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MedKoo Cat#: 584259 | Name: Clebopride

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Clebopride is antidopaminergic and antiemetic.

Chemical Structure

Clebopride
Clebopride
CAS#55905-53-8 (free base)

Theoretical Analysis

MedKoo Cat#: 584259

Name: Clebopride

CAS#: 55905-53-8 (free base)

Chemical Formula: C20H24ClN3O2

Exact Mass: 373.1557

Molecular Weight: 373.88

Elemental Analysis: C, 64.25; H, 6.47; Cl, 9.48; N, 11.24; O, 8.56

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
57645-39-3 (HCl) 55905-53-8 (free base)
Synonym
Clebopride
IUPAC/Chemical Name
N-(1'-Benzyl-4'-piperidyl)-2-methoxy-4-amino-5-chlorobenzamide
InChi Key
BVPWJMCABCPUQY-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(NC1CCN(CC2=CC=CC=C2)CC1)C3=CC(Cl)=C(N)C=C3OC
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 373.88 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Tan Z, Ouyang D, Chen Y, Zhou G, Cao S, Wang Y, Peng X, Zhou H. 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. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Aug 1;878(23):2072-6. doi: 10.1016/j.jchromb.2010.06.006. Epub 2010 Jun 9. PubMed PMID: 20598654. 2: Berriozabal Diaz L, Zubiaurre Lizarralde L, Castiella Eguzkiza A, Zapata Morcillo E. [Parkinsonism due to clebopride]. Rev Esp Enferm Dig. 2011 Mar;103(3):161-2. Spanish. PubMed PMID: 21434725. 3: de Lima TC, Morato GS, Loch S, Tames DR. Influence of long-term treatment of the rat with clebopride on the morphology of the mammary gland. Pharmacology. 1990;40(1):54-9. PubMed PMID: 2330385. 4: Kim KS, Shin WH, Park SJ, Kim EJ. Effect of clebopride, antidopaminergic gastrointestinal prokinetics, on cardiac repolarization. Int J Toxicol. 2007 Jan-Feb;26(1):25-31. PubMed PMID: 17365143. 5: Takeda K, Taniyama K, Kuno T, Sano I, Ishikawa T, Ohmura I, Tanaka C. Clebopride enhances contractility of the guinea pig stomach by blocking peripheral D2 dopamine receptor and alpha-2 adrenoceptor. J Pharmacol Exp Ther. 1991 May;257(2):806-11. PubMed PMID: 1851838. 6: Erro R, Amboni M, Allocca R, Santangelo G, Barone P, Vitale C. Hemi-restless legs syndrome induced by clebopride. Eur J Neurol. 2012 Jun;19(6):e59. doi: 10.1111/j.1468-1331.2012.03716.x. PubMed PMID: 22577755. 7: Schuurkes JA, Helsen LF, Van Nueten JM. A comparative study on the effects of domperidone, metoclopramide, clebopride and trimebutine on the gastro-duodenal preparation of the guinea pig. Jpn J Pharmacol. 1985 Oct;39(2):123-30. PubMed PMID: 4087563. 8: Bosco D, Plastino M, Marcello MG, Mungari P, Fava A. Acute hemifacial dystonia possibly induced by clebopride. Clin Neuropharmacol. 2009 Mar-Apr;32(2):107-8. doi: 10.1097/WNF.0b013e31817ec335. PubMed PMID: 19512962. 9: Cuena Boy R, Maciá Martínez MA. [Extrapyramidal toxicity caused by metoclopramide and clebopride: study of voluntary notifications of adverse effects to the Spanish Drug Surveillance System]. Aten Primaria. 1998 Mar 31;21(5):289-95. Spanish. PubMed PMID: 9608114. 10: Rhee YS, Huh JY, Park CW, Nam TY, Yoon KR, Chi SC, Park ES. Effects of vehicles and enhancers on transdermal delivery of clebopride. Arch Pharm Res. 2007 Sep;30(9):1155-61. PubMed PMID: 17958335. 11: Gava R, Casiglia E. [Clebopride]. G Clin Med. 1988 Nov;69(11):707-9. Review. Italian. PubMed PMID: 3072237. 12: Perez-Lopez FR, Legido A, Sisskin M, Abos MD. Stimulatory effect of clebopride on human prolactin secretion. Fertil Steril. 1980 Nov;34(5):452-5. PubMed PMID: 6777202. 13: Bittencourt SC, De Lima TC, Morato GS. Antinociceptive effects of clebopride in the mouse. Gen Pharmacol. 1995 Sep;26(5):1083-7. PubMed PMID: 7557255. 14: Naruse T, Amano H, Koizumi Y. Possible involvement of dopamine D-1 and D-2 receptors in diazepam-induced hyperphagia in rats. Fundam Clin Pharmacol. 1991;5(8):677-93. PubMed PMID: 1838347. 15: Abdullah M, Rani AA, Fauzi A, Syam AF, Makmun D, Simadibrata M, Manan C, Harjodisastro D. A randomized, controlled, double-blind trial of the adjunct use of Clebopride in polyethylene glycol electrolyte (PEG) solution for colonoscopy preparation. Acta Med Indones. 2010 Jan;42(1):27-30. PubMed PMID: 20305329. 16: Tanaeva KK, Dobryakova YV, Dubynin VA, Kamensky AA. Effect of single and repeated injections of selective D2-antagonist clebopride on maternal behavior of albino rats. Bull Exp Biol Med. 2012 Jun;153(2):182-5. English, Russian. PubMed PMID: 22816078. 17: Ribeiro V, da Silva AL, Castro Lde P. Effect of clebopride on lower esophageal sphincter pressure. Arq Gastroenterol. 1981 Apr-Jun;18(2):71-4. PubMed PMID: 7332503. 18: Stovolosov IS, Dubynin VA, Kamensky AA. Role of the brain dopaminergic and opioid system in the regulation of "child's" (maternal bonding) behavior of newborn albino rats. Bull Exp Biol Med. 2011 Jan;150(3):281-5. PubMed PMID: 21240335. 19: Martín M, Díaz-Rubio E. [Comparative study on the tolerance and efficacy of high doses of metoclopramide and clebopride in vomiting induced by cisplatin]. Med Clin (Barc). 1989 Jun 10;93(2):50-3. Spanish. PubMed PMID: 2755259. 20: Duarte DF, Linhares S, Gesser N, Pederneiras SG. Effect of intramuscular clebopride on postoperative nausea and vomiting. Clin Ther. 1985;7(3):365-71. PubMed PMID: 3995531.