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 | C11H17N2O3 |
Mol. mass | 226.1317 |
Pharmacokinetic data | |
Bioavailability | ? |
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]
Contents |
[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, it is used in the treatment of insomnia, and 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
Pentobarbital has also been used for physician-assisted suicide. Pentobarbital was used in the Northern Territory of Australia, prior to euthanasia becoming illegal.[7]
[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 Beatles where accused of writing their 1966 hit Yellow Submarine while indulging in the psychoactive effects of Nembutal, though band members denied the allegations.
[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 additively increase the sedation caused by pentobarbital.[3]
Tricyclic antidepressants decrease serum levels of pentobarbital.
[edit] References and End Notes
- ^ a b Pentobarbital. San Diego Reference Laboratory: Technical Help. Retrieved on July 16, 2007.
- ^ 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". American Association of Nurse Anesthetists Journal 65 (4): 323-8. PubMed.
- ^ 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 July 16, 2005.
- ^ 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 October 4, 2007.
- ^ Unknown (2003). ANESTHESIA AND ANALGESIA. Animal Use Protocols. University of Virginia. Retrieved on October 4, 2007.
- ^ 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. PubMed.
[edit] External links
Allobarbital, Amobarbital, Aprobarbital, Alphenal, Barbexaclone, Barbital, Butabarbital, Butalbital, Butobarbital, Butallylonal, Cyclobarbital, Cyclopal, Ethallobarbital, Hexethal, Heptabarbital, Hexobarbital, Mephobarbital, Metharbital, Methohexital, Methylphenobarbital, Narcobarbital, Pentobarbital, Probarbital, Proxibarbital, Propallylonal, Reposal, Secobarbital, Talbutal, Thialbarbital, Thiamylal, Thiobarbital, Thiobutabarbital Thiopental, Vinbarbital, Vinylbital
Barbiturates: Barbexaclone, Metharbital, Methylphenobarbital, Phenobarbital, Primidone
Hydantoins: Ethotoin, Fosphenytoin, Mephenytoin, Phenytoin
Oxazolidinediones: Ethadione, Paramethadione, Trimethadione
Succinimides: Ethosuximide, Mesuximide, Phensuximide
Benzodiazepines: Clobazam, Clonazepam, Clorazepate, Diazepam, Lorazepam, Midazolam, Nitrazepam, Temazepam
Carboxamides: Carbamazepine, Oxcarbazepine, Rufinamide Fatty acid derivatives: Valpromide, Valnoctamide
Carboxylic acids: Valproic acid (Sodium valproate & Valproate semisodium), Tiagabine -- GABA analogs: Gabapentin, Pregabalin, Progabide, Vigabatrin
Others:- Monosaccharides: Topiramate -- Aromatic allylic alcohols: Stiripentol -- Ureas: Phenacemide, Pheneturide -- Phenyltriazines: Lamotrigine
Carbamates: Emylcamate, Felbamate, Meprobamate -- Pyrrolidines: Brivaracetam, Levetiracetam, Nefiracetam, Seletracetam
Sulfa drugs: Acetazolamide, Ethoxzolamide, Sultiame, Zonisamide -- Propionates: Beclamide -- Aldehydes: Paraldehyde -- Bromides: Potassium bromide, Sodium bromide