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Structure-activity relationship of phenytoinergic antiepileptic drugs related to ameltolide

Bibliographic reference Philip, Ashok E. ; Poupaert, Jacques ; Cheve, Gwenael ; Muccioli, Giulio ; Lambert, Didier ; et. al. Structure-activity relationship of phenytoinergic antiepileptic drugs related to ameltolide. In: Medicinal Chemistry Research : an international journal for rapid communications on design and mechanisms of action of biologically active agents, Vol. 16, no. 3, p. 130-135 (2007)
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  1. Allinger NL (1977) Conformational analysis. 130. MM2. A hydrocarbon force field utilizing V1 and V2 torsional terms. J Am Chem Soc 99:8127–8134
  2. Azumaya I, Yamaguchi K, Kagechika H, Saito S, Itai A, Shudo K (1994) Stereochemistry of benzanilides and N-methylbenzanilides. Yakugaku Zasshi 114:414–430
  3. Brooks BR, Bruccoleri RE, Olafson BD, States DJ, Swaminathan S, Karplus M (1983) CHARMM: a program for macromolecular energy, minimization, and dynamics calculations. J Comp Chem 4:187–217
  4. Clark CR (1988) Comparative anticonvulsant activity and neurotoxicity of 4-amino-N-(2,6-dimethylphenyl)benzamide and prototype antiepileptic drugs in mice and rats. Epilepsia 29:198–203
  5. Clark CR, Davenport TW (1987) Synthesis and anticonvulsant activity of analogues of 4-amino-N-(1-phenylethyl)benzamide. J Med Chem 30:1214–1218
  6. Clark CR, Lin CM, Sansom RT (1986) Anticonvulsant activity of 2- and 3-aminobenzanilides. J Med Chem 29:1534–1537
  7. Clark CR, Sansom RT, Lin CM, Norris GN (1985) Anticonvulsant activity of some 4-aminobenzanilides. J Med Chem 28:1259–1262
  8. Clark CR, Wells MJM, Sansom RT, Norris GN, Dockens RC, Ravis WR (1984) Anticonvulsant activity of some 4-aminobenzamides. J Med Chem 27:779–782
  9. Cornell WD, Cieplak P, Layly CI, Gould IR, Merz KM, Ferguson DM, Spellmeyer DC, Fox T, Caldwell JW, Kollman PA (1995) A Second Generation Force Field for the Simulation of Proteins, Nucleic Acids, and Organic Molecules. J Am Chem Soc 117:5179–5197
  10. Dewar MJS, Zoebisch EG, Healy EF, Stewart JJP (1985) Development and use of quantum mechanical molecular models. J Am Chem Soc 107:3902–3909
  11. Duke NE, Codding PW (1992) Molecular modeling and crystallographic studies of 4-amino-N-phenylbenzamide anticonvulsants. J Med Chem 35:1806–1812
  12. Jorgensen WL, Tirado-Rives J (1988) The OPLS [optimized potentials for liquid simulations] potential functions for proteins, energy minimizations for crystals of cyclic peptides and crambin. J Am Chem Soc 110:1657–1666
  13. Klamt A, Shürmann G (1993) COSMO: a new approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient. J Chem Soc Perkin Trans 2, 5:799–805
  14. Poupaert Jacques H., Hamoir Gaëtane, Barbeaux Philippe, Lambert Didier, Hénichart Jean-Pierre, Anticonvulsant Activity of Some N-Phenylphthalimide Derivatives in Rats and Mice, 10.1111/j.2042-7158.1995.tb05741.x
  15. Poupaert JH, Hermans E, Jonckheere Y, Mergen F, Lambert D, Lerot T, Aandrianjara R, Poupaert EJ, Lybrand T, Durant F (1990) Synthesis and pharmacological evaluation of the anticonvulsant activity of bivalent ligands derived from 4-amino-2′,6′-dimethylbenzanilide. Asia Pacif J Pharmacol 5:249–251
  16. Vamecq J, Lambert D, Poupaert JH, Masereel B, Stables JP (1998) Stables, Anticonvulsant activity and interactions with neuronal voltage-dependent sodium channel of analogues of ameltolide. J Med Chem 41:3307–3313