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Wikipedia

Butyrophenone

Butyrophenone is an organic compound with the formula C6H5C(O)C3H7. It is a colorless liquid.

Butyrophenone
Names
Preferred IUPAC name
1-Phenylbutan-1-one
Identifiers
  • 495-40-9 Y
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEMBL
  • ChEMBL193524 Y
ChemSpider
  • 9893 Y
ECHA InfoCard 100.007.091
  • 10315
UNII
  • 186I11WB5B Y
  • DTXSID3047059
  • InChI=1S/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3 Y
    Key: FFSAXUULYPJSKH-UHFFFAOYSA-N Y
  • InChI=1/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3
    Key: FFSAXUULYPJSKH-UHFFFAOYAC
  • O=C(c1ccccc1)CCC
  • CCCC(=O)c1ccccc1
Properties
C10H12O
Molar mass 148.20 g/mol
Appearance clear liquid
Melting point 12 °C (54 °F; 285 K)
Boiling point 229 °C (444 °F; 502 K)
poor
log P 2.77
1.520
Hazards
NFPA 704 (fire diamond)
Health 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
1
1
1
Flash point 99 °C (210 °F; 372 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

The butyrophenone structure—a ketone flanked by a phenyl ring and a butyl chain—forms the basis for many other chemicals containing various substituents. Some of these butyrophenones are used to treat various psychiatric disorders such as schizophrenia, as well as acting as antiemetics.[1]

Examples of butyrophenone-derived pharmaceuticals include:

References edit

  1. ^ a b c Keith Parker; Laurence Brunton Goodman; Louis Sanford; Lazo, John S.; Gilman, Alfred (2006). Goodman & Gilman's The Pharmacological Basis of Therapeutics (11th ed.). New York: McGraw-Hill. ISBN 0071422803.
  2. ^ Grogan, Charles H.; Rice, Leonard M. (1967). "Ω-Azabicyclic Butyrophenones". Journal of Medicinal Chemistry. 10 (4): 621–623. doi:10.1021/jm00316a022. PMID 6037051.

butyrophenone, organic, compound, with, formula, c6h5c, c3h7, colorless, liquid, namespreferred, iupac, name, phenylbutan, oneidentifierscas, number, model, jsmol, interactive, imageinteractive, imagechembl, chembl193524, ychemspider, 9893, yecha, infocard, 09. Butyrophenone is an organic compound with the formula C6H5C O C3H7 It is a colorless liquid Butyrophenone NamesPreferred IUPAC name 1 Phenylbutan 1 oneIdentifiersCAS Number 495 40 9 Y3D model JSmol Interactive imageInteractive imageChEMBL ChEMBL193524 YChemSpider 9893 YECHA InfoCard 100 007 091PubChem CID 10315UNII 186I11WB5B YCompTox Dashboard EPA DTXSID3047059InChI InChI 1S C10H12O c1 2 6 10 11 9 7 4 3 5 8 9 h3 5 7 8H 2 6H2 1H3 YKey FFSAXUULYPJSKH UHFFFAOYSA N YInChI 1 C10H12O c1 2 6 10 11 9 7 4 3 5 8 9 h3 5 7 8H 2 6H2 1H3Key FFSAXUULYPJSKH UHFFFAOYACSMILES O C c1ccccc1 CCCCCCC O c1ccccc1PropertiesChemical formula C10H12OMolar mass 148 20 g molAppearance clear liquidMelting point 12 C 54 F 285 K Boiling point 229 C 444 F 502 K Solubility in water poorlog P 2 77Refractive index nD 1 520HazardsNFPA 704 fire diamond 111Flash point 99 C 210 F 372 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references The butyrophenone structure a ketone flanked by a phenyl ring and a butyl chain forms the basis for many other chemicals containing various substituents Some of these butyrophenones are used to treat various psychiatric disorders such as schizophrenia as well as acting as antiemetics 1 Examples of butyrophenone derived pharmaceuticals include Haloperidol the most widely used classical antipsychotic drug in this class 1 Benperidol the most potent commonly used antipsychotic 200 times more potent than chlorpromazine 1 2 Lumateperone an atypical antipsychotic used for schizophrenia and bipolar depression Droperidol Antiemetic for postoperative nausea and vomitingReferences edit a b c Keith Parker Laurence Brunton Goodman Louis Sanford Lazo John S Gilman Alfred 2006 Goodman amp Gilman s The Pharmacological Basis of Therapeutics 11th ed New York McGraw Hill ISBN 0071422803 Grogan Charles H Rice Leonard M 1967 W Azabicyclic Butyrophenones Journal of Medicinal Chemistry 10 4 621 623 doi 10 1021 jm00316a022 PMID 6037051 nbsp This article about a ketone is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Butyrophenone amp oldid 1179200362, wikipedia, wiki, book, books, library,

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