard-Larsen, P., Madsen, U. (eds.) A Textbook of Drug Design and Development. Harwood Academic Publishers, Amsterdam (1996) Google Scholar

  • 10.

    Brouillette, W.J., Brown, G.B., DeLorey, T.M., Liang, G.: Sodium channel binding and anticonvulsant activities of hydantoin containing conformationally constrained 5-phenyl substituents. J. Pharm. Sci. 79, 871–874 (1990) PubMedCrossRefGoogle Scholar

  • 11.

    Brouillette, W.J., Jestkov, V.P., Brown, M.L., Akhtar, M.S., DeLorey, T.M., Brown, G.B.: Bicyclic hydantoins with a bridgehead nitrogen. Comparison of anticonvulsant activities with binding to the neuronal voltage-dependent sodium channel. J. Med. Chem. 37, 3289–3293 (1994) Google Scholar

  • 12.

    Unverferth, K., Engel, J., Höfgen, N., Rostock, A., Günther, R., Lankau, H.J., Menzer, M., Rolfs, A., Liebscher, J., Müller, B., Hofmann, H.J.: Synthesis. anticonvulsant activity, and structure-activity relationships of sodium channel blocking 3-aminopyrroles. J. Med. Chem. 41, 63–73 (1998) Google Scholar

  • 13.

    Poupaert, J.H., Vandervarst, D., Guiot, P., Moustafa, M.M.M., Dumont, P.: Structure–activity relationship of phenytoin-like anticonvulsant drugs. J. Med. Chem. 27, 76–78 (1984) PubMedCrossRefGoogle Scholar

  • 14.

    Jones, G.L., Woodbury, D.M.: Anticonvulsant structure–activity relationships: historical development and probable causes of failure. Drug Dev. Res. 2, 333–355 (1982) CrossRefGoogle Scholar

  • 15.

    Kamlet, M.J., Abboud, J.L.M., Taft, R.W.: An examination of linear solvation energy relationships. Prog. Phys. Org. Chem. 13, 485–630 (1981) CrossRefGoogle Scholar

  • 16.

    Abboud, J.L.M., Kamlet, M.J., Taft, R.W.: Regarding a generalized scale of solvent polarities. J. Am. Chem. Soc. 99, 8325–8327 (1977) CrossRefGoogle Scholar

  • 17.

    Kamlet, M.J., Taft, R.W.: The solvatochromic comparison method. I. The β-scale of solvent hydrogen-bond acceptor (HBA) basicities. J. Am. Chem. Soc. 98, 377–383 (1976) CrossRefGoogle Scholar

  • 18.

    Kamlet, M.J., Taft, R.W.: Linear solvation energy relationships. Part 3. Some reinterpretations of solvent effects based on correlations with solvent π* and α values. J. Chem. Soc. Perkin Trans. 2, 349–356 (1979) Google Scholar

  • 19.

    Kamlet, M.J., Doherty, R.M., Abboud, J.L.M., Abraham, M.H., Taft, R.W.: Solubility: a new look. Chemtech 16, 566–576 (1986) Google Scholar

  • 20.

    Carr, P.W., Doherty, R.M., Kamlet, M.J., Taft, R.W., Melander, W., Horvath, C.: Study of temperature and mobile-phase effects in reversed-phase high–performance liquid chromatography by the use of the solvatochromic comparison method. Anal. Chem. 58, 2674–2680 (1986) PubMedCrossRefGoogle Scholar

  • 21.

    Ušćumlić, G.S., Mijin, D.Ž., Valentić, N.V., Vajs, V., Sušić, B.: Substituent and solvent effects on the UV/Vis absorption spectra of 5-(4-substituted arylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones. Chem. Phys. Lett. 397, 148–153 (2004) CrossRefGoogle Scholar

  • 22.

    Mijin, D.Ž., Ušćumlić, G.S., Perišić-Janjić, N.U., Valentić, N.V.: Substituent and solvent effects on the UV/vis absorption spectra of 5-(3- and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones. Chem. Phys. Lett. 418, 223–229 (2006) CrossRefGoogle Scholar

  • 23.

    Magnes, B.Z., Pines, D., Strashnikova, N., Pines, E.: Hydrogen-bonding interactions of photoacids: Correlation of optical solvatochromism with IR absorption spectra. Solid State Ionics 168, 225–233 (2004) CrossRefGoogle Scholar

  • 24.

    Spange, S., Kunzmann, D., Sens, R., Roth, I., Seitfert, A., Thiel, W.R.: Solvatochromic azamethine dyes for probing the polarity of gold-cluster-functionalized silica particles. Chem. Eur. J. 9, 4161–4167 (2003) CrossRefGoogle Scholar

  • 25.

    Vida, J.A., Samour, C.M., Reinhard, J.F.: Anticonvulsants. 1. Alkoxymethyl derivatives of barbiturates and diphenylhydantoin. J. Med. Chem. 14, 187–189 (1971) PubMedCrossRefGoogle Scholar

  • 26.

    Mai, K.H.X., Patil, G.: Preparation of 2-(1-hydroxyalkyl)-5,5-diphenylhydantoins as drug intermediates. U.S. Patent 4,709,042 (1987); Chem. Abstr. 108, 94560 (1987) Google Scholar

  • 27.

    Vida, J.A., Wilber, W.R., Reinhard, J.F.: Anticonvulsants. 2. Acyloxymethyl and halomethyl derivatives of barbituric acid and diphenylhydantoin. J. Med. Chem. 14, 190–193 (1971) CrossRefGoogle Scholar

  • 28.

    Hoffmann, C.: Synthesis of some 3-substituted 5,5-diphenylhydantoins. Bull. Soc. Chim. Fr., 45–47 (1950) Google Scholar

  • 29.

    Muccioli, G.G., Wouters, J., Poupaert, J.H., Norberg, B., Poppitz, W., Scriba, E.K.G., Lambert, D.M.: Versatile access to benzhydryl-phenylureas through an unexpected rearrangement during microwave-enhanced synthesis of hydantoins. Org. Lett. 5, 3599–3602 (2003) PubMedCrossRefGoogle Scholar

  • 30.

    Kamlet, M.J., Abboud, J.L.M., Abraham, M.H., Taft, R.W.: Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, π*, α, and β, and some methods for simplifying the generalized solvatochromic equation. J. Org. Chem. 48, 2877–2887 (1983) CrossRefGoogle Scholar

  • 31.

    Taft, R.W., Abboud, J.-L.M., Kamlet, M.J.: Solvatochromic comparison method. 20. Linear solvation energy relationships. 12. The dδ term in the solvatochromic equations. J. Am. Chem. Soc. 103, 1080–1086 (1981) CrossRefGoogle Scholar

  • 32.

    Ušćumlić, G.S., Kshad, A.A., Mijin, D.Ž.: Synthesis and investigation of solvent effects on the ultraviolet absorption spectra of 1,3-bis-substituted-5,5-dimethylhydantoins. J. Serb. Chem. Soc. 68, 699–706 (2003) CrossRefGoogle Scholar

  • 33.

    Ware, E.: The chemistry of the hydantoins. Chem. Rev. 46, 403–70 (1950) CrossRefGoogle Scholar

  • 34.

    Vida, J.A., O’Dea, M.H., Samour, C.M., Reinhard, J.F.: Anticonvulsants. 5. Derivatives of 5-ethyl-5-phenylhydantoin and 5,5-diphenylhydantoin. J. Med. Chem. 18, 383–385 (1975) PubMedCrossRefGoogle Scholar

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