Stereochemical basis of anticonvulsant drug action. II. Molecular structure of diazepam

1972 ◽  
Vol 94 (1) ◽  
pp. 268-272 ◽  
Author(s):  
Arthur Camerman ◽  
Norman Camerman
Keyword(s):  
Molecular Structure ◽  
Anticonvulsant Drug ◽  
Drug Action

Stereochemical basis of anticonvulsant drug action. VI. Crystal and molecular structure of diphenylsilanediol

1977 ◽  
Vol 55 (20) ◽  
pp. 3631-3635 ◽  
Author(s):  
J. Keith Fawcett ◽  
Norman Camerman ◽  
Arthur Camerman
Keyword(s):  
Molecular Structure ◽  
Phenyl Ring ◽  
Anticonvulsant Activity ◽  
Crystal And Molecular Structure ◽  
Anticonvulsant Drug ◽  
Drug Action ◽  
Asymmetric Unit ◽  
Triclinic Space Group ◽  
Fourier Methods ◽  
Cell Dimensions

The crystal and molecular structure of diphenylsilanediol, a compound with recently demonstrated anticonvulsant activity, has been determined and its stereochemistry compared with other antiepileptics. Crystals of diphenylsilanediol are triclinic, space group [Formula: see text] with cell dimensions a = 9.912, b = 15.048, c = 14.519 Å, α = 120.83,β = 99.95, γ = 100.84°, Z = 6 molecules per cell (3 molecules per asymmetric unit). The structure was determined by Patterson and Fourier methods and refined to a final discrepancy value R = 0.034. The phenyl ring planes in the molecule are rotated by 80° with respect to each other, and the hydroxyl oxygen atoms are 2.66 Å apart. The molecular parameters help to delineate limits of stereochemical variation in these molecules with retention of anticonvulsant activity.

The Stereochemical Basis of Anticonvulsant Drug Action. V. The Crystal and Molecular Structure of Sulthiame

1975 ◽  
Vol 53 (14) ◽  
pp. 2194-2198 ◽  
Author(s):  
Arthur Camerman ◽  
Norman Camerman
Keyword(s):  
Molecular Structure ◽  
Carbonic Anhydrase ◽  
Molecular Conformation ◽  
Crystal And Molecular Structure ◽  
Anticonvulsant Drug ◽  
Anticonvulsant Drugs ◽  
Orthorhombic Space Group ◽  
Fourier Methods ◽  
Cell Dimensions ◽  
Sulfonamide Group

The crystal and molecular structure of sulthiame, (N-[4′-sulfamylphenyl]-l,4-butansultam), one of a series of carbonic anhydrase inhibitors that have gained wide use as antiepileptic agents, has been determined in order to compare the stereochemistry of this compound to that of other antiepileptics. Crystals of sulthiame are orthorhombic, space group Pca21; with cell dimensions a = 8.267, b = 17.750, c = 8.651 Å. The structure was determined by Patterson and Fourier methods and refined to a final R value of 0.039.Sulthiame molecular conformation differs markedly from that of diphenylhydantoin and other anticonvulsant drugs, suggesting a different mechanism of action for this compound. If the sulfonamide group is removed from sulthiame, however, the resulting molecule, although no longer a carbonic anhydrase inhibitor, does retain weak antiepileptic activity and does bear a weak conformational resemblance to the other noncarbonic anhydrase inhibitor anticonvulsant drugs.

scholarly journals Cellular Bases of Barbiturate and Phenytoin Anticonvulsant Drug Action

Epilepsia ◽  
1982 ◽  
Vol 23 (s1) ◽  
pp. S7-S18 ◽  
Author(s):  
Robert L. Macdonald ◽  
Michael J. McLean
Keyword(s):  
Anticonvulsant Drug ◽  
Drug Action
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