Structure via PubChem · Public domain (PubChem)
mebutamate
Sign in to saveAlso known as Mebutamatum, 2-sec-Butyl-2-methyl-1,3-propanediol dicarbamate, 2-Methyl-2-sec-butyl-1,3-propanediol dicarbamate, 2,2-Dicarbamyloxymethyl-3-methylpentane, 2-sec-Butyl-2-methylpropane-1,3-diyl dicarbamate, Dicamoylmethtane, Mebutamato
Mebutamate (Capla, Dormate) is an anxiolytic and sedative drug with antihypertensive effects of the carbamate class. It has effects comparable to those of barbiturates such as secobarbital, but is only around 1/3 the potency of secobarbital as a sedative. Side effects include dizziness and headaches.
Chemical data
- Formula
- C10H20N2O4
- Molecular weight
- 232.28 g/mol
- IUPAC name
- [2-(carbamoyloxymethyl)-2,3-dimethylpentyl] carbamate
- SMILES
- CCC(C)C(C)(COC(=O)N)COC(=O)N
- InChIKey
- LEROTMJVBFSIMP-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 105 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- oral
- Indications
- anxiety
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 232.142
Show 2 more facts
- chemical formula
- C₁₀H₂₀N₂O₄
- canonical SMILES
- CCC(C)C(C)(COC(=O)N)COC(=O)N
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- Structural analogs
- References
Mebutamate (Capla, Dormate) is an anxiolytic and sedative drug with antihypertensive effects of the carbamate class. It has effects comparable to those of barbiturates such as secobarbital, but is only around 1/3 the potency of secobarbital as a sedative. Side effects include dizziness and headaches.
Mebutamate is one of many GABAergic drugs which act via allosteric agonism of the GABAA receptor at the β-subreceptor similar to barbiturates. In contrast, benzodiazepines act at the α-subreceptor. As such, carbamates and barbiturates, possess analgesic properties while the benzodiazepine class of drugs are strictly psychoactive.
Excerpted from Wikipedia’s “mebutamate” article, available under the CC BY-SA 4.0 licence.