Aprobarbital: Difference between revisions

Jump to navigation Jump to search
m (Protected "Aprobarbital": Protecting pages from unwanted edits ([edit=sysop] (indefinite) [move=sysop] (indefinite)))
 
No edit summary
 
(2 intermediate revisions by 2 users not shown)
Line 1: Line 1:
{{drugbox |
{{Drugbox
| IUPAC_name       = 5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
| Watchedfields = changed
| synonyms = Aprobarbital, Oramon, Allylpropymal, Alurate, 5-Isopropyl-5-allylbarbituric acid
| verifiedrevid = 443395571
| image             = Aprobarbital.svg
| IUPAC_name = 5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
| width            = 120
| image = Aprobarbital.png
| CAS_number        = 77-02-1
| image2 = Aprobarbital_ball-and-stick_animation.gif
| ATC_prefix        = N05
 
| ATC_suffix        = CA05
<!--Clinical data-->
| PubChem          = 6464
| tradename =
| DrugBank          =
| Drugs.com = {{drugs.com|CONS|aprobarbital}}
| C = 10 | H = 14 | N = 2 | O = 3
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| molecular_weight  = 210.23 g/mol
| pregnancy_US = <!-- A / B            / C / D / X -->
| bioavailability  =
| pregnancy_category =   
| protein_bound    =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| metabolism        =
| legal_CA = <!--            / Schedule I, II, III, IV, V, VI, VII, VIII -->
| elimination_half-life =
| legal_UK = <!-- GSL        / P      / POM / CD / Class A, B, C -->
| excretion        =
| legal_US = <!-- OTC                  / Rx-only  / Schedule I, II, III, IV, V -->
| pregnancy_AU     = <!-- A / B1 / B2 / B3 / C / D / X -->
| legal_status =
| pregnancy_US     = <!-- A / B            / C / D / X -->
| routes_of_administration =
| pregnancy_category=   
 
| legal_AU         = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
<!--Pharmacokinetic data-->
| legal_CA         = <!--            / Schedule I, II, III, IV, V, VI, VII, VIII -->
| bioavailability = 
| legal_UK         = <!-- GSL        / P      / POM / CD / Class A, B, C -->
| protein_bound = 
| legal_US         = <!-- OTC                  / Rx-only  / Schedule I, II, III, IV, V -->
| metabolism = 
| legal_status     =  
| elimination_half-life = 
| routes_of_administration =  
| excretion = 
}}


'''Aprobarbital''' (Oramon) is a [[barbiturate]] derivative invented in the 1920s by Ernst Preiswerk. It has [[sedative]], [[hypnotic]] and [[anticonvulsant]] properties, and was used primarily for the treatment of [[insomnia]]. <ref> Reddemann H, Turk E. Oramon poisoning in infancy and childhood. Observations on 12 aprobarbital poisonings (German). Das Deutsche Gesundheitswesen. 1966 May 12;21(19):878-81. </ref>  Aprobarbital was never as widely used as more common barbiturate derivatives such as [[phenobarbital]] and is now rarely prescribed as it has been replaced by newer drugs with a better safety margin.
<!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 77-02-1
| ATC_prefix = N05
| ATC_suffix = CA05
| PubChem = 6464
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01352
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6221
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Q0YKG9L6RF
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00698
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 2791
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 7863


<!--Chemical data-->
| C=10 | H=14 | N=2 | O=3
| molecular_weight = 210.23 g/mol
| smiles = O=C1NC(=O)NC(=O)C1(C(C)C)C\C=C
| InChI = 1/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15)
| InChIKey = UORJNBVJVRLXMQ-UHFFFAOYAV
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H14N2O3/c1-4-5-10(6(2)3)7(13)11-9(15)12-8(10)14/h4,6H,1,5H2,2-3H3,(H2,11,12,13,14,15)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UORJNBVJVRLXMQ-UHFFFAOYSA-N
| synonyms = aprobarbital, Oramon, allylpropymal, Alurate, 5-isopropyl- 5-allylbarbituric acid
}}
              __NOTOC__
{{SI}}
{{CMG}}
==Overview==
   
'''Aprobarbital''' (as known in the [[United States]], or '''aprobarbitone''' (as known elsewhere), sold as '''Oramon''', '''Somnifaine''', and '''Allonal''', is a [[barbiturate]] derivative invented in the 1920s by Ernst Preiswerk. It has [[sedative]], [[hypnotic]] and [[anticonvulsant]] properties, and was used primarily for the treatment of [[insomnia]].<ref> Reddemann H, Turk E. Oramon poisoning in infancy and childhood. Observations on 12 aprobarbital poisonings (German). Das Deutsche Gesundheitswesen. 1966 May 12;21(19):878-81. </ref>  Aprobarbital was never as widely used as more common barbiturate derivatives such as [[phenobarbital]] and is now rarely prescribed as it has been replaced by newer drugs with a better safety margin.


== References ==
== References ==
<references />
{{reflist|2}}
 
{{Barbiturates}}
{{Hypnotics and sedatives}}


{{pharma-stub}}


{{barbiturates}}
{{Hypnotics and sedatives}}
[[Category:Barbiturates]]
[[Category:Barbiturates]]
[[Category:Sedatives]]
[[Category:Alkenes]]
[[Category:Anesthetics]]
[[Category:Drug]]
[[de:Aprobarbital]]
[[sv:Aprobarbital]]

Latest revision as of 14:35, 13 April 2015

Aprobarbital
Clinical data
Synonymsaprobarbital, Oramon, allylpropymal, Alurate, 5-isopropyl- 5-allylbarbituric acid
AHFS/Drugs.comMicromedex Detailed Consumer Information
ATC code
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC10H14N2O3
Molar mass210.23 g/mol
3D model (JSmol)
  (verify)

WikiDoc Resources for Aprobarbital

Articles

Most recent articles on Aprobarbital

Most cited articles on Aprobarbital

Review articles on Aprobarbital

Articles on Aprobarbital in N Eng J Med, Lancet, BMJ

Media

Powerpoint slides on Aprobarbital

Images of Aprobarbital

Photos of Aprobarbital

Podcasts & MP3s on Aprobarbital

Videos on Aprobarbital

Evidence Based Medicine

Cochrane Collaboration on Aprobarbital

Bandolier on Aprobarbital

TRIP on Aprobarbital

Clinical Trials

Ongoing Trials on Aprobarbital at Clinical Trials.gov

Trial results on Aprobarbital

Clinical Trials on Aprobarbital at Google

Guidelines / Policies / Govt

US National Guidelines Clearinghouse on Aprobarbital

NICE Guidance on Aprobarbital

NHS PRODIGY Guidance

FDA on Aprobarbital

CDC on Aprobarbital

Books

Books on Aprobarbital

News

Aprobarbital in the news

Be alerted to news on Aprobarbital

News trends on Aprobarbital

Commentary

Blogs on Aprobarbital

Definitions

Definitions of Aprobarbital

Patient Resources / Community

Patient resources on Aprobarbital

Discussion groups on Aprobarbital

Patient Handouts on Aprobarbital

Directions to Hospitals Treating Aprobarbital

Risk calculators and risk factors for Aprobarbital

Healthcare Provider Resources

Symptoms of Aprobarbital

Causes & Risk Factors for Aprobarbital

Diagnostic studies for Aprobarbital

Treatment of Aprobarbital

Continuing Medical Education (CME)

CME Programs on Aprobarbital

International

Aprobarbital en Espanol

Aprobarbital en Francais

Business

Aprobarbital in the Marketplace

Patents on Aprobarbital

Experimental / Informatics

List of terms related to Aprobarbital

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Aprobarbital (as known in the United States, or aprobarbitone (as known elsewhere), sold as Oramon, Somnifaine, and Allonal, is a barbiturate derivative invented in the 1920s by Ernst Preiswerk. It has sedative, hypnotic and anticonvulsant properties, and was used primarily for the treatment of insomnia.[1] Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed as it has been replaced by newer drugs with a better safety margin.

References

  1. Reddemann H, Turk E. Oramon poisoning in infancy and childhood. Observations on 12 aprobarbital poisonings (German). Das Deutsche Gesundheitswesen. 1966 May 12;21(19):878-81.

Template:Barbiturates