Compound: pentobarbital
SMILES: O=C1NC(=O)C(C(CCC)C)(CC)C(N1)=O
InChIKey: WEXRUCMBJFQVBZ-UHFFFAOYSA-N
Synonyms: pentobarbital, Pentobarbitone, Nembutal, Mebubarbital, Pentobarbituric acid, Ethaminal, Dorsital, Mebumal, 76-74-4, Rivadorm, Pentobarbiturate, Pentabarbitone, Neodorm (new), Pentabarbital, Pentobarbitalum, 5-Ethyl-5-(1-methylbutyl)barbituric acid, 5-Ethyl-5-(sec-pentyl)barbituric acid, 5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, 5-Ethyl-5-(1-methylbutyl)malonylurea, NSC 28708, Pentobarbital cii, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(1-methylbutyl)-, Barbituric acid, 5-ethyl-5-(1-methylbutyl)-, NSC-28708, 5-ethyl-5-(pentan-2-yl)pyrimidine-2,4,6(1H,3H,5H)-trione, CHEMBL448, 5-ethyl-5-(pentan-2-yl)-1,3-diazinane-2,4,6-trione, Aethaminalum, DTXSID7023435, I4744080IR, Nembutal (VAN), DEA No. 2270, NCGC00096074-01, Pentobarbitale, Pentobarbital (VAN), Pentobarbitone (VAN), Pentobarbitale [DCIT], 5-Ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione, Pentobarbitalum [INN-Latin], Phetobarbitone, Pentobarbital (1mg/ml in Methaniol), Pentobarbital (1mg/ml in Acetonitrile), Nembutal (TN), Ethyl-propylmethylcarbinylbarbituric acid, CCRIS 7089, Pentobarbital [INN], HSDB 3151, EINECS 200-983-8, Pentobarbital (USP/INN), BRN 0087067, 5-ethyl-5-pentan-2-yl-1,3-diazinane-2,4,6-trione, Barbituric acid, 5-ethyl-5-(2-pentyl)-, Pentobarbital [USP:INN:BAN], SR-01000317092, UNII-I4744080IR, (+-)-5-Ethyl-5-(1-methylbutyl)barbituric acid, (RS)-pentobarbital, Continal (Salt/Mix), (plusmn)-pentobarbital, Sedalixir (Salt/Mix), Spectrum_001783, Spectrum2_001991, Spectrum3_001783, Spectrum4_000574, Spectrum5_001705, PENTOBARBITAL [MI], EC 200-983-8, (.+/-.))-Pentobarbital, PENTOBARBITAL [HSDB], Pentobarbital CRS - * psy, Oprea1_143902, Oprea1_775730, SCHEMBL24966, BSPBio_003305, KBioGR_001008, KBioSS_002267, PENTOBARBITAL [VANDF], 5-24-09-00168 (Beilstein Handbook Reference), DivK1c_000992, PENTOBARBITAL [MART.], SPECTRUM1900006, SPBio_002201, PENTOBARBITAL [WHO-DD], CHEBI:7983, DTXCID003435, GTPL5480, SCHEMBL11114711, component of Emesert (Salt/Mix), component of Synirin (Salt/Mix), HMS503G05, KBio1_000992, KBio2_002266, KBio2_004834, KBio2_007402, KBio3_002807, NINDS_000992, HMS2094E21, HMS3713B10, PENTOBARBITAL [GREEN BOOK], Pharmakon1600-01900006, PENTOBARBITAL [ORANGE BOOK], PENTOBARBITAL CII [USP-RS], NSC28708, PENTOBARBITAL [EP MONOGRAPH], Tox21_111555, 5-ethyl-2-hydroxy-5-(1-methylbutyl)pyrimidine-4,6(1H,5H)-dione, BDBM50055935, CCG-39476, NSC760434, PENTOBARBITAL [USP MONOGRAPH], STL367899, Pentobarbital 0.1 mg/ml in Methanol, Pentobarbital 1.0 mg/ml in Methanol, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(1-methylbutyl)-, (+-)-, AKOS000277861, AKOS028114301, WLN: T6VMVMV FHJ FY3&1 F2, CCG-220564, DB00312, NSC-760434, CAS-76-74-4, IDI1_000992, NCGC00096074-02, NCGC00344563-01, Pentobarbital (1 mg/ml in Acetonitrile), SBI-0052713.P002, DB-056119, NS00008670, C07422, D00499, Q409632, SR-05000001789, THIOPENTAL SODIUM IMPURITY B [EP IMPURITY], SR-01000317092-2, SR-05000001789-1, BRD-A44448661-001-01-4, BRD-A44448661-001-04-8, (+/-)-5-ETHYL-5-(1-METHYLBUTYL)BARBITURIC ACID, 2,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(1-methylbutyl)-, 5-Ethyl-5-(1-methylbutyl)-2,6(1H,3H,5H)-pyrimidinetrione, Pentobarbital, European Pharmacopoeia (EP) Reference Standard, Pentobarbital, United States Pharmacopeia (USP) Reference Standard, pyrimidine-2,4,6(1H,3H,5H)-trione, 5-ethyl-5-(1-methylbutyl)-, 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-ETHYL-5-(1-METHYLBUTYL)-, (+/-)-
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 from alcohol
color: Crystals from alcohol
odor: Practically odorless
Descriptions:
pubchem: Pentobarbital is a member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups. It has a role as a GABAA receptor agonist.
chebi: A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and <em>sec</em>-pentyl groups.
chembl: PENTOBARBITAL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Pentobarbital (US) or pentobarbitone (British and Australian) is a short-acting barbiturate typically used as a sedative, a preanesthetic, and to control convulsions in emergencies. It can also be used for short-term treatment of insomnia but has been largely replaced by the benzodiazepine family of drugs.
In high doses, pentobarbital causes death by respiratory arrest. It is frequently used for veterinary euthanasia, and is used by some US states and the United States federal government for executions by lethal injection. In some countries and states, it is also used for physician-assisted suicide.
Pentobarbital was developed by Ernest H. Volwiler and Donalee L. Tabern at Abbott Laboratories in 1930. The drug was widely abused beginning in the late 1930s, and it is sometimes known as "yellow jackets" due to the yellow color of Nembutal-branded capsules.