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-5-ethylbarbituric_acid_(3d).png) | |
| Names | |
|---|---|
| IUPAC name 5-ethyl-5-(4-methylpentan-2-yl)-1,3-diazinane-2,4,6-trione | |
Other names
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| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| UNII | |
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| Properties | |
| C12H20N2O3 | |
| Molar mass | 240.303 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Diberal, also known as5-(1,3-Dimethylbutyl)-5-ethylbarbituric acid orDMBB, is an atypicalbarbiturate. This compound can be eitherconvulsant oranticonvulsant depending on which enantiomer is used.
Diberal, unlike mostbarbiturates, can have convulsant actions. This is uncommon, as barbiturates typically enhance the function ofGABA asallorestic modulators andagonists (at higher doses),[2] therefore havinganticonvulsant properties. Depending on which isomer is used, it can have eitherconvulsant or anticonvulsant actions.
The different pharmacological profile betweenisomers is thought to be due to the differences in the formation ofhydrogen bonds at the binding sites.[3]
(+)-DMBB is the atypical enantiomer of diberal. It is atypical in the means that it has convulsant action, unlike most barbiturate drugs.[4]
Unlike (+)-DMBB, the (−)-isomer is similar to most barbiturates by having anticonvulsant action. It has been found that administration of (−)-DMBB reverses the convulsant actions of (+)-DMBB.[3] (−)-DMBB is slightly more potent thanpentobarbital in its depressant properties.[5]
