Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H24ClN3O2.ClH.H2O |
| Molecular Weight | 428.353 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.Cl.COC1=C(C=C(Cl)C(N)=C1)C(=O)NC2CCN(CC3=CC=CC=C3)CC2
InChI
InChIKey=NTUDMRPSPGYWMY-UHFFFAOYSA-N
InChI=1S/C20H24ClN3O2.ClH.H2O/c1-26-19-12-18(22)17(21)11-16(19)20(25)23-15-7-9-24(10-8-15)13-14-5-3-2-4-6-14;;/h2-6,11-12,15H,7-10,13,22H2,1H3,(H,23,25);1H;1H2
Clebopride is a dopamine antagonist drug. It is used to treat functional gastrointestinal disorder such as nausea or vomiting. Unchanged parent drug was the most abundant compound in human urine. Major metabolites included the hydroxylation at benzyl group to yield carbinolamine and its further N-dealkylation product, and the piperidine ring hydroxylation/oxidation metabolite (a lactam).
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL217 |
2.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | CLEBOPRIDE Approved UseClebopride is used in the treatment of stomach ulcer, inflammation of stomach and intestine, indigestion. It also reduces the symptoms like excessive air accumulation in gut, nausea and vomiting associated with stomach discomfort. |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Clebopride, a new orthopramide with potent and selective central antidopaminergic properties]. | 1978 Apr |
|
| NMDA receptor antagonists inhibit catalepsy induced by either dopamine D1 or D2 receptor antagonists. | 1993 Jun 11 |
|
| Angiogenic and angiostatic factors in systemic sclerosis: increased levels of vascular endothelial growth factor are a feature of the earliest disease stages and are associated with the absence of fingertip ulcers. | 2002 |
|
| [Rabbit syndrome due to clebopride]. | 2003 Jun 7 |
|
| Stereocontrolled dopamine receptor binding and subtype selectivity of clebopride analogues synthesized from aspartic acid. | 2003 Oct 6 |
|
| Progressive supranuclear palsy syndrome induced by clebopride. | 2004 Apr |
|
| Review article: clinical implications of enteric and central D2 receptor blockade by antidopaminergic gastrointestinal prokinetics. | 2004 Feb 15 |
|
| Etiological and therapeutical observations in a case of belly dancer's dyskinesia. | 2005 Feb |
|
| Etiological and therapeutical observations in a case of belly dancer's dyskinesia. | 2006 Sep |
|
| Effects of vehicles and enhancers on transdermal delivery of clebopride. | 2007 Sep |
|
| Acute hemifacial dystonia possibly induced by clebopride. | 2009 Mar-Apr |
|
| Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
Patents
Sample Use Guides
Clebopride at 10 uM significantly decreased the Vmax of phase 0 depolarization in isolated rabbit Purkinje fiber and significantly prolonged the action potential duration at 90% repolarization, whereas the action potential duration at 50% repolarization was not prolonged. For hERG potassium channel currents in human ether-à-go-go-related gene (hERG)-stably transfected Chinese hamster ovarian (CHO) cells the IC50 value was 0.62 uM.
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C66883
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admin on Fri Dec 15 16:09:00 GMT 2023 , Edited by admin on Fri Dec 15 16:09:00 GMT 2023
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C83628
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21152066
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m3612
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Y01345MLEW
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ACTIVE MOIETY
SUBSTANCE RECORD
