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MedKoo Cat#: 317531 | Name: Cinitapride

Description:

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

Cinitapride is a gastroprokinetic agent and medication prescribed to treat conditions caused by an overactive digestive tract. It slows the actions of the muscles to reduce the symptoms of conditions such as acid reflux, ulcer dyspepsia, and delayed gastric emptying. It acts as an agonist of the 5-HT1 and 5-HT4 receptors and as an antagonist of the 5-HT2 receptors.

Chemical Structure

Cinitapride
Cinitapride
CAS#66564-14-5 (free base)

Theoretical Analysis

MedKoo Cat#: 317531

Name: Cinitapride

CAS#: 66564-14-5 (free base)

Chemical Formula: C21H30N4O4

Exact Mass: 402.2267

Molecular Weight: 402.49

Elemental Analysis: C, 62.67; H, 7.51; N, 13.92; O, 15.90

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Related CAS #
66564-14-5 (free base) 1207859-16-2 (tartrate) 67135-13-1 (H tartrate)
Synonym
Cinitapride; Cidine; Blaston; Cinmove; Cintapro; Paxapride; cinitapride tartrate; AS-17177; AS 17177; AS17177;
IUPAC/Chemical Name
4-amino-N-[1-(cyclohex-3-en-1-ylmethyl)piperidin-4-yl]-2-ethoxy-5-nitrobenzamide
InChi Key
ZDLBNXXKDMLZMF-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H30N4O4/c1-2-29-20-13-18(22)19(25(27)28)12-17(20)21(26)23-16-8-10-24(11-9-16)14-15-6-4-3-5-7-15/h3-4,12-13,15-16H,2,5-11,14,22H2,1H3,(H,23,26)
SMILES Code
CCOC1=CC(=C(C=C1C(=O)NC2CCN(CC2)CC3CCC=CC3)[N+](=O)[O-])N
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, not in water
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
‎Related: 66564-14-5 (Cinitapride free) 1207859-16-2 (Cinitapride tartrate)

Preparing Stock Solutions

The following data is based on the product molecular weight 402.49 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: Du Y, Su T, Song X, Gao J, Zou D, Zuo C, Xie W, Wang B, Zhang Z, Xu J, Tian D, Luo H, Zhang Z, Wang S, Chen J, Guo J, Gong L, Ding Y, Li Z. Efficacy and safety of cinitapride in the treatment of mild to moderate postprandial distress syndrome-predominant functional dyspepsia. J Clin Gastroenterol. 2014 Apr;48(4):328-35. doi: 10.1097/MCG.0000000000000033. PubMed PMID: 24440931. 2: Baqai MT, Malik MN, Ziauddin F. Efficacy and safety of cinitapride in functional dyspepsia. J Pak Med Assoc. 2013 Jun;63(6):747-51. PubMed PMID: 23901678. 3: Marquez H, Albertí J, Salvà M, Saurina J, Sentellas S. Characterization of in vitro metabolic profiles of cinitapride obtained with liver microsomes of humans and various mammal species using UHPLC and chemometric methods for data analysis. Anal Bioanal Chem. 2012 May;403(4):909-16. doi: 10.1007/s00216-012-5795-z. Epub 2012 Feb 24. PubMed PMID: 22362276. 4: Castro FJ, Saavedra J, López F, Herrera S, Bragulat E. [Acute cinitapride poisoning]. Gastroenterol Hepatol. 2011 Nov;34(9):662-3. doi: 10.1016/j.gastrohep.2011.04.008. Epub 2011 Jun 24. Spanish. PubMed PMID: 21704434. 5: Marquez H, Albertí J, Salvà M, Saurina J, Sentellas S. Development of a UHPLC method for the assessment of the metabolic profile of cinitapride. J Sep Sci. 2011 Dec;34(24):3502-8. doi: 10.1002/jssc.201100073. Epub 2011 Jun 22. PubMed PMID: 21695682. 6: Chiner E, Sancho-Chust JN, Llombart M, Camarasa A, Senent C, Mediero G, Gómez-Merino E. Sleep-related painful erection in a 50-year-old man successfully treated with cinitapride. J Sex Med. 2010 Nov;7(11):3789-92. doi: 10.1111/j.1743-6109.2010.01939.x. PubMed PMID: 20584109. 7: Mearín F, Plazas MJ, Mas M, Heras J. [Cardiac safety of cinitapride]. Gastroenterol Hepatol. 2010 Oct;33(8):614. doi: 10.1016/j.gastrohep.2010.07.004. Epub 2010 Sep 17. Spanish. PubMed PMID: 20850201. 8: González Gutiérrez ML, Rubio Pérez M, Vázquez Cortés S, Martínez González de Lema B. Cinitapride-induced exanthema. J Investig Allergol Clin Immunol. 2010;20(2):174. PubMed PMID: 20461977. 9: Portincasa P, Mearin F, Robert M, Plazas MJ, Mas M, Heras J. [Efficacy and tolerability of cinitapride in the treatment of functional dyspepsia and delayed gastric emptying]. Gastroenterol Hepatol. 2009 Dec;32(10):669-76. doi: 10.1016/j.gastrohep.2009.06.013. Epub 2009 Oct 9. Spanish. Erratum in: Gastroenterol Hepatol. 2010 Apr;33(4):345. PubMed PMID: 19819042. 10: Surós A, Adell F, De Novoa V, Castellarnau J, Diosdado D, Carrasquer J, Merelló J. [Cinitapride in the treatment of gastroesophageal reflux. Comparative study with metoclopramide and placebo]. Rev Med Univ Navarra. 1992 Jan-Mar;37(1):18-23. Spanish. PubMed PMID: 1626164. 11: Colado MI, Alfaro MJ, del Val VL, Martín MI. Effect of cinitapride in isolated ileum obtained from guinea-pigs treated with morphine. Gen Pharmacol. 1991;22(5):863-6. PubMed PMID: 1662171. 12: Robert M, Salvà M, Segarra R, Pavesi M, Esbri R, Roberts D, Golor G. The prokinetic cinitapride has no clinically relevant pharmacokinetic interaction and effect on QT during coadministration with ketoconazole. Drug Metab Dispos. 2007 Jul;35(7):1149-56. Epub 2007 Apr 16. PubMed PMID: 17437965. 13: Alarcón de la Lastra C, La Casa C, Martin MJ, Motilva V. Effects of cinitapride on gastric ulceration and secretion in rats. Inflamm Res. 1998 Mar;47(3):131-6. PubMed PMID: 9562338. 14: Alarcón-de-la-Lastra Romero C, López A, Martín MJ, la Casa C, Motilva V. Cinitapride protects against ethanol-induced gastric mucosal injury in rats: role of 5-hydroxytryptamine, prostaglandins and sulfhydryl compounds. Pharmacology. 1997 Apr;54(4):193-202. PubMed PMID: 9211565. 15: Mora F, Añón R, Liceras V, Moreno-Osset E, Mínguez M, Benages A. [Metoclopramide versus cinitapride in the treatment of functional dyspepsia]. An Med Interna. 1993 Jul;10(7):323-6. Spanish. PubMed PMID: 8218764. 16: Herrerías JM, García Montes MJ. [Non-ulcerative dyspepsia with primary functional constipation. Evaluation of its treatment with cinitapride combined or not with methylcellulose]. Rev Med Univ Navarra. 1993 Jan-Mar;38(1):30-5. Spanish. PubMed PMID: 8711307. 17: Gallego Santos J, Fombuena Filpo J, Martínez López J. [Efficacy and tolerance of cinitapride on the disturbances of gastrointestinal transit]. Rev Med Univ Navarra. 1991 Jul-Sep;36(3):12-8. Spanish. PubMed PMID: 1820589. 18: Monés J, Espinós JC, Carrió I, Calabuig R, Vilardell F. [Gastric emptying in reflux esophagitis. Effect of metoclopramide and cinitapride]. Med Clin (Barc). 1989 Sep 30;93(9):331-4. Spanish. PubMed PMID: 2691780. 19: Massingham R, Bou J, Roberts DJ. A comparison of the stimulatory effects of metoclopramide and cinitapride in the guinea-pig isolated ileum. J Auton Pharmacol. 1985 Mar;5(1):41-53. PubMed PMID: 3988792.