Aprobarbital: Difference between revisions

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Aprobarbital
Clinical data
Synonyms	aprobarbital, Oramon, allylpropymal, Alurate, 5-isopropyl- 5-allylbarbituric acid
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	N05CA05 (WHO) ;
Identifiers
	IUPAC name 5-propan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione;
CAS Number	77-02-1 ;
PubChem CID	6464;
DrugBank	DB01352 ;
ChemSpider	6221 ;
UNII	Q0YKG9L6RF;
KEGG	D00698 ;
ChEBI	CHEBI:2791 ;
ChEMBL	ChEMBL7863 ;
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
Formula	C10H14N2O3
Molar mass	210.23 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C1NC(=O)NC(=O)C1(C(C)C)C\C=C;
	InChI InChI=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) ; Key:UORJNBVJVRLXMQ-UHFFFAOYSA-N ;
(verify)

VisualWikitext

Latest revision as of 14:35, 13 April 2015

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as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed as it has been replaced by newer drugs with a better safety margin.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

↑ 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

[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.

[1]

@@ 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 ==
 {{reflist|2}}
-{{pharma-stub}}
+{{Barbiturates}}
+{{Hypnotics and sedatives}}
-{{barbiturates}}
-{{Hypnotics and sedatives}}
 [[Category:Barbiturates]]
-[[Category:Sedatives]]
+[[Category:Alkenes]]
-[[Category:Anesthetics]]
+[[Category:Drug]]
-[[de:Aprobarbital]]
-[[sv:Aprobarbital]]

Aprobarbital: Difference between revisions

Latest revision as of 14:35, 13 April 2015

Overview

References

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