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Butyrophenone

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Butyrophenone
Names
Preferred IUPAC name 1-Phenylbutan-1-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.091 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3Key: FFSAXUULYPJSKH-UHFFFAOYSA-N
  • InChI=1/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3Key: FFSAXUULYPJSKH-UHFFFAOYAC
SMILES
  • O=C(c1ccccc1)CCC
  • CCCC(=O)c1ccccc1
Properties
Chemical formula 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)
Solubility in water poor
log P 2.77
Refractive index (nD) 1.520
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 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 , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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

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.

Examples of butyrophenone-derived pharmaceuticals include:

References

  1. ^ 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. ^ ‡ denotes drugs that are no longer (or were never to begin with) marketed in the United States. Some antipsychotics are not firmly placed in either first-generation or second-generation classes.
  3. Grogan, Charles H.; Rice, Leonard M. (1967). "Ω-Azabicyclic Butyrophenones". Journal of Medicinal Chemistry. 10 (4): 621–623. doi:10.1021/jm00316a022. PMID 6037051.
  4. ^ † indicates drugs that are no longer (or were never) marketed in English-speaking countries.
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