Pentobarbital
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Pentobarbital
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| Systematic (IUPAC) name | |
| 5-Ethyl-5-(1-methylbutyl)- 2,4,6(1H,3H,5H)-pyrimidinetrione |
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| Identifiers | |
| CAS number | |
| ATC code | N05 |
| PubChem | |
| DrugBank | |
| Chemical data | |
| Formula | C11H18N2O3 |
| Mol. mass | 226.1317 |
| Pharmacokinetic data | |
| Bioavailability | 70-90% oral; 90% rectal |
| Protein binding | 20-45% |
| Metabolism | Hepatic |
| Half life | 15-48 hours |
| Excretion | Renal |
| Therapeutic considerations | |
| Pregnancy cat. |
D (USA) |
| Legal status |
USA: Schedule II (oral and parenteral); Schedule III (rectal) |
| Routes | Oral, Intravenous, Intramuscular, Rectal; also Intraperitoneal & Intracardiac (for animal euthanasia) |
Pentobarbital is a short-acting barbiturate that is available as both a free acid and a sodium salt, the former of which is only slightly soluble in water and ethanol.[1] One trade name for this drug is Nembutal, coined by Dr. John S. Lundy, who started using it in 1930, from the structural formula of the sodium salt—Na (sodium) + ethyl + methyl + butyl + al (common suffix for barbiturates).[2]
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[edit] Uses
[edit] Approved
Pentobarbital's FDA approved human uses include treatment of seizures and preoperative (and other) sedation; it is also approved as a short-term hypnotic.[3]
In France and the Netherlands, it is no longer used in the treatment of insomnia, nor as a preanesthetic.[4]
[edit] Unapproved/Investigational/Off-Label
Off-label uses of pentobarbital include reduction of intracranial pressure in Reye's syndrome, traumatic brain injury[1] and induction of coma in cerebral ischemia patients.[3]
[edit] Veterinary Medicine
In veterinary medicine, sodium pentobarbital—traded under names such as Sagatal—is used as an anaesthetic.[5] Pentobarbital is an ingredient in Equithesin.
[edit] Veterinary Euthanasia
It is used by itself, or more often in combination with complementary agents such as phenytoin, in commercial animal euthanasia[6] injectable solutions. Trade names include Euthasol, Euthatal, Beuthanasia-D, and Fatal Plus.
[edit] Human Euthanasia
In the Netherlands, a pentobarbital elixer is used as an alternative for patients who wish to take the barbiturate needed for the lethal cocktail themselves, instead of having it administered intravenously, in which case thiopenthal is used. Pentobarbital has no medical use anymore in the Netherlands, and is only used for euthanasia.
Pentobarbital has also been used for physician-assisted suicide. It is commonly used in Oregon for physician assisted suicide.[7], and is also used by Dignitas (euthanasia group). Pentobarbital was also used for this purpose in the Northern Territory of Australia, prior to euthanasia becoming illegal in that region.
[edit] Folklore
A pentobarbital suppository was cited in an October 2006 news article in WorldNetDaily.com as the cause of death of Marilyn Monroe.
The Clash makes a reference to it in the song The Right Profile from the album London Calling in which the lyrics read "Nembutal numbs it all, but I prefer... alcohol!"
The song "Yellow Submarine" by The Beatles is rumored to reference to Nembutal due to the color and shape of the capsules. However, Paul McCartney has denied this, stating that he had written the song as a children's tune.
[edit] Metabolism
Pentobarbital undergoes first-pass metabolism in the liver and possibly the intestines.[8]
[edit] Drug Interactions
Administration of alcohol, opioids, antihistamines, other sedative-hypnotics, and other central nervous system depressants will greatly increase the sedation caused by pentobarbital.[3]
[edit] References and End Notes
- ^ a b Pentobarbital. San Diego Reference Laboratory: Technical Help. Retrieved on 16 July 2005.
- ^ Lee C. Fosburgh (1997). "Imagining in Time: From this point in time: Some memories of my part in the history of anesthesia -- John S. Lundy, MD" ([dead link]). American Association of Nurse Anesthetists Journal 65 (4): 323–8. PMID 9281913.
- ^ a b c Deglin, Judith Hopfer; April Hazard Vallerand [1988] (2004-06-01). Davis's Drug Guide for Nurses, 9th edition, F. A. Davis Company, 789. ISBN 978-0-8036-1154-2. Retrieved on 2005-07-16.
- ^ VIDAL (2001). PENTOBARBITAL SODIQUE. Banque de Données Automatisée sur les Médicaments. Retrieved on May 2, 2006.
- ^ UBC Committee on Animal Care (2005). Euthanasia. SOP 009E1 - euthanasia - overdose with pentobarbital. The University of British Columbia. Retrieved on 4 October 2005.
- ^ Unknown (2003). ANESTHESIA AND ANALGESIA. Animal Use Protocols. University of Virginia. Retrieved on 4 October 2005.
- ^ Goodenough, Patrick (2002-03-26). Campaigners Rally Round Right-To-Die Woman. CNSNews.com. Retrieved on July 22, 2006.
- ^ Knodell, R. G.; Spector MH, Brooks DA, Keller FX, Kyner WT. (December 1980). "Alterations in pentobarbital pharmacokinetics in response to parenteral and enteral alimentation in the rat". Gastroenterology 79 (6): 1211–6. PMID 6777235.
[edit] External links
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