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Substance Name: Fluanisone [INN:BAN:DCF]
RN: 1480-19-9
UNII: 1D0W98U1I4
InChIKey: IRYFCWPNDIUQOW-UHFFFAOYSA-N

Note

  • Former provisional as haloanisone.

Molecular Formula

  • C21-H25-F-N2-O2

Molecular Weight

  • 356.4385
 

Classification Codes

  • Antipsychotic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Hypnotics and Sedatives
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizing Agents
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Names and Synonyms

Name of Substance

  • Fluanisone
  • Fluanisone [INN:BAN:DCF]

Synonyms

  • 2028 MD
  • 4'-Fluoro-4-(4-(o-methoxyphenyl)-1-piperazinyl)butyrophenone
  • 4-(4-(o-Methoxyphenyl)-1-piperazinyl)-p-fluorobutyrophenone
  • 5-23-02-00213 (Beilstein Handbook Reference)
  • Anti-Pica
  • BRN 0707524
  • EINECS 216-038-8
  • Fluanison
  • Fluanisona
  • Fluanisona [INN-Spanish]
  • Fluanisone
  • Fluanisonum
  • Fluanisonum [INN-Latin]
  • Haloanison
  • Haloanisone
  • MD 2028
  • Metorin
  • NSC 170977
  • R 2028
  • R 2167
  • Sedalande
  • UNII-1D0W98U1I4

Systematic Names

  • 1-Butanone, 1-(4-fluorophenyl)-4-(4-(2-methoxyphenyl)-1-piperazinyl)- (9CI)
  • 4'-Fluoro-4-(4-(o-methoxyphenyl)-1-piperazinyl)butyrophenone
  • Butyrophenone, 4'-fluoro-4-(4-(o-methoxyphenyl)-1-piperazinyl)-
  • Fluanisone

Registry Numbers

CAS Registry Number

  • 1480-19-9

FDA UNII

  • 1D0W98U1I4

Related Registry Number

  • 17160-71-3 (mono-hydrochloride)

System Generated Number

  • 0001480199

Structure Descriptors

InChI

1S/C21H25FN2O2/c1-26-21-7-3-2-5-19(21)24-15-13-23(14-16-24)12-4-6-20(25)17-8-10-18(22)11-9-17/h2-3,5,7-11H,4,6,12-16H2,1H3

InChIKey

IRYFCWPNDIUQOW-UHFFFAOYSA-N

Smiles

COc1ccccc1N2CCN(CC2)CCCC(=O)c3ccc(cc3)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous > 10mg/kg (10mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
dog LD50 subcutaneous > 80mg/kg (80mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
monkey LD50 subcutaneous > 5mg/kg (5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse LD50 intraperitoneal 180mg/kg (180mg/kg)   Journal of Medicinal Chemistry. Vol. 32, Pg. 2241, 1989.
mouse LD50 intravenous 25mg/kg (25mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse LD50 oral 550mg/kg (550mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: REGIDITY
Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 40, Pg. 159, 1983.
mouse LD50 subcutaneous > 80mg/kg (80mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
mouse LD50 unreported 80mg/kg (80mg/kg)   Clinical Pharmacology and Therapeutics Vol. 3, Pg. 432, 1962.
rat LD50 intravenous 20mg/kg (20mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 932, 1961.
rat LD50 subcutaneous 420mg/kg (420mg/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 68 deg C   EXP
log P (octanol-water) 3.6 (none)   EXP
Atmospheric OH Rate Constant 2.55E-10 cm3/molecule-sec 25 EST

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