Butyrophenone

Butyrophenone
Names
	IUPAC name 1-phenylbutan-1-one
Identifiers
CAS Number	495-40-9 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEMBL	ChEMBL193524 ;
ChemSpider	9893 ;
ECHA InfoCard	100.007.091
PubChem CID	10315;
UNII	186I11WB5B ;
CompTox Dashboard (EPA)	DTXSID3047059 ;
	InChI InChI=1S/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3 Key: FFSAXUULYPJSKH-UHFFFAOYSA-N ; 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	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).

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 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

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

[Goodman_Gilman-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.

[1]

[2]