Butyrophenone

Names

IUPAC name

1-phenylbutan-1-one

Identifiers

CAS Number

495-40-9^Y

3D model (Jmol)

Interactive image
Interactive image

ChEMBL

ChEMBL193524^Y

ChemSpider

9893^Y

ECHA InfoCard

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

SMILES

O=C(c1ccccc1)CCC
CCCC(=O)c1ccccc1

Properties

Chemical formula

C₁₀H₁₂O

Molar mass

148.20 g/mol

Appearance

colorles liquid

Melting point

12 °C (54 °F; 285 K)

Boiling point

229 °C (444 °F; 502 K)

Solubility in water

negligible

log P

2.77

Refractive index (n_D)

1.520

Hazards

NFPA 704

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

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]

Examples of butyrophenones 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]
Nonaperone^[2]

References

1 2 3 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.
↑ 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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