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'''Benperidol''', sold under the trade name '''Anquil''' among others, is a drug which is a highly potent [[butyrophenone]] derivative. It is the most potent neuroleptic on the European market, with [[chlorpromazine]] equivalency as high as 75 to 100 (about 150 to 200% potency in terms of dose compared to [[haloperidol]]).<ref>Möller; Müller; Bandelow: Neuroleptika, 2001, WVG; {{ISBN|3-8047-1773-X}} (in German)</ref> It is an [[antipsychotic]], which can be used for the treatment of [[schizophrenia]],<ref>Bobon J, Collard J, Lecoq R, Benperidol and promazine: a "double blind" comparative study in mental geriatrics, Acta Neurol Belg. 1963 Oct;63:839-43.</ref> but it is primarily used to control [[Anti-social behaviour|antisocial]] [[hypersexual]] behaviour,<ref>British National Formulary (49th), British Medical Association 2005 p 183</ref> and is sometimes prescribed to [[sex offender]]s as a condition of their [[parole]], as an alternative to anti-[[androgen]] drugs such as [[cyproterone acetate]].<ref>Murray MA, Bancroft JH, Anderson DC, Tennent TG, Carr PJ., Endocrine changes in male sexual deviants after treatment with anti-androgens, oestrogens or tranquillizers, Journal of Endocrinology. 1975 Nov;67(2):179-88.</ref>
'''Benperidol''', sold under the trade name '''Anquil'''<ref>{{Cite journal|last=|first=|date=1974-02-01|title=Benperidol - a drug for sexual offenders?|url=|journal=Drug and Therapeutics Bulletin|publisher=BMJ Publishing Group Ltd|volume=12|pages=12|via=}}</ref> among others, is a drug which is a highly potent [[butyrophenone]] derivative. It is the most potent neuroleptic on the European market, with [[chlorpromazine]] equivalency as high as 75 to 100 (about 150 to 200% potency in terms of dose compared to [[haloperidol]]).<ref>Möller; Müller; Bandelow: Neuroleptika, 2001, WVG; {{ISBN|3-8047-1773-X}} (in German)</ref> It is an [[antipsychotic]], which can be used for the treatment of [[schizophrenia]],<ref>Bobon J, Collard J, Lecoq R, Benperidol and promazine: a "double blind" comparative study in mental geriatrics, Acta Neurol Belg. 1963 Oct;63:839-43.</ref> but it is primarily used to control [[Anti-social behaviour|antisocial]] [[hypersexual]] behaviour,<ref>British National Formulary (49th), British Medical Association 2005 p 183</ref> and is sometimes prescribed to [[sex offender]]s as a condition of their [[parole]], as an alternative to anti-[[androgen]] drugs such as [[cyproterone acetate]].<ref>Murray MA, Bancroft JH, Anderson DC, Tennent TG, Carr PJ., Endocrine changes in male sexual deviants after treatment with anti-androgens, oestrogens or tranquillizers, Journal of Endocrinology. 1975 Nov;67(2):179-88.</ref>


Benperidol was discovered at [[Janssen Pharmaceutica]] in 1961.
Benperidol was discovered at [[Janssen Pharmaceutica]] in 1961.

Revision as of 15:50, 19 December 2018

Benperidol
Skeletal formula of benperidol
Ball-and-stick model of the benperidol molecule
Clinical data
Trade namesAnquil
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
Legal status
Legal status
Identifiers
  • 1-{1-[4-(4-fluorophenyl)-4-oxobutyl]piperidin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.016.521 Edit this at Wikidata
Chemical and physical data
FormulaC22H24FN3O2
Molar mass381.443 g/mol g·mol−1
3D model (JSmol)
  • Fc1ccc(cc1)C(=O)CCCN4CCC(N3c2ccccc2NC3=O)CC4
  • InChI=1S/C22H24FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-10,18H,3,6,11-15H2,(H,24,28) checkY
  • Key:FEBOTPHFXYHVPL-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Benperidol, sold under the trade name Anquil[1] among others, is a drug which is a highly potent butyrophenone derivative. It is the most potent neuroleptic on the European market, with chlorpromazine equivalency as high as 75 to 100 (about 150 to 200% potency in terms of dose compared to haloperidol).[2] It is an antipsychotic, which can be used for the treatment of schizophrenia,[3] but it is primarily used to control antisocial hypersexual behaviour,[4] and is sometimes prescribed to sex offenders as a condition of their parole, as an alternative to anti-androgen drugs such as cyproterone acetate.[5]

Benperidol was discovered at Janssen Pharmaceutica in 1961.

Synthesis

Benperidol synthesis:[6]

See also

References

  1. ^ "Benperidol - a drug for sexual offenders?". Drug and Therapeutics Bulletin. 12. BMJ Publishing Group Ltd: 12. 1974-02-01.
  2. ^ Möller; Müller; Bandelow: Neuroleptika, 2001, WVG; ISBN 3-8047-1773-X (in German)
  3. ^ Bobon J, Collard J, Lecoq R, Benperidol and promazine: a "double blind" comparative study in mental geriatrics, Acta Neurol Belg. 1963 Oct;63:839-43.
  4. ^ British National Formulary (49th), British Medical Association 2005 p 183
  5. ^ Murray MA, Bancroft JH, Anderson DC, Tennent TG, Carr PJ., Endocrine changes in male sexual deviants after treatment with anti-androgens, oestrogens or tranquillizers, Journal of Endocrinology. 1975 Nov;67(2):179-88.
  6. ^ BE 626307  (1963 to Janssen), C.A. 60, 10690c (1964), corresp. to GB 989755 .