Butyrophenone
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| Names | |||
|---|---|---|---|
| IUPAC name
1-phenylbutan-1-one | |||
| Identifiers | |||
495-40-9  | |||
| ChEMBL | ChEMBL193524 | ||
| ChemSpider | 9893 | ||
| Jmol interactive 3D | Image Image | ||
| PubChem | 10315 | ||
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| Properties | |||
| 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) | ||
| negligible | |||
| log P | 2.77 | ||
| Refractive index (nD) |
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). | |||
verify (what is  ?) | |||
| 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]
Butyrophenones are a class of pharmaceutical drugs derived from butyrophenone.
Examples include:
- Haloperidol, the most widely used classical antipsychotic drug in this class[1]
- Droperidol, often used for neuroleptanalgesic anesthesia and sedation in intensive-care treatment
- Benperidol, the most potent commonly used antipsychotic ( 200 times more potent than chlorpromazine)[1]
- Trifluperidol, a highly potent antipsychotic (100 times more potent than chlorpromazine)
- Melperone, a weakly potent antipsychotic, in Europe commonly used for treatment of insomnia, confusional states, psychomotor agitation, and delirium, in particular, in geriatric patients
- Lenperone
- Azaperone, used in veterinary medicine
- Domperidone, a dopamine-antagonist antiemetic, derived further from butyrophenone (not being a butyrophenone itself).
- Fluanisone
- Penfluridol
- Pipamperone
- Spiperone (more potent neuroleptic than benperidol)[2]
- Nonaperone[3]
The atypical antipsychotic risperidone, although not a butyrophenone, was developed with the structures of benperidol and ketanserin as a basis.
Ketocaine is a butyrophenone local anesthetic.
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.
- ↑ Chronicles of Drug Discovery Vol 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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