Synthesis, physicochemical and anticonvulsant properties of new N-pyridyl derivatives of 3-phenyl- and 3,3-diphenyl-succinimides

Farmaco. 1999 Jul 30;54(7):423-9. doi: 10.1016/s0014-827x(99)00033-6.

Abstract

Synthesis and physicochemical properties of new N-pyridyl derivatives of 3-phenyl and 3,3-diphenylsuccinimides (1-12) have been described. The obtained compounds were evaluated in respect of their anticonvulsant activity. The N-pyridyl derivatives of 3-phenylsuccinimides (7-12) abolished the protection against MES- and scMET-induced seizures, whereas N-pyridyl derivatives of 3,3-diphenylsuccinimides (1-6) were inactive. After molecular modelling and quantum-chemistry calculations the theoretical activity test was applied (W. Kwiatkowski, J. Karolak-Wojciechowska, SAR and QSAR Envir. Res. 1 (1993) 233; Chem. Abstr. 120, 153001 (1994). J. Karolak-Wojciechowska, M. Blaszczyk, W. Kwiatkowski, J. Obniska, A. Zejc, J. Chem. Cryst. 27 (1997) 297; Chem. Abstr. 127, 277834k (1997)). The molecular electrostatic potential (MEP) of the active compounds differed significantly from that of the inactive ones.

MeSH terms

  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / pharmacology
  • Chemical Phenomena
  • Chemistry, Physical
  • Electroshock
  • Molecular Conformation
  • Pentylenetetrazole
  • Pyridines / chemical synthesis*
  • Pyridines / pharmacology
  • Rats
  • Seizures / chemically induced
  • Seizures / prevention & control
  • Spectrophotometry, Ultraviolet
  • Succinimides / chemical synthesis*
  • Succinimides / pharmacology
  • X-Ray Diffraction

Substances

  • Anticonvulsants
  • Pyridines
  • Succinimides
  • Pentylenetetrazole