Benperidol

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Benperidol
Skeletal formula of benperidol
Ball-and-stick model of the benperidol molecule
Clinical data
Trade names Anquil

AHFS/Drugs.com
 International Drug Names
Routes of
administration		 Oral
ATC code

  • N05AD07 (WHO)
Legal status
Legal status


  • US: ℞-only


Identifiers
CAS Number

  • 983-42-6 ☒N

PubChem CID
  • 16363
ChemSpider

  • 15521 ☑Y
UNII
  • 97O6X78C53
ChEMBL

  • ChEMBL297302 ☑Y
ECHA InfoCard
100.016.521 Edit this at Wikidata
Chemical and physical data
Formula
C22H24FN3O2
Molar mass 381.443 g/mol
3D model (JSmol)
  • Interactive image

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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




  • Timiperone has the same structure but thiourea instead of normal urea.


  • Pimozide & Oxiperomide & Neflumozide are also made from 4-(1-Benzimidazolinone)piperidine prec.


  • Droperidol is self-same albeit with a tetrahydropyridine ring.



References





  1. ^ "Benperidol - a drug for sexual offenders?". Drug and Therapeutics Bulletin. BMJ Publishing Group Ltd. 12: 12. 1974-02-01..mw-parser-output cite.citation{font-style:inherit}.mw-parser-output q{quotes:"""""""'""'"}.mw-parser-output code.cs1-code{color:inherit;background:inherit;border:inherit;padding:inherit}.mw-parser-output .cs1-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-limited a,.mw-parser-output .cs1-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration{color:#555}.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration span{border-bottom:1px dotted;cursor:help}.mw-parser-output .cs1-hidden-error{display:none;font-size:100%}.mw-parser-output .cs1-visible-error{font-size:100%}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-format{font-size:95%}.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-right{padding-right:0.2em}


  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 .











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