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Details

Stereochemistry RACEMIC
Molecular Formula C22H22FN3O2.C3H6O3
Molecular Weight 469.5053
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DROPERIDOL LACTATE

SMILES

CC(O)C(O)=O.FC1=CC=C(C=C1)C(=O)CCCN2CCC(=CC2)N3C(=O)NC4=C3C=CC=C4

InChI

InChIKey=CUYSTLHETVVORS-UHFFFAOYSA-N
InChI=1S/C22H22FN3O2.C3H6O3/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;1-2(4)3(5)6/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28);2,4H,1H3,(H,5,6)

HIDE SMILES / InChI

Molecular Formula C22H22FN3O2
Molecular Weight 379.4274
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C3H6O3
Molecular Weight 90.0779
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/pro/droperidol.html

Droperidol produces marked tranquilization and sedation. It allays apprehension and provides a state of mental detachment and indifference while maintaining a state of reflex alertness. Droperidol produces an antiemetic effect as evidenced by the antagonism of apomorphine in dogs. It lowers the incidence of nausea and vomiting during surgical procedures and provides antiemetic protection in the postoperative period. Droperidol potentiates other CNS depressants. It produces mild alpha-adrenergic blockade, peripheral vascular dilatation and reduction of the pressor effect of epinephrine. It can produce hypotension and decreased peripheral vascular resistance and may decrease pulmonary arterial pressure (particularly if it is abnormally high). It may reduce the incidence of epinephrine-induced arrhythmias, but it does not prevent other cardiac arrhythmias. The exact mechanism of action is unknown, however, droperidol causes a CNS depression at subcortical levels of the brain, midbrain, and brainstem reticular formation. It may antagonize the actions of glutamic acid within the extrapyramidal system. It may also inhibit cathecolamine receptors and the reuptake of neurotransmiters and has strong central antidopaminergic action and weak central anticholinergic action. It can also produce ganglionic blockade and reduced affective response. The main actions seem to stem from its potent Dopamine (2) receptor antagonism with minor antagonistic effects on alpha-1 adrenergic receptors as well. Droperidol is used to produce tranquilization and to reduce the incidence of nausea and vomiting in surgical and diagnostic procedures.

CNS Activity

Curator's Comment: Droperidol causes a CNS depression at subcortical levels of the brain, midbrain, and brainstem reticular formation.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
INAPSINE

Approved Use

Droperidol injection is indicated to reduce the incidence of nausea and vomiting associated with surgical and diagnostic procedures.

Launch Date

1970
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
26.6 μg/L
0.02 mg/kg single, intravenous
dose: 0.02 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DROPERIDOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
6.5 μg/L
0.02 mg/kg single, nasal
dose: 0.02 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
DROPERIDOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
40 μg × h/L
0.02 mg/kg single, intravenous
dose: 0.02 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DROPERIDOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
18.7 μg × h/L
0.02 mg/kg single, nasal
dose: 0.02 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
DROPERIDOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.1 h
0.02 mg/kg single, intravenous
dose: 0.02 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
DROPERIDOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
2.4 h
0.02 mg/kg single, nasal
dose: 0.02 mg/kg
route of administration: Nasal
experiment type: SINGLE
co-administered:
DROPERIDOL plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
0.4 mg/kg multiple, oral
unhealthy, 2-9 years
Disc. AE: QT interval prolonged...
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Other AEs: Asthenia, Chills...
Other AEs:
Asthenia (24.6%)
Chills (3.3%)
Anorexia (3.3%)
Akathisia (16.4%)
Anxiety (27.9%)
Confusion (3.3%)
Dizziness (9.8%)
Dry mouth (9.8%)
Nervousness (4.9%)
Paresthesia (3.3%)
Somnolence (24.6%)
Tremor (1.6%)
Pharyngitis (4.9%)
Rhinitis (4.9%)
Sweaty (8.2%)
Sources:
2.5 mg multiple, intravenous
unhealthy
Disc. AE: Torsades de pointes...
AEs

AEs

AESignificanceDosePopulation
QT interval prolonged Disc. AE
0.4 mg/kg multiple, oral
unhealthy, 2-9 years
Tremor 1.6%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Akathisia 16.4%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Asthenia 24.6%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Somnolence 24.6%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Anxiety 27.9%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Anorexia 3.3%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Chills 3.3%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Confusion 3.3%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Paresthesia 3.3%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Nervousness 4.9%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Pharyngitis 4.9%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Rhinitis 4.9%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Sweaty 8.2%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Dizziness 9.8%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Dry mouth 9.8%
8.25 mg single, intramuscular
Highest studied dose
Dose: 8.25 mg
Route: intramuscular
Route: single
Dose: 8.25 mg
Sources:
unhealthy, 42 ± 10.0 years
Health Status: unhealthy
Age Group: 42 ± 10.0 years
Sex: M+F
Sources:
Torsades de pointes Disc. AE
2.5 mg multiple, intravenous
unhealthy
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
Drug as victimTox targets

Tox targets

TargetModalityActivityMetaboliteClinical evidence
PubMed

PubMed

TitleDatePubMed
[Postoperative nausea and vomiting--still a problem?].
2001
Ondansetron: a review of its use as an antiemetic in children.
2001
Droperidol for acute psychosis.
2001
A small dose of droperidol decreases postoperative nausea and vomiting in adults but cannot improve an already excellent patient satisfaction.
2001 Apr
Patient-controlled epidural analgesia versus continuous epidural analgesia after total knee arthroplasty.
2001 Apr
[The influence of age on hemodynamics and the dose requirements of propofol and buprenorphine in total intravenous anesthesia combined with continuous epidural anesthesia].
2001 Aug
[Intraoperative memory. A study of its incidence in general anesthesia in 326 patients].
2001 Aug
[Does the addition of an anxiolytic drug improve the anti-emetic effectiveness of the steroid and granisetron combination in the prophylaxis of cisplatin-induced vomiting?].
2001 Aug 5
Preparation, premedication, and surveillance.
2001 Feb
[Prevention of postoperative nausea and vomiting in gynecologic surgery with 3 fixed doses of metoclopramide, droperidol or placebo].
2001 Feb
Evaluation of the effective drugs for the prevention of nausea and vomiting induced by morphine used for postoperative pain: a quantitative systematic review.
2001 Feb
Suppression of potassium conductance by droperidol has influence on excitability of spinal sensory neurons.
2001 Feb
Prevention of postoperative nausea and vomiting with antiemetics in patients undergoing middle ear surgery: comparison of a small dose of propofol with droperidol or metoclopramide.
2001 Jan
Randomised double-blind comparison of ondansetron and droperidol to prevent postoperative nausea and vomiting associated with patient-controlled analgesia.
2001 Jan
Droperidol: an effective adjuvant for difficult cases of conscious sedation?
2001 Jul
Combination of droperidol and ondansetron reduces PONV after pediatric strabismus surgery more than single drug therapy.
2001 Jul
Plasma glucocorticoid concentrations after fentanyl-droperidol, ketamine-xylazine and ketamine-diazepam anaesthesia in New Zealand white rabbits.
2001 Jun 23
Effects on the bispectral index during elective caesarean section: a comparison of propofol and isoflurane.
2001 Mar
Neuroleptic malignant syndrome induced by droperidol.
2001 Mar
Pediatric renal transplantation: anesthesia and perioperative complications.
2001 Mar
Small doses of propofol, droperidol, and metoclopramide for the prevention of postoperative nausea and vomiting after thyroidectomy.
2001 Mar
Comparison of granisetron, droperidol, and metoclopramide for prevention of postoperative vomiting in children with a history of motion sickness undergoing tonsillectomy.
2001 Mar
Dexamethasone for preventing nausea and vomiting associated with epidural morphine: a dose-ranging study.
2001 Mar
[Droperidol and dimenhydrinate alone or in combination for prevention of postoperative nausea and vomiting].
2001 May
In vitro neuromuscular effects of droperidol in rats.
2001 May
[Therapy of angina pectoris: morphine or thalamonal?].
2001 May 11
Antipsychotic drugs: prolonged QTc interval, torsade de pointes, and sudden death.
2001 Nov
IM droperidol as premedication attenuates intraoperative hypothermia.
2001 Oct
[Postoperative nausea--still a problem].
2001 Oct 3
Droperidol vs. prochlorperazine for benign headaches in the emergency department.
2001 Sep
Antipsychotic-related QTc prolongation, torsade de pointes and sudden death.
2002
The black box warning.
2002 Fall
[Continuous epidural administration of droperidol to prevent postoperative nausea and vomiting].
2002 Feb
Premedication, preparation, and surveillance.
2002 Jan
Droperidol "box warning" warrants scrutiny.
2002 Jul
FDA "black box" warning regarding use of droperidol for postoperative nausea and vomiting: is it justified?
2002 Jul
Dolasetron decreases postoperative nausea and vomiting after breast surgery.
2002 Jul-Aug
Gateways to Clinical Trials. June 2002.
2002 Jun
Intramuscular droperidol versus intramuscular dimenhydrinate for the treatment of acute peripheral vertigo in the emergency department: a randomized clinical trial.
2002 Jun
Rapid tranquillisation: time for a reappraisal of options for parenteral therapy.
2002 Jun
Arrhythmias from droperidol?
2002 Jun 10
Derivative spectrophotometric determination of droperidol in presence of parabens.
2002 Jun 20
Continuous epidural, not intravenous, droperidol inhibits pruritus, nausea, and vomiting during epidural morphine analgesia.
2002 Mar
Inapsine. Weighing the risk of fatal arrhythmias.
2002 Mar
Using imprecise probabilities to address the questions of inference and decision in randomized clinical trials.
2002 May
Psychotropic drugs and the ECG: focus on the QTc interval.
2002 May
Effects of clonidine on postoperative nausea and vomiting in breast cancer surgery.
2002 May
LC determination and degradation study of droperidol.
2002 May 15
Effect of intravenous droperidol on intraocular pressure and retrobulbar hemodynamics.
2002 May-Jun
Effects of anesthesia on efferent-mediated adaptation of the DPOAE.
2002 Sep
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Intravenous or Intramuscular
Dosage: The dosage should be individualized. Factors to be considered in determining dose are age, body weight, physical status, underlying pathological condition, use of other drugs, the type of anesthesia to be used, and the surgical procedure involved. Vital signs and ECG should be monitored closely. Maximum Dosage: The maximum recommended initial dose is 2.5 mg IM or slow IV. Additional 1.25 mg doses of droperidol may be administered to achieve the desired effect. The additional doses should be administered with caution and only if the potential benefit outweighs the potential risk.
Route of Administration: Intravenous
Droperidol (10(-7) M) caused vasodilator effect (approximately 20% of vasorelaxation compared with maximal vasorelaxation induced by papaverine [3 x 10(-4) M] in rat vascular smooth muscle cells.
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:25:41 GMT 2025
Edited
by admin
on Mon Mar 31 22:25:41 GMT 2025
Record UNII
09NO5N37E0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DROPERIDOL DL-LACTATE
Preferred Name English
DROPERIDOL LACTATE
WHO-DD  
Common Name English
2-HYDROXYPROPANOIC ACID - 1-(1-(4-(4-FLUOROPHENYL)-4-OXOBUTYL)-1,2,3,6-TETRAHYDRO-4-PYRIDINYL)-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE (1:1)
Systematic Name English
1-(1-(3-(P-FLUOROBENZOYL)PROPYL)-1,2,3,6-TETRAHYDRO-4-PYRIDYL)-2-BENZIMIDAZOLINONE 2-HYDROXYPROPANOIC ACID
Systematic Name English
Droperidol lactate [WHO-DD]
Common Name English
3-(1-(4-(4-FLUOROPHENYL)-4-OXOBUTYL)-3,6-DIHYDRO-2H-PYRIDIN-4-YL)-1H-BENZIMIDAZOL-2-ONE 2-HYDROXYPROPANOIC ACID
Systematic Name English
Code System Code Type Description
EVMPD
SUB01839MIG
Created by admin on Mon Mar 31 22:25:41 GMT 2025 , Edited by admin on Mon Mar 31 22:25:41 GMT 2025
PRIMARY
PUBCHEM
9956314
Created by admin on Mon Mar 31 22:25:41 GMT 2025 , Edited by admin on Mon Mar 31 22:25:41 GMT 2025
PRIMARY
FDA UNII
09NO5N37E0
Created by admin on Mon Mar 31 22:25:41 GMT 2025 , Edited by admin on Mon Mar 31 22:25:41 GMT 2025
PRIMARY
SMS_ID
100000087719
Created by admin on Mon Mar 31 22:25:41 GMT 2025 , Edited by admin on Mon Mar 31 22:25:41 GMT 2025
PRIMARY
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