Structure via PubChem · Public domain (PubChem)
(RS)-pentobarbital
Sign in to saveAlso known as (±)-pentobarbital, NSC 28708, pentobarbituric acid, 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, pentobarbitone, 5-ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione
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.
OverviewAI-generated
(RS)-pentobarbital is a chemical compound with the formula C₁₁H₁₈N₂O₃. Its IUPAC name is 5-ethyl-5-pentan-2-yl-1,3-diazinane-2,4,6-trione, and it is also stylized as PENTobarbital. The substance has a mass of 226.131742 and a weight of 226.27.
The molecule features a charge of 0, with two hydrogen bond donors and three hydrogen bond acceptors. Its topological polar surface area is 75.3, and its xlogp value is 2.1. The canonical SMILES representation for the compound is CCCC(C)C1(C(=O)NC(=O)NC1=O)CC.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.verifiedrevid
- 464198399
- Drug.image
- Pentobarbital 2d.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 115
- Drug.caption
- Above: molecular structure of pentobarbitone (keto form) Below: 3D representation of pentobarbitone (keto form) molecule
- Drug.image2
- Pentobarbitone 3D.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Nembutal
- Drug.MedlinePlus
- a682416
- Drug.DailyMedID
- Pentobarbital
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth, intravenous, intramuscular, rectal
- Drug.class
- Barbiturate
- Drug.ATC_prefix
- N05
- Drug.ATC_suffix
- CA01
- Drug.legal_AU
- S8
- Drug.legal_AU_comment
- / S4 for IV preparations
- Drug.legal_BR
- B1
via Wikipedia infobox
Chemical data
- Formula
- C11H18N2O3
- Molecular weight
- 226.27 g/mol
- IUPAC name
- 5-ethyl-5-pentan-2-yl-1,3-diazinane-2,4,6-trione
- SMILES
- CCCC(C)C1(C(=O)NC(=O)NC1=O)CC
- InChIKey
- WEXRUCMBJFQVBZ-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 75.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
1 papers- The metabolism of R(+)- and RS-pentobarbital.The Journal of pharmacology and experimental therapeutics · 1969
via PubMed
~8 min read
Encyclopedic overview
11 sectionsContents
- Uses
- Medical
- Euthanasia and assisted suicide
- Execution
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Drug interactions
- Chemistry
- Society and culture
- References
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 of convicted criminals by lethal injection. In some countries and states, it is also used for physician-assisted suicide.
Excerpted from Wikipedia’s “(RS)-pentobarbital” article, available under the CC BY-SA 4.0 licence.