ITOPRIDE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H26N2O4.ClH
Molecular Weight	394.892
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=ZTOUXLLIPWWHSR-UHFFFAOYSA-N

InChI=1S/C20H26N2O4.ClH/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);1H

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Description
Sources: https://www.rlsnet.ru/tn_index_id_36285.htm
Curator's Comment: description was created based on several sources, including http://www.meppo.com/pdf/drugs/2845-GANATON-1415104080.pdf

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 Target	Pharmacology	Condition	Potency
Acetylcholinesterase 207 Target ID: P22303\|\|\|Q53F46 Gene ID: 43.0 Gene Symbol: ACHE Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7869618	Inhibitor 8297		2.04 µM [IC50]
Dopamine D2 receptor 297 Target ID: CHEMBL217 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1831229	Antagonist 2778		0.16 nM [Kd]

Conditions

Condition	Modality	Highest Phase	Product
Chronic gastritis 4 Sources: http://www.meppo.com/pdf/drugs/2845-GANATON-1415104080.pdf	Palliative	Approved 8429	GANATON Approved Use Gastrointestinal symptoms in chronic gastritis (bloated feeling, upper abdominal pain, anorexia, heartburn, nausea, and vomiting)
Irritable bowel syndrome 60 Sources: https://clinicaltrials.gov/ct2/show/NCT01027260	Primary	Phase II 1132	Unknown Approved Use Unknown
Gastroparesis 9 Sources: https://clinicaltrials.gov/ct2/show/NCT00370084	Primary	Phase I 428	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Establishing a comprehensive questionnaire for detecting drug-induced extrapyramidal symptoms.	2003 Oct	14577334
Comparative evaluation of the efficacy and tolerability of itopride hydrochloride and domperidone in patients with non-ulcer dyspepsia.	2004 Aug	15847356
Mirtazapine for severe gastroparesis unresponsive to conventional prokinetic treatment.	2006 Sep-Oct	16959934
Spectrophotometric simultaneous determination of rabeprazole sodium and itopride hydrochloride in capsule dosage form.	2008 Mar	17604217
Rabeto plus: a valuable drug for managing functional dyspepsia.	2008 Nov	19368103
Applications of nanomaterials in electrogenerated chemiluminescence biosensors.	2009	22389624
Evaluation of anti-GERD activity of gastro retentive drug delivery system of itopride hydrochloride.	2010 Aug	20515421
Effect of probiotic Lactobacillus (Lacidofil® cap) for the prevention of antibiotic-associated diarrhea: a prospective, randomized, double-blind, multicenter study.	2010 Dec	21165295
A Simple RP-HPLC Method for Quantitation of Itopride HCl in Tablet Dosage Form.	2010 Oct	21264104

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.

Name

Type

Language

ITOPRIDE HYDROCHLORIDE

Common Name

English

ITOPRIDE HYDROCHLORIDE [JAN]

Common Name

English

ITOPRIDE HYDROCHLORIDE [MI]

Common Name

English

ITOPRIDE HCL

Common Name

English

Itopride hydrochloride [WHO-DD]

Common Name

English

ITOPRIDE HYDROCHLORIDE [MART.]

Common Name

English

BENZAMIDE, N-((4-(2-(DIMETHYLAMINO)ETHOXY)PHENYL)METHYL)-3,4-DIMETHOXY-, MONOHYDROCHLORIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47792