クレボプリド
- 関
- clebopride malate
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/08/29 15:11:56」(JST)
[Wiki en表示]
Clebopride
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Systematic (IUPAC) name |
4-amino-N-(1-benzylpiperidin-4-yl)-5-chloro-
2-methoxybenzamide |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
? |
Identifiers |
CAS number |
55905-53-8 Y |
ATC code |
A03FA06 |
PubChem |
CID 2780 |
ChemSpider |
2678 Y |
UNII |
I0A84520Y9 Y |
KEGG |
D03534 Y |
ChEMBL |
CHEMBL325109 Y |
Chemical data |
Formula |
C20H24ClN3O2 |
Mol. mass |
373.876 g/mol |
SMILES
- Clc1cc(c(OC)cc1N)C(=O)NC3CCN(Cc2ccccc2)CC3
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InChI
-
InChI=1S/C20H24ClN3O2/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) Y
Key:BVPWJMCABCPUQY-UHFFFAOYSA-N Y
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Y (what is this?) (verify) |
Clebopride is a dopamine antagonist drug with antiemetic and prokinetic properties used to treat functional gastrointestinal disorders. Chemically, it is a substituted benzamide, closely related to metoclopramide.
A small Spanish study found that more adverse reactions are reported with clebopride than with metoclopramide, particularly extrapyramidal symptoms.[1]
References
- ^ Cuena Boy R, Maciá Martínez MA (1998). "[Extrapyramidal toxicity caused by metoclopramide and clebopride: study of voluntary notifications of adverse effects to the Spanish Drug Surveillance System]". Atencion Primaria (in Spanish) 21 (5): 289–95. PMID 9608114. Free full text
Dopaminergics
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Receptor ligands
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Agonists
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- Adamantanes: Amantadine
- Memantine
- Rimantadine; Aminotetralins: 7-OH-DPAT
- 8-OH-PBZI
- Rotigotine
- UH-232; Benzazepines: 6-Br-APB
- Fenoldopam
- SKF-38,393
- SKF-77,434
- SKF-81,297
- SKF-82,958
- SKF-83,959; Ergolines: Bromocriptine
- Cabergoline
- Dihydroergocryptine
- Epicriptine
- Lisuride
- LSD
- Pergolide; Dihydrexidine derivatives: 2-OH-NPA
- A-86,929
- Ciladopa
- Dihydrexidine
- Dinapsoline
- Dinoxyline
- Doxanthrine; Others: A-68,930
- A-77636
- A-412,997
- ABT-670
- ABT-724
- Aplindore
- Apomorphine
- Aripiprazole
- Bifeprunox
- BP-897
- CY-208,243
- Dizocilpine
- Etilevodopa
- Flibanserin
- Ketamine
- Melevodopa
- Modafinil
- Pardoprunox
- Phencyclidine
- PD-128,907
- PD-168,077
- PF-219,061
- Piribedil
- Pramipexole
- Propylnorapomorphine
- Pukateine
- Quinagolide
- Quinelorane
- Quinpirole
- RDS-127
- Ro10-5824
- Ropinirole
- Rotigotine
- Roxindole
- Salvinorin A
- SKF-89,145
- Sumanirole
- Terguride
- Umespirone
- WAY-100,635
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Antagonists
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- Typical antipsychotics: Acepromazine
- Azaperone
- Benperidol
- Bromperidol
- Clopenthixol
- Chlorpromazine
- Chlorprothixene
- Droperidol
- Flupentixol
- Fluphenazine
- Fluspirilene
- Haloperidol
- Levosulpiride
- Loxapine
- Mesoridazine
- Methotrimeprazine
- Nemonapride
- Penfluridol
- Perazine
- Periciazine
- Perphenazine
- Pimozide
- Prochlorperazine
- Promazine
- Sulforidazine
- Sulpiride
- Sultopride
- Thioridazine
- Thiothixene
- Trifluoperazine
- Triflupromazine
- Trifluperidol
- Zuclopenthixol; Atypical antipsychotics: Amisulpride
- Asenapine
- Blonanserin
- Cariprazine
- Carpipramine
- Clocapramine
- Clorotepine
- Clozapine
- Gevotroline
- Iloperidone
- Lurasidone
- Melperone
- Molindone
- Mosapramine
- Olanzapine
- Paliperidone
- Perospirone
- Piquindone
- Quetiapine
- Remoxipride
- Risperidone
- Sertindole
- Tiospirone
- Zicronapine
- Ziprasidone
- Zotepine; Antiemetics: AS-8112
- Alizapride
- Bromopride
- Clebopride
- Domperidone
- Metoclopramide
- Thiethylperazine; Others: Amoxapine
- Buspirone
- Butaclamol
- Ecopipam
- EEDQ
- Eticlopride
- Fananserin
- Hydroxyzine
- L-745,870
- Nafadotride
- Nuciferine
- PNU-99,194
- Raclopride
- Sarizotan
- SB-277,011-A
- SCH-23,390
- SKF-83,959
- Sonepiprazole
- Spiperone
- Spiroxatrine
- Stepholidine
- Tetrahydropalmatine
- Tiapride
- UH-232
- Yohimbine
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Modulators
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see template "Allosteric modulators"
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Reuptake inhibitors
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Plasmalemmal
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DAT inhibitors
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- Piperazines: DBL-583
- GBR-12,935
- Nefazodone
- Vanoxerine; Piperidines: BTCP
- Desoxypipradrol
- Dextromethylphenidate
- Difemetorex
- Ethylphenidate
- Methylnaphthidate
- Methylphenidate
- Phencyclidine
- Pipradrol; Pyrrolidines: Diphenylprolinol
- MDPV
- Naphyrone
- Prolintane
- Pyrovalerone; Tropanes: Altropane
- Brasofensine
- CFT
- Cocaine
- Dichloropane
- Difluoropine
- FE-β-CPPIT
- FP-β-CPPIT
- Ioflupane (123I)
- Iometopane
- RTI-112
- RTI-113
- RTI-121
- RTI-126
- RTI-150
- RTI-177
- RTI-229
- RTI-336
- Tenocyclidine
- Tesofensine
- Troparil
- Tropoxane
- WF-11
- WF-23
- WF-31
- WF-33; Others: Adrafinil
- Armodafinil
- Amfonelic acid
- Amphetamine
- Amineptine
- Benzatropine
- Bromantane
- BTQ
- BTS-74,398
- Bupropion
- Ciclazindol
- Diclofensine
- Dimethocaine
- Diphenylpyraline
- Dizocilpine
- DOV-102,677
- DOV-21,947
- DOV-216,303
- Etybenzatropine
- EXP-561
- Fencamine
- Fencamfamine
- Fezolamine
- Fluorenol
- GYKI-52,895
- Indatraline
- Ketamine
- Lefetamine
- Levophacetoperane
- Liafensine
- LR-5182
- Manifaxine
- Mazindol
- Medifoxamine
- Mesocarb
- Modafinil
- Nefopam
- Nomifensine
- NS-2359
- O-2172
- Perafensine
- Pridefrine
- Radafaxine
- SEP-225,289
- SEP-227,162
- Sertraline
- Sibutramine
- Tametraline
- Tedatioxetine
- Tripelennamine
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Vesicular
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VMAT inhibitors
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- Deserpidine
- Ibogaine
- Reserpine
- Tetrabenazine
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Allosteric modulators
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Receptors
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Transporter
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- Quinazolinamines: SoRI-9804
- SoRI-20040
- SoRI-20041
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Enzyme inhibitors
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Anabolism
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PAH inhibitors
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TH inhibitors
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- 3-Iodotyrosine
- Aquayamycin
- Bulbocapnine
- Metirosine
- Oudenone
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AAAD/DDC inhibitors
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- Benserazide
- Carbidopa
- DFMD
- Genistein
- Methyldopa
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Catabolism
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MAO inhibitors
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- Nonselective: Benmoxin
- Caroxazone
- Echinopsidine
- Furazolidone
- Hydralazine
- Indantadol
- Iproclozide
- Iproniazid
- Isocarboxazid
- Isoniazid
- Linezolid
- Mebanazine
- Metfendrazine
- Nialamide
- Octamoxin
- Paraxazone
- Phenelzine
- Pheniprazine
- Phenoxypropazine
- Pivalylbenzhydrazine
- Procarbazine
- Safrazine
- Tranylcypromine; MAO-A selective: Amiflamine
- Bazinaprine
- Befloxatone
- Brofaromine
- Cimoxatone
- Clorgiline
- Eprobemide
- Esuprone
- Harmala alkaloids
- Methylene Blue
- Metralindole
- Minaprine
- Moclobemide
- Pirlindole
- Sercloremine
- Tetrindole
- Toloxatone
- Tyrima; MAO-B selective: D-Deprenyl
- Ethanol
- L-Deprenyl (Selegiline)
- Ladostigil
- Lazabemide
- Milacemide
- Nicotine
- Pargyline‡
- Rasagiline
- Safinamide
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COMT inhibitors
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- Entacapone
- Nitecapone
- Tolcapone
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DBH inhibitors
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- Disulfiram
- Dopastin
- Fusaric acid
- Nepicastat
- Tropolone
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Others
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Precursors
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- L-Phenylalanine → L-Tyrosine → L-DOPA (Levodopa)
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Cofactors
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- Ferrous iron (Fe2+)
- Tetrahydrobiopterin
- Vitamin B3 (Niacin
- Nicotinamide → NADPH)
- Vitamin B6 (Pyridoxine
- Pyridoxamine
- Pyridoxal → Pyridoxal phosphate)
- Vitamin B9 (Folic acid → Tetrahydrofolic acid)
- Vitamin C (Ascorbic acid)
- Zinc (Zn2+)
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Others
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- Activity enhancers: BPAP * PPAP; Toxins: 6-OHDA; Steroids: Anabolic-androgenic steroids
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List of dopaminergic drugs
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Drugs for functional gastrointestinal disorders (A03)
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Drugs for
functional
bowel disorders |
Antimuscarinics
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Tertiary
amino group
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- Oxyphencyclimine
- Camylofin
- Mebeverine
- Trimebutine
- Rociverine
- Dicycloverine
- Dihexyverine
- Difemerine
- Piperidolate
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Quaternary
ammonium
compounds
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- Benzilone
- Mepenzolate
- Pipenzolate
- Glycopyrronium
- Oxyphenonium
- Penthienate
- Methantheline
- Propantheline
- Otilonium
- Tridihexethyl
- Isopropamide
- Hexocyclium
- Poldine
- Bevonium
- Diphemanil
- Tiemonium
- Prifinium
- Timepidium
- Fenpiverinium
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Phosphodiesterase
inhibitors
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- Papaverine
- Drotaverine
- Moxaverine
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Acting on
serotonin receptors
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- 5-HT3 antagonists
- 5-HT4 agonists
- Mosapride
- Prucalopride
- Tegaserod
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Other
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- Alverine
- Caroverine
- Chlorbenzoxamine
- Diisopromine
- Dimethylaminopropionylphenothiazine
- Fenpiprane
- Fenoverine
- Idanpramine
- Isometheptene
- Phloroglucinol
- Pinaverium
- Proxazole
- Silicones
- Tiropramide
- Trepibutone
- Trimethyldiphenylpropylamine
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Belladonna
and derivatives
(antimuscarinics) |
- tertiary amines: Atropine
- Hyoscyamine
- quaternary ammonium compounds:
- Scopolamine
- Butylscopolamine
- Methylscopolamine
- Methylatropine
- Fentonium
- Cimetropium bromide
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Propulsives |
- primarily dopamine antagonists
- Metoclopramide/Bromopride
- Clebopride
- Domperidone
- Alizapride
- 5-HT4 agonists
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anat (t, g, p)/phys/devp/enzy
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noco/cong/tumr, sysi/epon
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proc, drug (A2A/2B/3/4/5/6/7/14/16), blte
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English Journal
- [Behavior and functional state of the dopaminergic brain system in pups of depressive WAG/Rij rats].
- Malyshev AV, Razumkina EV, Rogozinskaia ÉIa, Sarkisova KIu, Dybynin VA.
- Zhurnal vyssheĭ nervnoĭ deiatelnosti imeni I P Pavlova.Zh Vyssh Nerv Deiat Im I P Pavlova.2014 May-Jun;64(3):334-46.
- In the present work, it has been studied for the first time behavior and functional state of the dopaminergic brain system in pups of "depressive" WAG/Rij rats. Offspring of "depressive" WAG/Rij rats at age of 6-16 days compared with offspring of "normal" (non-depressed) outbred rats of the same age
- PMID 25723020
- Effect of single and repeated injections of selective D2-antagonist clebopride on maternal behavior of albino rats.
- Tanaeva KK1, Dobryakova YV, Dubynin VA, Kamensky AA.
- Bulletin of experimental biology and medicine.Bull Exp Biol Med.2012 Jun;153(2):182-5.
- This study examined the effect of clebopride at low concentration that did not modify the motor activity on the parental care in female albino rats. Single injection of the drug attenuated the parental care reactions on postinjection minute 20, but not one day thereafter. The daily injection of the
- PMID 22816078
- Hemi-restless legs syndrome induced by clebopride.
- Erro R, Amboni M, Allocca R, Santangelo G, Barone P, Vitale C.
- European journal of neurology : the official journal of the European Federation of Neurological Societies.Eur J Neurol.2012 Jun;19(6):e59. doi: 10.1111/j.1468-1331.2012.03716.x.
- PMID 22577755
Japanese Journal
- Development and validation of a LC-MS/MS method for the determination of clebopride and its application to a pharmacokinetics study in healthy Chinese volunteers
- TAN Zhirong,OUYANG Dongsheng,CHEN Yao,ZHOU Gan,CAO Shan,WANG Yicheng,PENG Xiujuan,ZHOU Honghao
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 878(23), 2072-2076, 2010-08-01
- NAID 10028039660
- Acute Oculogyric Crisis in a Patient Taking Clebopride
- Kim Woojun,Lee Kwang-Soo,Kim Yeong-In,Kim Joong-Seok
- Internal Medicine 47(6), 551-552, 2008
- … We present a 21-year-old woman with an oculogyric crisis following the administration of clebopride. … Based on the temporal relationship of the administration of clebopride to the occurrence of the event and the absence of other possible etiologies, clebopride is implicated as the cause of this acute oculogyric crisis, despite the fact that a cause-and-effect relationship cannot be confirmed. …
- NAID 130000080087
Related Links
- Clebopride is a dopamine antagonist drug with antiemetic and prokinetic properties used to treat functional gastrointestinal ... A small Spanish study found that more adverse reactions are reported with clebopride than with metoclopramide, ...
- See related clebopride information Abbreviation Index.
Related Pictures
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