TABLE 1

Structures of barbiturates used in this study The log P values of R3-substituents and the longest three-dimensional distances between oxygen atoms of X-substituents and carbon atoms of R3-substituents were calculated by using CS Chem 3D Pro.

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Compounds

X

R1

R2

R3 (logP)

Distance
Å
Mephobarbital =O Methyl Ethyl Phenyl (1.87) 7.3
Pentobarbital =O H Ethyl 1-Methylbutyl (2.63) 6.6
Hexobarbital —OH Methyl Methyl Cyclohexenyl (2.02) 5.4
Cyclobarbital =O H Ethyl Cyclohexenyl (2.02) 7.4
Amobarbital =O H Ethyl 3-Methylbutyl (2.38) 8.7
Phenobarbital =O H Ethyl Phenyl (1.87) 7.3
Barbital =O H Ethyl Ethyl (1.26) 6.3
Primidone
—H
H
Ethyl
Phenyl (1.87)
5.3