Butyrophenone

Butyrophenone is a chemical compound; some of its derivatives (called commonly butyrophenones) are used to treat various psychiatric disorders such as schizophrenia, as well as acting as antiemetics.[1]

Butyrophenone
Names
IUPAC name
1-phenylbutan-1-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.091
PubChem CID
UNII
CompTox Dashboard (EPA)
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)
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).
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Infobox references

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]
  • Droperidol, Antiemetic for postoperative nausea and vomiting

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. Grogan, Charles H.; Rice, Leonard M. (1967). "Ω-Azabicyclic Butyrophenones". Journal of Medicinal Chemistry. 10 (4): 621. doi:10.1021/jm00316a022. PMID 6037051.
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