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Substance Name: Azaperone [USAN:USP:INN:BAN]
RN: 1649-18-9
UNII: 19BV78AK7W
InChIKey: XTKDAFGWCDAMPY-UHFFFAOYSA-N

Note

  • A butyrophenone used in the treatment of PSYCHOSES.

Molecular Formula

  • C19-H22-F-N3-O

Molecular Weight

  • 327.4008
 

Classification Codes

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

Name of Substance

  • Azaperone
  • Azaperone [USAN:USP:INN:BAN]

MeSH Heading

  • Azaperone

Synonyms

  • 1-(3-(4-Fluorobenzoyl)propyl)-4-(2-pyridyl)piperazine
  • 1-Butanone, 1-(4-fluorophenyl)-4-(4-(2-pyridinyl)-1-piperazinyl)-
  • 4'-Fluoro-4-(4-(2-pyridyl)-1-piperazinyl)butyrophenone
  • 5-23-03-00041 (Beilstein Handbook Reference)
  • Azaperon
  • Azaperona
  • Azaperona [INN-Spanish]
  • Azaperone
  • Azaperonum
  • Azaperonum [INN-Latin]
  • Azeperone
  • BRN 0565491
  • CCRIS 1586
  • EINECS 216-715-8
  • Eucalmyl
  • Fluoperidol
  • NSC 170976
  • R 1929
  • R-1929
  • Sedaperone vet
  • Stresnil
  • Suicalm
  • UNII-19BV78AK7W

Systematic Names

  • 1-Butanone, 1-(4-fluorophenyl)-4-(4-(2-pyridinyl)-1-piperazinyl)-
  • Azaperone
  • Butyrophenone, 4'-fluoro-4-(4-(2-pyridyl)-1-piperazinyl)-

Registry Numbers

CAS Registry Number

  • 1649-18-9

FDA UNII

  • 19BV78AK7W

System Generated Number

  • 0001649189

Structure Descriptors

InChI

InChI=1S/C19H22FN3O/c20-17-8-6-16(7-9-17)18(24)4-3-11-22-12-14-23(15-13-22)19-5-1-2-10-21-19/h1-2,5-10H,3-4,11-15H2

InChIKey

XTKDAFGWCDAMPY-UHFFFAOYSA-N

Smiles

Fc1ccc(cc1)C(=O)CCCN2CCN(CC2)c3ccccn3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral > 20mg/kg (20mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.
dog LDLo subcutaneous > 40mg/kg (40mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.
guinea pig LD50 oral 202mg/kg (202mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.
mouse LD50 intraperitoneal 63mg/kg (63mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Farmaco, Edizione Scientifica. Vol. 35, Pg. 605, 1980.
mouse LD50 intravenous 42mg/kg (42mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.
mouse LD50 oral 385mg/kg (385mg/kg) BEHAVIORAL: TREMOR

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.
mouse LD50 subcutaneous 179mg/kg (179mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 185, 1972.
rat LD50 intravenous 25mg/kg (25mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 185, 1972.
rat LD50 oral 245mg/kg (245mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.
rat LD50 subcutaneous 450mg/kg (450mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1798, 1974.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 73-75 deg C   EXP
log P (octanol-water) 3.3 (none)   EXP
Water Solubility 131 mg/L 25 EST
Vapor Pressure 5.46E-08 mm Hg 25 EST
Henry's Law Constant 8.91E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.55E-10 cm3/molecule-sec 25 EST

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