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Substance Name: Spiperone [USAN:INN:BAN:JAN]
RN: 749-02-0
UNII: 4X6E73CJ0Q
InChIKey: DKGZKTPJOSAWFA-UHFFFAOYSA-N

Note

  • A spiro butyrophenone analog similar to HALOPERIDOL and other related compounds. It has been recommended in the treatment of SCHIZOPHRENIA.

Molecular Formula

  • C23-H26-F-N3-O2

Molecular Weight

  • 395.4754
 

Classification Codes

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

Name of Substance

  • Spiperone
  • Spiperone [USAN:INN:BAN:JAN]

MeSH Heading

  • Spiperone

Synonyms

  • 1,3,8-Triazaspiro(4.5)decan-4-one, 8-(4-(4-fluorophenyl)-4-oxobutyl)-1-phenyl-
  • 5-26-04-00109 (Beilstein Handbook Reference)
  • 8-(3-(p-Fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-one
  • 8-(3-p-Fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decane
  • BRN 0632204
  • Butyrophenone, 4'-fluoro-4-(4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decan-8-yl)-
  • E 525
  • EINECS 212-024-0
  • Espiperona
  • Espiperona [INN-Spanish]
  • NSC 170983
  • R 5147
  • Spiperone
  • Spiperonum
  • Spiperonum [INN-Latin]
  • Spiroperidol
  • Spiropitan
  • UNII-4X6E73CJ0Q

Systematic Names

  • 1,3,8-Triazaspiro(4.5)decan-4-one, 8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-
  • 1,3,8-Triazaspiro(4.5)decan-4-one, 8-(4-(4-fluorophenyl)-4-oxobutyl)-1-phenyl-
  • Spiperone

Registry Numbers

CAS Registry Number

  • 749-02-0

FDA UNII

  • 4X6E73CJ0Q

System Generated Number

  • 0000749020

Structure Descriptors

InChI

1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)

InChIKey

DKGZKTPJOSAWFA-UHFFFAOYSA-N

Smiles

c1ccc(cc1)N2CNC(=O)C23CCN(CC3)CCCC(=O)c4ccc(cc4)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 20mg/kg (20mg/kg)   Drugs in Japan Vol. -, Pg. 515, 1990.
dog LD50 oral > 100mg/kg (100mg/kg)   Drugs in Japan Vol. -, Pg. 515, 1990.
mouse LD50 intramuscular 125mg/kg (125mg/kg)   Drugs in Japan Vol. 6, Pg. 380, 1982.
mouse LD50 intraperitoneal 700mg/kg (700mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 390, 1969.
mouse LD50 intravenous 25500ug/kg (25.5mg/kg)   Drugs in Japan Vol. 6, Pg. 380, 1982.
mouse LD50 oral 600mg/kg (600mg/kg)   Chimica Therapeutica. Vol. 7, Pg. 493, 1972.
mouse LD50 subcutaneous > 225mg/kg (225mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 390, 1969.
rat LD50 intramuscular 168mg/kg (168mg/kg)   Drugs in Japan Vol. 6, Pg. 380, 1982.
rat LD50 intraperitoneal > 500mg/kg (500mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 390, 1969.
rat LD50 intravenous 14mg/kg (14mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 193, 1972.
rat LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 380, 1982.
rat LD50 subcutaneous > 50mg/kg (50mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 390, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 190-93.6 deg C   EXP
log P (octanol-water) 3.03 (none)   EXP
Water Solubility 8.440 mg/L 25 EST
Vapor Pressure 5.36E-12 mm Hg 25 EST
Henry's Law Constant 8.39E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.89E-10 cm3/molecule-sec 25 EST

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