| Revision as of 10:11, 15 February 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,052 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL.← Previous edit |
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{{Unreferenced|auto=yes|date=December 2009}} |
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{{Chembox |
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{{Chembox |
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| Watchedfields = changed |
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| verifiedrevid = 401937715 |
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| verifiedrevid = 414039216 |
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|ImageFileL1=Butyrophenone.svg |
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| ImageFileL1 = Butyrophenone.svg |
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|ImageSizeL1=140px |
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|ImageFileR1=Butyrophenone3d.png |
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| ImageFileR1 = Butyrophenone3d.png |
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| PIN = 1-Phenylbutan-1-one |
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|ImageSizeR1=140px |
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| OtherNames = |
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|IUPACName=1-phenylbutan-1-one |
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|OtherNames=|Section1= {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 9893 |
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| ChemSpiderID = 9893 |
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| InChI = 1/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3 |
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| InChI = 1/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3 |
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| InChIKey = FFSAXUULYPJSKH-UHFFFAOYAC |
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| InChIKey = FFSAXUULYPJSKH-UHFFFAOYAC |
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| SMILES1 = CCCC(=O)c1ccccc1 |
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| SMILES1 = CCCC(=O)c1ccccc1 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 193524 |
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| ChEMBL = 193524 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=495-40-9 |
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| CASNo=495-40-9 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem=10315 |
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| UNII = 186I11WB5B |
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| SMILES = O=C(c1ccccc1)CCC |
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| PubChem=10315 |
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| SMILES = O=C(c1ccccc1)CCC |
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}} |
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}} |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>10</sub>H<sub>12</sub>O |
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| Formula=C<sub>10</sub>H<sub>12</sub>O |
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| MolarMass=148.20 g/mol |
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| MolarMass=148.20 g/mol |
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| Appearance= |
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| Appearance= clear liquid |
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| Density= |
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| Density= |
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| MeltingPtC= 12 |
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| MeltingPt= |
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| BoilingPtC= 229 |
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| BoilingPt= |
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| Solubility= |
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| Solubility= poor |
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| RefractIndex = 1.520 |
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| LogP = 2.77 |
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}} |
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|Section3= {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| MainHazards= |
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| MainHazards= |
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| FlashPt= |
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| FlashPtC= 99 |
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| AutoignitionPt = |
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| Autoignition= |
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| NFPA-H = 1 |
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| NFPA-F = 1 |
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| NFPA-R = 1 |
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}} |
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}} |
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}} |
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'''Butyrophenone''' is an ] with the formula C<sub>6</sub>H<sub>5</sub>C(O)C<sub>3</sub>H<sub>7</sub>. It is a colorless liquid. |
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'''Butyrophenone''' is a chemical compound (with a ] functional group); some of its derivatives (called commonly '''butyrophenones''') are used to treat various psychiatric disorders such as ], as well as acting as ]. |
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The butyrophenone structure—a ] flanked by a ] and a ]—forms the basis for many other chemicals containing various ]s. Some of these butyrophenones are used to treat various psychiatric disorders such as ], as well as acting as ].<ref name="Goodman_Gilman">{{GoodmanGilman11th}}</ref> |
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Butyrophenones are a class of pharmaceutical drugs derived from butyrophenone. |
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Examples include: |
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Examples of butyrophenone-derived pharmaceuticals include: |
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* ], the most widely used classical antipsychotic drug in this class<ref name="Goodman_Gilman" /> |
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* ], the most potent commonly used antipsychotic (200 times more potent than ])<ref name="Goodman_Gilman" /><ref>{{cite journal|doi=10.1021/jm00316a022|pmid=6037051|title=Ω-Azabicyclic Butyrophenones|journal=Journal of Medicinal Chemistry|volume=10|issue=4|pages=621–623|year=1967|last1=Grogan|first1=Charles H.|last2=Rice|first2=Leonard M.}}</ref> |
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* ], the most widely used classical antipsychotic drug in this class{{Citation needed|date=May 2010}} |
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* ], an atypical antipsychotic used for schizophrenia and bipolar depression |
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* ], often used for neuroleptanalgesic anesthesia and sedation in intensive-care treatment |
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* ], ] for ] |
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* ], the most potent commonly-used antipsychotic ( 200 times more potent than ]){{Citation needed|date=May 2010}} |
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* ], a highly-potent antipsychotic (100 times more potent than ]) |
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* ], a weakly-potent antipsychotic, in Europe commonly used for treatment of ], ]al states, ], and ], in particular, in geriatric patients |
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* ] |
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* ], a dopamine-antagonist ], derived further from butyrophenone (not being a butyrophenone itself). |
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The ] ], although not a butyrophenone, was developed with the structures of benperidol and lenperone as a basis. |
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== References == |
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== References == |
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{{Reflist|2}} |
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{{Unreferenced|date=January 2010}} |
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{{Reflist}} |
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{{Antipsychotics}} |
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{{Antiemetics}} |
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{{Cholinergics}} |
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{{Dopaminergics}} |
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{{Histaminergics}} |
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{{Serotonergics}} |
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] |
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] |
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{{gastrointestinal-drug-stub}} |
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] |
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{{nervous-system-drug-stub}} |
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{{Ketone-stub}} |
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] |
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