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Details

Stereochemistry ACHIRAL
Molecular Formula C20H26N2O4
Molecular Weight 358.4314
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ITOPRIDE

SMILES

COC1=C(OC)C=C(C=C1)C(=O)NCC2=CC=C(OCCN(C)C)C=C2

InChI

InChIKey=QQQIECGTIMUVDS-UHFFFAOYSA-N
InChI=1S/C20H26N2O4/c1-22(2)11-12-26-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(24-3)19(13-16)25-4/h5-10,13H,11-12,14H2,1-4H3,(H,21,23)

HIDE SMILES / InChI

Description

Itopride is a dopamine D2 receptor antagonist and inhibitor of acetylcholinesterase. It is indicated in the for the treatment of gastrointestinal symptoms caused by reduced gastrointestinal motility, such as functional non-ulcer dyspepsia (chronic gastritis), gastric fullness, rapid satiation, pain or discomfort in the upper abdomen, anorexia, heartburn, nausea, and vomiting. The drug is not approved in the USA or UK but is available in Japan and Western European countries.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.04 µM [IC50]
0.16 nM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
GANATON
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
244.4 ng/mL
150 mg 1 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
426.2 ng/mL
150 mg 1 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
416.2 ng/mL
50 mg 3 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
0.28 g/mL
50 mg single, oral
ITOPRIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2606.5 ng × h/mL
150 mg 1 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
2895.5 ng × h/mL
150 mg 1 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
2740.5 ng × h/mL
50 mg 3 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
7.4 h
150 mg 1 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
5.9 h
150 mg 1 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens
5.2 h
50 mg 3 times / day steady-state, oral
ITOPRIDE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
4%
50 mg single, oral
ITOPRIDE plasma
Homo sapiens

Doses

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer








Drug as perpetrator​

Drug as victim

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
The usual adult dosage is 150mg of itopride hydrochloride (3 tablets) per oral administration daily in three divided doses before meals. The dose may be reduced according to the patient’s age and symptoms.
Route of Administration: Oral
In Vitro Use Guide
To study the interaction between itopride and D2 receptors, rat striatum homogenate was used. The striatal homogenate was incubated with [3H]spiperone (at a final concentration of 0.3 nM), 10nM ketanserin and 10M pargyline, and the displacing ligand at a final concentration from 1 pM to 100 uM. Radioactivity was measured using filtration through Whatman GF/B filters and liquid scintillation counting.