Compound: Mebutamate
SMILES: O=C(OCC(C(CC)C)(COC(=O)N)C)N
InChIKey: LEROTMJVBFSIMP-UHFFFAOYSA-N
Synonyms: Mebutamate, Mebutamat, Mebutina, Butatensin, Ipotensivo, Mioartrina, 64-55-1, Carbuten, Dormate, Encapla, Preminex, Sigmafon, Vallene, Axiten, Capla, Dicamoylmethtane, Prean, Dicamoylmethane, NO-Press, 2,2-Dicarbamyloxymethyl-3-methylpentane, Mebutamato, 2-Methyl-2-(1-methylpropyl)-1,3-propanediol dicarbamate, Mebutamatum, W-583, 2-sec-Butyl-2-methyl-1,3-propanediol dicarbamate, 2-sec-Butyl-2-methyltrimethylene dicarbamate, 2-Methyl-2-sec-butyl-1,3-propanediol dicarbamate, W 583, NSC 163921, Mebutamatum [INN-Latin], 1,3-Propanediol, 2-methyl-2-(1-methylpropyl)-, dicarbamate, Mebutamato [INN-Spanish], Carbamic acid, 2-sec-butyl-2-methyltrimethylene ester, EINECS 200-587-5, UNII-5H8F175RER, NSC-163921, BRN 1788226, 5H8F175RER, DTXSID1023239, DTXCID203239, 1,3-PROPANEDIOL, 2-sec-BUTYL-2-METHYL-, DICARBAMATE, Mebutamatum (INN-Latin), Mebutamato (INN-Spanish), MEBUTAMATE (MART.), MEBUTAMATE [MART.], 2-sec-butyl-2-methylpropane-1,3-diyl dicarbamate, 1,3-PROPANEDIOL, 2-METHYL-2-(1-METHYLPROPYL)-, 1,3-DICARBAMATE, RefChem:55560, N05BC04, 200-587-5, [2-(carbamoyloxymethyl)-2,3-dimethylpentyl] carbamate, MFCD00025464, 2-[(carbamoyloxy)methyl]-2,3-dimethylpentyl carbamate, Mebutamate [USAN:INN:BAN:JAN], DEA No. 2800, Dormate (TN), Capla (TN), Caplaril (Salt/Mix), MEBUTAMATE [MI], MEBUTAMATE [INN], MEBUTAMATE [JAN], Mebutamate (JAN/USAN), MEBUTAMATE [USAN], MEBUTAMATE [WHO-DD], (+/-)-MEBUTAMATE, SCHEMBL122289, CHEMBL1200922, MEBUTAMATE [ORANGE BOOK], CHEBI:31804, LEROTMJVBFSIMP-UHFFFAOYSA-, MEBUTAMATE, (+/-)-, WLN: ZVO1X1&1OVZY2&1, Tox21_113666, NSC163921, AKOS027379922, DB06797, CAS-64-55-1, 1, 2-sec-butyl-2-methyl-, dicarbamate, NCGC00249890-01, DB-054688, M1018, NS00015445, D01807, 1, 2-methyl-2-(1-methylpropyl)-, dicarbamate, SR-01000944487, Q6804368, SR-01000944487-1, [2-(carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate, InChI=1/C10H20N2O4/c1-4-7(2)10(3,5-15-8(11)13)6-16-9(12)14/h7H,4-6H2,1-3H3,(H2,11,13)(H2,12,14)
Theoretical properties:
molecular_formula: C10H20N2O4
molecular_weight: 232.28 g/mol
exact_mass: 232.14230712 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 8
heavy_atom_count: 16
topological_polar_surface_area: 105 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 77-79
Descriptions:
pubchem: Mebutamate is an organic molecular entity.
chembl: MEBUTAMATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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.
Other carbamates with the same mechanism of action and pharmacological properties include meprobamate, carisoprodol, felbamate, and tybamate.