Compound: amobarbital
SMILES: O=C1NC(=O)C(CCC(C)C)(CC)C(N1)=O
InChIKey: VIROVYVQCGLCII-UHFFFAOYSA-N
Synonyms: amobarbital, Amylobarbitone, Isomytal, Amylobarbital, Barbamil, Barbamyl, Amytal, Amobarbitone, Amylbarbitone, Barbamyl acid, Pentymalum, Schiwanox, Stadadorm, 57-43-2, Amasust, Amospan, Binoctal, Dorlotyn, Dormytal, Mylodorm, Pentymal, Sednotic, Amital, Amybal, Robarb, Somnal, Isomyl, Sumital, AMAL, 5-Ethyl-5-isopentylbarbituric acid, Isoamylethylbarbituric acid, Ethylisopentylbarbituric acid, 5-Ethyl-5-isoamylbarbituric acid, Amobarbitalum, 5-Isoamyl-5-ethylbarbituric acid, 5-Ethyl-5-isoamylmalonyl urea, 5-Ethyl-5-(3-methylbutyl)barbituric acid, Amobarbital cii, Barbituric acid, 5-ethyl-5-isopentyl-, NSC 10815, 5-Ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, 5-ethyl-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione, NSC-10815, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(3-methylbutyl)-, GWH6IJ239E, DTXSID9020081, 5-ethyl-5-(3-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione, DTXCID0081, CHEBI:2673, Barbamylum, Amobarbital, Sodium, Sodium, Amobarbital, RefChem:54176, N05CA02, 200-330-7, Eunoctal, Talamo, component of Dexamyl, component of Q-Caps, component of 15-90, component of Amo-Dextrosule, NCGC00247711-01, Amobarbitale, Amobarbitale [DCIT], Amobarbitalum [INN-Latin], 5-Ethyl-5-isopentylbarbitursaeure, WLN: T6VMVMV FHJ F2 F2Y1&1, Isomytal (TN), CCRIS 5454, HSDB 3286, EINECS 200-330-7, UNII-GWH6IJ239E, 2,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(3-methylbutyl)-, 5-Ethyl-5-(3-methylbutyl)-2,6(1H,3H,5H)-pyrimidinetrione, Amobarbital [USP:INN:BAN:JAN], Dexamyl (Salt/Mix), AMOBARBITAL [MI], AMOBARBITAL [INN], AMOBARBITAL [JAN], AMOBARBITAL [HSDB], Amobarbital (JP18/INN), AMOBARBITAL [VANDF], AMOBARBITAL [MART.], BIDD:PXR0091, Oprea1_587446, SCHEMBL43780, AMOBARBITAL [WHO-DD], CBDivE_006514, DivK1c_000994, CHEMBL267894, SCHEMBL15364946, component of Dexamyl (Salt/Mix), KBio1_000994, VIROVYVQCGLCII-UHFFFAOYSA-, AMOBARBITAL [EP IMPURITY], AMOBARBITAL CII [USP-RS], component of Q-Caps (Salt/Mix), NINDS_000994, component of 15-90 (Salt/Mix), Amobarbital 0.1 mg/ml in Methanol, Amobarbital 1.0 mg/ml in Methanol, NSC10815, NSC32406, Tox21_112866, NSC-32406, NSC120800, Barbituric acid, 5-ethyl-5-isoamyl-, DB01351, NSC-120800, CAS-57-43-2, component of Amo-Dextrosule (Salt/Mix), IDI1_000994, NS00008808, C07536, D00555, Q415850, 5-Ethyl-5-isopentyl-2,4,6(1H,3H,5H)-pyrimidinetrione #, pyrimidine-2,4,6(1H,3H,5H)-trione, 5-ethyl-5-isopentyl-, InChI=1/C11H18N2O3/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)
Theoretical properties:
molecular_formula: C11H18N2O3
molecular_weight: 226.27 g/mol
exact_mass: 226.13174244 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 16
topological_polar_surface_area: 75.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals
color: Crystals
odor: Odorless
melting_point: 313 to 316 °F (NTP, 1992)
solubility: less than 1 mg/mL at 65.3 °F (NTP, 1992)
Descriptions:
pubchem: Amobarbital is a member of the class of barbiturates that is pyrimidine-2,4,6(1H,3H,5H)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hypnotic properties.
chebi: A member of the class of  barbiturates that is pyrimidine-2,4,6(1<em>H</em>,3<em>H</em>,5<em>H</em>)-trione substituted by a 3-methylbutyl and an ethyl group at position 5. Amobarbital has been shown to exhibit sedative and hypnotic properties.
chembl: AMOBARBITAL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Amobarbital (formerly known as amylobarbitone or sodium amytal as the soluble sodium salt) is a drug that is a barbiturate derivative. It has sedative-hypnotic properties. It is a white crystalline powder with no odor and a slightly bitter taste. It was first synthesized in Germany in 1923. It is considered a short to intermediate acting barbiturate.
If amobarbital is taken for extended periods of time, physical and psychological dependence can develop. Amobarbital withdrawal mimics delirium tremens and may be life-threatening. Amobarbital was manufactured by Eli Lilly and Company in the United States under the brand name Amytal in bright blue bullet shaped capsules (known as Pulvules) or pink tablets (known as Diskets) containing 50, 100, or 200 milligrams of the drug. The drug was also manufactured generically.
Amobarbital was widely misused, known as "Blue Heavens" on the street. Amytal, as well as Tuinal, a combination drug containing equal quantities of secobarbital and amobarbital, were both manufactured by Eli Lilly until the late 1990s. However, as the popularity of benzodiazepines increased, prescriptions for these medications became increasingly rare beginning in the mid to late 1980s.