CHEB, also known as BRN 0250312 is a convulsant barbiturate. Its mechanism of action is not fully understood.
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| Names | |
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| IUPAC name
5-(2-Cyclohexylideneethyl)-5-ethyl-1,3-diazinane-2,4,6-trione
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Other names
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| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C14H20N2O3 | |
| Molar mass | 264.325 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pharmacodynamics
editCHEB has uncommon action compared to other barbiturates. While other barbiturates such as Barbital are usually anticonvulsants, CHEB is a convulsant.
CHEB's convulsant action is not fully understood. There may be multiple mechanisms involved in its properties;
In rats, CHEB stimulates the release of glutamate, an excitatory neurotransmitter.[2]
In low doses, CHEB can block the action of glycine, thus operating in a strychnine similar way.[3]
Another study has shown that CHEB could increase the release of acetylcholine. This result was not observed with some other convulsants (S(+)-MPPB, pentylenetetrazol and Ro-5-3663), suggesting that this property is unique.[4]
Paradoxically, CHEB is able to enhance the binding of GABA, this is a strange property, as compounds that enhance GABA binding usually have anticonvulsant action, such as diazepam.[5]
See also
editReferences
edit- ^ "5-(2-Cyclohexylidene-ethyl)-5-ethylbarbiturate".
- ^ Wei, L.; Schlame, M.; Downes, H.; Hemmings, H. C. (June 1996). "CHEB, a convulsant barbiturate, evokes calcium-dependent spontaneous glutamate release from rat cerebrocortical synaptosomes". Neuropharmacology. 35 (6): 695–701. doi:10.1016/0028-3908(96)84641-7. ISSN 0028-3908. PMID 8887978.
- ^ Nicholson, G. M.; Spence, I.; Johnston, G. A. (June 1985). "Strychnine-like action of the convulsant barbiturate, CHEB". Neuropharmacology. 24 (6): 465–471. doi:10.1016/0028-3908(85)90050-4. ISSN 0028-3908. PMID 2862600. S2CID 31187813.
- ^ Holtman, J. R.; Richter, J. A. (September 1983). "Increased release of [3H]acetylcholine in vitro from the mouse hippocampus by a convulsant barbiturate". Neuropharmacology. 22 (9): 1101–1108. doi:10.1016/0028-3908(83)90031-x. ISSN 0028-3908. PMID 6138729. S2CID 43453342.
- ^ Willow, M; Johnston, GA (1981-04-01). "Enhancement by anesthetic and convulsant barbiturates of GABA binding to rat brain synaptosomal membranes". The Journal of Neuroscience. 1 (4): 364–367. doi:10.1523/JNEUROSCI.01-04-00364.1981. ISSN 0270-6474. PMC 6564141. PMID 6267224.