Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Thiobarbital: Difference between pages
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Saving copy of the {{drugbox}} taken from revid 449589388 of page Thiobarbital for the Chem/Drugbox validation project (updated: 'DrugBank', 'CAS_number'). |
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{{Short description|Chemical compound}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Thiobarbital|oldid=449589388}} 449589388] of page [[Thiobarbital]] with values updated to verified values.}} |
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{{Refimprove|date=April 2018}} |
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{{Drugbox |
{{Drugbox |
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| Watchedfields = changed |
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| IUPAC_name = 5,5-diethyl-2-thioxodihydropyrimidine-4,6(1''H'',5''H'')-dione |
| IUPAC_name = 5,5-diethyl-2-thioxodihydropyrimidine-4,6(1''H'',5''H'')-dione |
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| image = Thiobarbital.svg |
| image = Thiobarbital.svg |
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<!--Clinical data--> |
<!--Clinical data--> |
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| tradename = |
| tradename = |
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| pregnancy_category = |
| pregnancy_category = |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| bioavailability = |
| bioavailability = |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|changed|??}} |
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| CAS_number = <!-- blanked - oldvalue: 77-32-7 --> |
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| CAS_number = 77-32-7 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = H4FNF051KS |
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| ATC_prefix = |
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| PubChem = 667509 |
| PubChem = 667509 |
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| DrugBank_Ref = {{drugbankcite| |
| DrugBank_Ref = {{drugbankcite|changed|drugbank}} |
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| DrugBank = |
| DrugBank = |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 580885 |
| ChemSpiderID = 580885 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=8 | H=12 | N=2 | O=2 | S=1 |
| C=8 | H=12 | N=2 | O=2 | S=1 |
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| molecular_weight = 200.259 |
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| smiles = O=C1NC(=S)NC(=O)C1(CC)CC |
| smiles = O=C1NC(=S)NC(=O)C1(CC)CC |
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| InChI = 1/C8H12N2O2S/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13) |
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| InChIKey = QGVNJRROSLYGKF-UHFFFAOYAS |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C8H12N2O2S/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13) |
| StdInChI = 1S/C8H12N2O2S/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13) |
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| StdInChIKey = QGVNJRROSLYGKF-UHFFFAOYSA-N |
| StdInChIKey = QGVNJRROSLYGKF-UHFFFAOYSA-N |
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}} |
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'''Thiobarbital''' is a drug which is a [[barbiturate]] derivative. It is the thiobarbiturate analogue of [[barbital]]. |
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== Synthesis == |
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[[File:Thiobarbital synthesis.svg|thumb|center|500px|Thiobarbital synthesis:<ref>{{Cite journal | doi = 10.1002/jlac.19043350303| title = Ueber C-Dialkylbarbitursäuren und über die Ureïde der Dialkylessigsäuren| journal = Justus Liebig's Annalen der Chemie| volume = 335| issue = 3| pages = 334–368| year = 1904| vauthors = Fischer E, Dilthey A | url = https://zenodo.org/record/1427545}}</ref><ref>{{Cite journal | doi = 10.1039/JR9440000124| title = 45. The action of phosphorus pentasulphide on barbituric acids| journal = Journal of the Chemical Society (Resumed)| pages = 124| year = 1944| vauthors = Carrington HC }}</ref>]] |
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It is of note that although the drug can be prepared by the above route (cf e.g. [[thialbarbital]]), reaction of [[barbital]] with [[phosphorus pentasulfide]] constitutes an alternative route to thiobarbital. |
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== References == |
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{{Reflist}} |
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{{GABAAR PAMs}} |
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[[Category:Thiobarbiturates]] |
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[[Category:GABAA receptor positive allosteric modulators]] |
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{{nervous-system-drug-stub}} |
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