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Substance Name: Benperidol [USAN:INN:BAN]
RN: 2062-84-2
UNII: 97O6X78C53
InChIKey: FEBOTPHFXYHVPL-UHFFFAOYSA-N

Note

  • A butyrophenone with general properties similar to those of HALOPERIDOL. It has been used in the treatment of aberrant sexual behavior. (From Martindale, The Extra Pharmacopoeia, 30th ed, p567)

Molecular Formula

  • C22-H24-F-N3-O2

Molecular Weight

  • 381.4486
 

Classification Codes

  • Antipsychotic
  • Antipsychotic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Dopamine Agents
  • Dopamine Antagonists
  • Drug / Therapeutic Agent
  • Mutation Data
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Tranquilizing Agents
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Names and Synonyms

Name of Substance

  • Benperidol
  • Benperidol [USAN:INN:BAN]

MeSH Heading

  • Benperidol

Synonyms

  • 1-(1-(3-(p-Fluorobenzoyl)propyl)-4-piperidyl)-2-benzimidazolinone
  • 1-{1-(3-(p-Fluorobenzoyl)propyl)-4-piperidyl}-2-benzimidazolinone
  • 2H-Benzimidazol-2-one, 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-4-piperidinyl)-1,3-dihydro-
  • 4'-Fluor-4-(4-(2-oxo-1-benzimidazolinyl)piperidino)butyrophenon
  • 5-24-02-00375 (Beilstein Handbook Reference)
  • 8089 C. B.
  • 8089 C.B.
  • Anquil
  • Anquil (VAN)
  • Benperidol
  • Benperidolo
  • Benperidolo [DCIT]
  • Benperidolum
  • Benperidolum [INN-Latin]
  • BRN 0900981
  • CB 8089
  • Concilium
  • EINECS 218-172-2
  • Frenactil
  • Frenactyl
  • Glianimon
  • Glianimon mite
  • McN-JR 4584
  • McN-JR-4584
  • NSC 170982
  • R 4584
  • R-4584
  • UNII-97O6X78C53

Systematic Names

  • 2-Benzimidazolinone, 1-(1-(3-(p-fluorobenzoyl)propyl)-4-piperidyl)-
  • 2H-Benzimidazol-2-one, 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-4-piperidinyl)-1,3-dihydro-
  • Benperidol

Registry Numbers

CAS Registry Number

  • 2062-84-2

FDA UNII

  • 97O6X78C53

System Generated Number

  • 0002062842

Structure Descriptors

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)

InChIKey

FEBOTPHFXYHVPL-UHFFFAOYSA-N

Smiles

Fc1ccc(cc1)C(=O)CCCN2CCC(CC2)N3C(=O)Nc4ccccc34

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 250mg/kg (250mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Farmaco, Edizione Scientifica. Vol. 35, Pg. 605, 1980.
mouse LD50 intravenous 20mg/kg (20mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#11942,
mouse LD50 oral 432mg/kg (432mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: REGIDITY

BEHAVIORAL: ATAXIA
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 421, 1965.
mouse LD50 subcutaneous 204mg/kg (204mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: REGIDITY
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 61, Pg. 421, 1965.
rat LD50 intravenous 21mg/kg (21mg/kg)   Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.
rat LD50 subcutaneous 220mg/kg (220mg/kg) BEHAVIORAL: ALTERATION OF CLASSICAL CONDITIONING

AUTONOMIC NERVOUS SYSTEM: CENTRAL SYMPATHOLYTIC

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Medicinal Chemistry: A Series of Monographs. Vol. 4(2), Pg. 199, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 170-171.8 deg C   EXP
log P (octanol-water) 3.91 (none)   EXP
Water Solubility 1.830 mg/L 25 EST
Vapor Pressure 2.67E-11 mm Hg 25 EST
Henry's Law Constant 1.45E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.43E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.