Butyrophenone

Butyrophenone
Names
	Preferred 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
PubChemCID	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
logP	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 theirstandard state(at 25 °C [77 °F], 100 kPa). verify(what is?) Infobox references

Butyrophenoneis anorganic compoundwith the formula C₆H₅C(O)C₃H₇.It is a colorless liquid.

The butyrophenone structure—aketoneflanked by aphenyl ringand abutyl chain—forms the basis for many other chemicals containing varioussubstituents.Some of these butyrophenones are used to treat various psychiatric disorders such asschizophrenia,as well as acting asantiemetics.^[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 thanchlorpromazine)^[1]^[2]
Lumateperone,an atypical antipsychotic used for schizophrenia and bipolar depression
Droperidol,Antiemeticforpostoperative nausea and vomiting

References

^^a ^b ^cKeith 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): 621–623.doi:10.1021/jm00316a022.PMID 6037051.

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[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): 621–623.doi:10.1021/jm00316a022.PMID 6037051.

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