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Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank').
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{{Short description|Chemical compound}}
{{Unreferenced stub|auto=yes|date=December 2009}}
{{Drugbox| verifiedrevid = 415518969
{{Drugbox
| verifiedrevid = 443853293
| IUPAC_name = 5-cyclohept-1-en-1-yl-5-ethylpyrimidine-2,4,6(1''H'',3''H'',5''H'')-trione
|
| image = Heptabarbital structure.svg
|IUPAC_name = 5-cyclohept-1-en-1-yl-5-ethylpyrimidine-2,4,6(1''H'',3''H'',5''H'')-trione
| width = 135
| image = heptabarbital.svg
<!--Clinical data-->
| width=180
| tradename =
| pregnancy_category =
| legal_status =
| legal_CA = Schedule IV
| routes_of_administration = Oral<ref name="pmid9299">{{cite journal |vauthors=Breimer DD, de Boer AG | title = Pharmacokinetics and relative bioavailability of heptabarbital and heptabarbital sodium after oral administration to man | journal = European Journal of Clinical Pharmacology | volume = 9 | issue = 2–3 | pages = 169–78 |date=December 1975 | pmid = 9299 | doi = 10.1007/bf00614014| s2cid = 32380531 }}</ref>
<!--Pharmacokinetic data-->
| bioavailability = 83%<ref name="pmid9299" />
| metabolism = [[Hepatic]]
| elimination_half-life = 6.1-11.2 hours<ref name="pmid9299" />
| excretion = [[Renal]]<ref name="pmid9299" />
<!--Identifiers-->
| CAS_number = 509-86-4
| ATC_prefix = N05
| ATC_suffix = CA11
| PubChem = 10518
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01354
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10081
| ChemSpiderID = 10081
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| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C17725
| KEGG = C17725
| InChI = 1/C13H18N2O3/c1-2-13(9-7-5-3-4-6-8-9)10(16)14-12(18)15-11(13)17/h7H,2-6,8H2,1H3,(H2,14,15,16,17,18)
| smiles = O=C1NC(=O)NC(=O)C1(/C2=C/CCCCC2)CC
| InChIKey = PAZQYDJGLKSCSI-UHFFFAOYAO
| CASNo_Ref = {{cascite|correct|CAS}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 468837
| ChEMBL = 468837
| synonyms = G-475
<!--Chemical data-->
| C=13 | H=18 | N=2 | O=3
| smiles = O=C1NC(=O)NC(=O)C1(/C2=C/CCCCC2)CC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C13H18N2O3/c1-2-13(9-7-5-3-4-6-8-9)10(16)14-12(18)15-11(13)17/h7H,2-6,8H2,1H3,(H2,14,15,16,17,18)
| StdInChI = 1S/C13H18N2O3/c1-2-13(9-7-5-3-4-6-8-9)10(16)14-12(18)15-11(13)17/h7H,2-6,8H2,1H3,(H2,14,15,16,17,18)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PAZQYDJGLKSCSI-UHFFFAOYSA-N
| StdInChIKey = PAZQYDJGLKSCSI-UHFFFAOYSA-N
| CAS_number=509-86-4
| ATC_prefix=N05
| ATC_suffix=CA11
| ATC_supplemental=
| PubChem=10518
| DrugBank = DB01354
| C=13 | H=18 | N=2 | O=3
| molecular_weight = 250.294
| bioavailability= ?
| metabolism = [[Hepatic]]
| elimination_half-life= ?
| excretion = [[Renal]]
| pregnancy_category = ?
| legal_status = ?
| routes_of_administration= Oral
}}
}}
'''Heptabarbital''' is a drug which is a [[barbiturate]] derivative.


'''Heptabarb''' ([[International Nonproprietary Name|INN]]; '''Eudan''', '''Medapan''', '''Medomin''', '''Noctyn'''), also known as '''heptabarbitone''' ([[British Approved Name|BAN]]) or '''heptabarbital''', is a [[sedative]] and [[hypnotic]] [[drug]] of the [[barbiturate]] family.<ref name="GanellinTriggle1997">{{cite book | vauthors = Ganellin CR, Triggle DJ, Macdonald F | title = Dictionary of pharmacological agents | url = https://books.google.com/books?id=A0THacd46ZsC&pg=PA1003 | access-date = 26 November 2011 | year = 1997 | publisher = CRC Press | isbn = 978-0-412-46630-4 | page = 1003}}</ref><ref name="Index nominum 2000: international drug directory">{{cite book | title = Index nominum 2000: international drug directory | url = https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA513 | access-date = 26 November 2011 | year = 2000 | publisher = Taylor & Francis US | isbn = 978-3-88763-075-1 | page = 513}}</ref> It was used in [[Europe]] for the treatment of [[insomnia]] from the 1950s onwards, but has since been discontinued.<ref name="GanellinTriggle1997" /><ref name="Index nominum 2000: international drug directory" />
{{Barbiturates}}
{{Hypnotics and sedatives}}


== See also ==
[[Category:Barbiturates]]
* [[Barbiturate]]


== References ==
{{Reflist}}


{{Hypnotics and sedatives}}
{{sedative-stub}}
{{GABAAR PAMs}}


[[Category:Barbiturates]]
[[de:Heptabarbital]]
[[Category:Hypnotics]]
[[sv:Heptabarbital]]
[[Category:Pyrimidines]]
[[Category:Sedatives]]
[[Category:Cycloalkenes]]
{{sedative-stub}}