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Substance Name: Droperidol [USAN:USP:INN:BAN:JAN]
RN: 548-73-2
UNII: O9U0F09D5X
InChIKey: RMEDXOLNCUSCGS-UHFFFAOYSA-N

Note

  • A butyrophenone with general properties similar to those of HALOPERIDOL. It is used in conjunction with an opioid analgesic such as FENTANYL to maintain the patient in a calm state of neuroleptanalgesia with indifference to surroundings but still able to cooperate with the surgeon. It is also used as a premedicant, as an antiemetic, and for the control of agitation in acute psychoses. (From Martindale, The Extra Pharmacopoeia, 29th ed, p593)

Molecular Formula

  • C22-H22-F-N3-O2

Molecular Weight

  • 379.4328
 

Classification Codes

  • Adjuvants, Anesthesia
  • Antiemetics
  • Antipsychotic
  • Antipsychotic Agents
  • Autonomic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Dopamine Agents
  • Dopamine Antagonists
  • Dopamine D2 Receptor Antagonists
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Psychotropic Drugs
  • Tranquilizing Agents

Names and Synonyms

Name of Substance

  • Droperidol
  • Droperidol [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Droperidol

Synonyms

  • 1-(1-(3-(p-Fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone
  • 1-(1-(4-(p-Fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridyl)-2-benzimidazolinone
  • 2H-Benzimidazol-2-one, 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridinyl)-1,3-dihydro-
  • 5-24-02-00388 (Beilstein Handbook Reference)
  • BRN 0579168
  • CCRIS 9070
  • Dehydrobenzoperidol
  • Dehydrobenzperidol
  • Deidrobenzperidolo
  • DHBP
  • Dridol
  • Droleptan
  • Droperidol
  • Droperidolo
  • Droperidolo [DCIT]
  • Droperidolum
  • Droperidolum [INN-Latin]
  • EINECS 208-957-8
  • Halkan
  • HSDB 3320
  • Inapsin
  • Inapsine
  • Inopsin
  • McN-JR-4749
  • NSC 169874
  • Properidol
  • R 4749
  • R-4749
  • R4749
  • Sintodril
  • Sintosian
  • UNII-O9U0F09D5X
  • Vetkalm

Systematic Names

  • 2-Benzimidazolinone, 1-(1-(3-(p-fluorobenzoyl)propyl)-1,2,3,6-tetrahydro-4-pyridyl)-
  • 2H-Benzimidazol-2-one, 1-(1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydro-4-pyridinyl)-1,3-dihydro-
  • Droperidol

Mixture Name

  • Innovar

Registry Numbers

CAS Registry Number

  • 548-73-2

FDA UNII

  • O9U0F09D5X

System Generated Number

  • 0000548732

Structure Descriptors

InChI

1S/C22H22FN3O2/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/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)

InChIKey

RMEDXOLNCUSCGS-UHFFFAOYSA-N

Smiles

c1ccc2c(c1)[nH]c(=O)n2C3=CCN(CC3)CCCC(=O)c4ccc(cc4)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 223ug/kg/12D- (0.223mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 93, 1972.
man TDLo intravenous 133ug/kg (0.133mg/kg) BEHAVIORAL: COMA Journal of Clinical Psychiatry. Vol. 47, Pg. 94, 1986.
mouse LD oral > 160mg/kg (160mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 205, 1963.
mouse LD50 intraperitoneal 72mg/kg (72mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Zhonghua Mazuixue Zazhi. Chinese Journal of Anesthesiology. Vol. 5(2), Pg. 65, 1985.
mouse LD50 intravenous 20mg/kg (20mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 205, 1963.
mouse LD50 subcutaneous 125mg/kg (125mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 63, 1964.
rat LD50 intravenous 30mg/kg (30mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Arzneimittel-Forschung. Drug Research. Vol. 13, Pg. 205, 1963.
rat LD50 oral 750mg/kg (750mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous > 100mg/kg (100mg/kg)   Drugs in Japan Vol. 6, Pg. 533, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 145.75 deg C   EXP
pKa Dissociation Constant 7.46 (none)   EXP
log P (octanol-water) 3.5 (none)   EXP
Water Solubility 4.210 mg/L 25 EST
Vapor Pressure 2.02E-11 mm Hg 25 EST
Henry's Law Constant 2.66E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.79E-10 cm3/molecule-sec 25 EST

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