Benperidol: Difference between revisions
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{{ | {{Drugbox | ||
| IUPAC_name = | | Verifiedfields = changed | ||
| image = Benperidol.png | | verifiedrevid = 459533587 | ||
| IUPAC_name = 1-{1-[4-(4-fluorophenyl)-4-oxobutyl]piperidin-4-yl}-1,3-dihydro-2''H''-benzimidazol-2-one | |||
| image = Benperidol.png | |||
| width = 250 | | width = 250 | ||
<!--Clinical data--> | |||
| tradename = | |||
| Drugs.com = {{drugs.com|international|benperidol}} | |||
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | |||
| pregnancy_US = <!-- A / B / C / D / X --> | |||
| pregnancy_category = | |||
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S8 --> | |||
| legal_UK = <!-- GSL / P / POM / CD --> | |||
| legal_US = Rx-only | |||
| legal_status = | |||
| routes_of_administration = Oral | |||
<!--Pharmacokinetic data--> | |||
| bioavailability = | |||
| protein_bound = | |||
| metabolism = | |||
| elimination_half-life = | |||
| excretion = | |||
<!--Identifiers--> | |||
| CASNo_Ref = {{cascite|correct|??}} | |||
| CAS_number_Ref = {{cascite|changed|??}} | |||
| CAS_number = 983-42-6 | | CAS_number = 983-42-6 | ||
| ATC_prefix = N05 | | ATC_prefix = N05 | ||
| ATC_suffix = AD07 | | ATC_suffix = AD07 | ||
| PubChem = 16363 | | PubChem = 16363 | ||
| DrugBank = | | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | ||
| DrugBank = | |||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | |||
| ChemSpiderID = 15521 | |||
| UNII_Ref = {{fdacite|correct|FDA}} | |||
| UNII = 97O6X78C53 | |||
| ChEMBL_Ref = {{ebicite|correct|EBI}} | |||
| ChEMBL = 297302 | |||
<!--Chemical data--> | |||
| C=22 | H=24 | F=1 | N=3 | O=2 | | C=22 | H=24 | F=1 | N=3 | O=2 | ||
| molecular_weight = 381. | | molecular_weight = 381.443 g/mol | ||
| | | smiles = Fc1ccc(cc1)C(=O)CCCN4CCC(N3c2ccccc2NC3=O)CC4 | ||
| | | InChI = 1/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) | ||
| | | InChIKey = FEBOTPHFXYHVPL-UHFFFAOYAW | ||
| | | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | ||
| | | StdInChI = 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) | ||
| | | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | ||
| StdInChIKey = FEBOTPHFXYHVPL-UHFFFAOYSA-N | |||
| | |||
| | |||
| | |||
}} | }} | ||
__NOTOC__ | |||
{{SI}} | |||
{{CMG}} | |||
{{ | |||
==Overview== | |||
'''Benperidol''' 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. | ||
== References == | |||
{{Reflist|2}} | |||
{{Antipsychotics}} | {{Antipsychotics}} | ||
{{Dopaminergics}} | |||
[[Category:Piperidines]] | |||
[[Category:Organofluorides]] | |||
[[ | [[Category:Benzimidazoles]] | ||
[[ | [[Category:Butyrophenone antipsychotics]] | ||
[[Category:Janssen Pharmaceutica]] | |||
[[Category:Belgian inventions]] | |||
[[Category:Drug]] |
Revision as of 16:24, 13 April 2015
Clinical data | |
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AHFS/Drugs.com | International Drug Names |
Routes of administration | Oral |
ATC code | |
Legal status | |
Legal status |
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Identifiers | |
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CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
ChEMBL | |
E number | {{#property:P628}} |
ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value). |
Chemical and physical data | |
Formula | C22H24FN3O2 |
Molar mass | 381.443 g/mol |
3D model (JSmol) | |
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
Benperidol 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).[1] It is an antipsychotic, which can be used for the treatment of schizophrenia,[2] but it is primarily used to control antisocial hypersexual behaviour,[3] and is sometimes prescribed to sex offenders as a condition of their parole, as an alternative to anti-androgen drugs such as cyproterone acetate.[4]
Benperidol was discovered at Janssen Pharmaceutica in 1961.
References
- ↑ Möller; Müller; Bandelow: Neuroleptika, 2001, WVG; ISBN 3-8047-1773-X (in German)
- ↑ 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.
- ↑ British National Formulary (49th), British Medical Association 2005 p 183
- ↑ 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.
- Pages with script errors
- Template:drugs.com link with non-standard subpage
- Articles with changed CASNo identifier
- E number from Wikidata
- ECHA InfoCard ID from Wikidata
- Chemical articles with unknown parameter in Infobox drug
- Chemical pages without DrugBank identifier
- Articles without KEGG source
- Drugboxes which contain changes to verified fields
- Piperidines
- Organofluorides
- Benzimidazoles
- Butyrophenone antipsychotics
- Janssen Pharmaceutica
- Belgian inventions
- Drug