Compound: secobarbital
SMILES: O=C1NC(=O)C(C(CCC)C)(CC=C)C(N1)=O
InChIKey: KQPKPCNLIDLUMF-UHFFFAOYSA-N
Synonyms: secobarbital, Secobarbitone, Quinalbarbitone, Seconal, Quinalbarbital, Evronal, Hypotrol, Meballymal, 76-73-3, Immenox, Secobarbitalum, Somosal, (+-)-Secobarbital, Secobarbitale, Somatarax, 5-ALLYL-5-(1-METHYLBUTYL)BARBITURIC ACID, (RS)-Secobarbital, Secobarbital cii, 5-Allyl-5-(1-methylbutyl)malonylurea, Barbituric acid, 5-allyl-5-(1-methylbutyl)-, 5-Allyl-5-(1-methylbutyl)barbiturate, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-, 5-pentan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione, 1P7H87IN75, 5-Allyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, Sodium quinalbarbitone, 5-(1-methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, Secobarbital sodium free acid, CHEBI:9073, DTXSID6044145, 5-allyl-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione, 5-(pentan-2-yl)-5-(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione, Imesonal, Trisomnin, secobarbital-natrium, RefChem:884783, DTXCID4024145, N05CA06, 200-982-2, Secobarbitale [DCIT], Secobarbitalum [INN-Latin], (+/-)-Secobarbital, Meballymalum, DEA No. 2315, Hyptran, Sodium secobarbital, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propen-1-yl)-, Secobarbital (1.0mg/ml in Methanol), Secobarbital (1mg/ml in Acetonitrile), Seconal (TN), HSDB 3182, (+/-)-Quinalbarbitone, Secobarbital suppository dosage form, EINECS 200-982-2, Secobarbital (USP/INN), Secobarbital [USP:INN], (+-)-5-Allyl-5-(1-methylbutyl)-barbituric acid, BRN 0225330, UNII-1P7H87IN75, NCGC00247712-01, Hyptran (Salt/Mix), Imesonal (Salt/Mix), Trisomnin (Salt/Mix), Immenoctal (Salt/Mix), BARBITURIC ACID, 5-ALLYL-5-(1-METHYLBUTYL)-, (+-)-, SECOBARBITAL [INN], CHEMBL447, SECOBARBITAL [HSDB], (.+/-.))-Secobarbital, SECOBARBITAL [VANDF], SCHEMBL80734, SECOBARBITAL [MART.], 5-24-09-00235 (Beilstein Handbook Reference), SECOBARBITAL [USP-RS], SECOBARBITAL [WHO-DD], GTPL7615, SCHEMBL11110602, Secobarbital, analytical standard, Secobarbital, 1mg/ml in Methanol, SECOBARBITAL [USP IMPURITY], VFA24397, Secobarbital 0.1 mg/ml in Methanol, Secobarbital 1.0 mg/ml in Methanol, 5-(1-Methylbutyl)-5-(2-propen-1-yl)-2,4,6(1H,3H,5H)-pyrimidinetrione, 5-(pentan-2-yl)-5-(prop-2-en-1-yl)-pyrimidine-2,4,6(1H,3H,5H)-trione, DB00418, 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-, (+-)-, Secobarbital (1 mg/ml in Acetonitrile), SECOBARBITAL SODIUM FREE ACID [MI], NS00010411, S0223, D00430, Q414788, Secobarbital suppository dosage form [DEA No. 2316], pyrimidine-2,4,6(1H,3H,5H)-trione, 5-allyl-5-(1-methylbutyl)-, Secobarbital, United States Pharmacopeia (USP) Reference Standard, 2,4,6(1H,3H,5H)-Pyrimidinitrione, 5-(1-methylbutyl)-5-(2-propenyl)-
Theoretical properties:
molecular_formula: C12H18N2O3
molecular_weight: 238.28 g/mol
exact_mass: 238.13174244 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 17
topological_polar_surface_area: 75.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: WHITE, AMORPHOUS OR CRYSTALLINE POWDER
color: WHITE, AMORPHOUS OR CRYSTALLINE POWDER
odor: ODORLESS
Descriptions:
pubchem: Secobarbital is a member of the class of barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by prop-2-en-1-yl and pentan-2-yl groups. It has a role as a sedative, a GABA modulator and an anaesthesia adjuvant. It is functionally related to a barbituric acid. It is a conjugate acid of a secobarbital(1-).
chebi: A member of the class of  barbiturates that is barbituric acid in which the hydrogens at position 5 are substituted by prop-2-en-1-yl and pentan-2-yl groups.
chembl: SECOBARBITAL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Secobarbital, sold under the brand name Seconal among others, is a short-acting barbiturate drug originally used for the treatment of insomnia. It was patented by Eli Lilly and Company in 1934 in the United States. It possesses anesthetic, anticonvulsant, anxiolytic, sedative, and hypnotic properties. In the United Kingdom, it was known as quinalbarbitone. Secobarbital is considered to be an obsolete sedative-hypnotic (sleeping pill) and has largely been replaced by the benzodiazepine family. It was widely abused, known on the street as "red devils" or "reds." Among barbiturates, secobarbital carries a particularly high risk of abuse and addiction, which is largely responsible for it falling out of use.