Itopride free base | CAS#122892-31-3 | AChE inhibitor | dopamine D2 receptor antagonist

MedKoo Cat#: 540238 | Name: Itopride free base

Description:

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

Itopride is an AChE inhibitor and dopamine D2 receptor antagonist used to treat functional dyspepsia and gastroesophageal reflux disease. It inhibits lower esophageal sphincter relaxation.

Chemical Structure

Itopride free base

CAS#122898-67-3 (free base)

Theoretical Analysis

MedKoo Cat#: 540238

Name: Itopride free base

CAS#: 122898-67-3 (free base)

Chemical Formula: C20H27ClN2O4

Exact Mass: 358.1893

Molecular Weight: 358.44

Elemental Analysis: C, 60.83; H, 6.89; Cl, 8.98; N, 7.09; O, 16.21

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 #

122898-67-3 (free base) 122892-31-3 (HCl)

Synonym

HSR 803; HSR803; HSR-803; Itopride hydrochloride; N-((4-(2-(Dimethylamino)ethoxy)phenyl)methyl)-3,4-dimethoxybenzamide monohydrochloride

IUPAC/Chemical Name

N-(4-(2-(dimethylamino)ethoxy)benzyl)-3,4-dimethoxybenzamide

InChi Key

QQQIECGTIMUVDS-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H26N2O4/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)

SMILES Code

O=C(NCC1=CC=C(OCCN(C)C)C=C1)C2=CC=C(OC)C(OC)=C2

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Itopride is an AChE inhibitor and dopamine D2 receptor antagonist used to treat functional dyspepsia and gastroesophageal reflux disease.

In vitro activity:

In the ileum, itopride accelerated peristaltic velocity at higher dosage (10(-10)-10(-6) M) whereas neostigmine accelerated it only with a lower dosage (10(-10)-10(-9) M). Dopamine (10(-8) M) decelerated the velocity that was recovered by itopride infusion. Itopride and neostigmine significantly shortened colonic transit at a higher dosage (10(-10)-10(-6) M). Reference: Yonsei Med J. 2008 Jun 30;49(3):472-8. https://pubmed.ncbi.nlm.nih.gov/18581598/

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 358.44 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.

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

Formulation protocol:

1. Butt AI, Khan BT, Khan A, Khan QU. Ranitidine Can Potentiate The Prokinetic Effect Of Itopride At Low Doses- An In Vitro Study. J Ayub Med Coll Abbottabad. 2017 Oct-Dec;29(4):554-558. PMID: 29330976. 2. Lim HC, Kim YG, Lim JH, Kim HS, Park H. Effect of itopride hydrochloride on the ileal and colonic motility in guinea pig in vitro. Yonsei Med J. 2008 Jun 30;49(3):472-8. doi: 10.3349/ymj.2008.49.3.472. PMID: 18581598; PMCID: PMC2615341.

In vitro protocol:

In vivo protocol:

TBD

1: Mohamed HM. A study of selective spectrophotometric methods for simultaneous determination of Itopride hydrochloride and Rabeprazole sodium binary mixture: Resolving sever overlapping spectra. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 5;136 Pt C:1308-15. doi: 10.1016/j.saa.2014.10.018. Epub 2014 Oct 28. PubMed PMID: 25456673. 2: Choi MG, Rhee PL, Park H, Lee OY, Lee KJ, Choi SC, Seol SY, Chun HJ, Rew JS, Lee DH, Song GA, Jung HY, Jeong HY, Sung IK, Lee JS, Lee ST, Kim SK, Shin YW. Randomized, Controlled, Multi-center Trial: Comparing the Safety and Efficacy of DA-9701 and Itopride Hydrochloride in Patients With Functional Dyspepsia. J Neurogastroenterol Motil. 2015 Jul 30;21(3):414-22. doi: 10.5056/jnm14117. PubMed PMID: 26130637; PubMed Central PMCID: PMC4496904. 3: Walash MI, Ibrahim F, Eid MI, El Abass SA. Stability-indicating spectrofluorimetric method for determination of itopride hydrochloride in raw material and pharmaceutical formulations. J Fluoresc. 2013 Nov;23(6):1293-300. doi: 10.1007/s10895-013-1263-1. Epub 2013 Jul 14. PubMed PMID: 23852162. 4: Ramadan NK, El-Ragehy NA, Ragab MT, El-Zeany BA. Simultaneous determination of a binary mixture of pantoprazole sodium and itopride hydrochloride by four spectrophotometric methods. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 25;137:463-70. doi: 10.1016/j.saa.2014.09.003. Epub 2014 Sep 10. PubMed PMID: 25238185. 5: Ragab MT, Abd El-Rahman MK, Ramadan NK, El-Ragehy NA, El-Zeany BA. Novel potentiometric application for the determination of pantoprazole sodium and itopride hydrochloride in their pure and combined dosage form. Talanta. 2015 Jun 1;138:28-35. doi: 10.1016/j.talanta.2015.01.045. Epub 2015 Feb 9. PubMed PMID: 25863367. 6: Amarapurkar DN, Rane P. Randomised, double-blind, comparative study to evaluate the efficacy and safety of ganaton (itopride hydrochloride) and mosapride citrate in the management of functional dyspepsia. J Indian Med Assoc. 2004 Dec;102(12):735-7, 760. PubMed PMID: 15871365. 7: Nonaka T, Kessoku T, Ogawa Y, Yanagisawa S, Shiba T, Sahaguchi T, Atsukawa K, Takahashi H, Sekino Y, Iida H, Hosono K, Endo H, Sakamoto Y, Koide T, Takahashi H, Tokoro C, Abe Y, Maeda S, Nakajima A, Inamori M. Does postprandial itopride intake affect the rate of gastric emptying? A crossover study using the continuous real time 13C breath test (BreathID system). Hepatogastroenterology. 2011 Jan-Feb;58(105):224-8. PubMed PMID: 21510319. 8: Matsunaga Y, Tanaka T, Yoshinaga K, Ueki S, Hori Y, Eta R, Kawabata Y, Yoshii K, Yoshida K, Matsumura T, Furuta S, Takei M, Tack J, Itoh Z. Acotiamide hydrochloride (Z-338), a new selective acetylcholinesterase inhibitor, enhances gastric motility without prolonging QT interval in dogs: comparison with cisapride, itopride, and mosapride. J Pharmacol Exp Ther. 2011 Mar;336(3):791-800. doi: 10.1124/jpet.110.174847. Epub 2010 Dec 1. PubMed PMID: 21123674. 9: Bansal S, Beg S, Asthana A, Garg B, Asthana GS, Kapil R, Singh B. QbD-enabled systematic development of gastroretentive multiple-unit microballoons of itopride hydrochloride. Drug Deliv. 2016;23(2):437-51. doi: 10.3109/10717544.2014.916771. Epub 2014 May 28. PubMed PMID: 24865292. 10: Suganthi A, John S, Ravi TK. Simultaneous HPTLC Determination of Rabeprazole and Itopride Hydrochloride From Their Combined Dosage Form. Indian J Pharm Sci. 2008 May-Jun;70(3):366-8. doi: 10.4103/0250-474X.43004. PubMed PMID: 20046748; PubMed Central PMCID: PMC2792527. 11: Chiba T, Tokunaga Y, Ikeda K, Takagi R, Chishima R, Terui T, Kudara N, Endo M, Inomata M, Orii S, Suzuki K. Effects of itopride hydrochloride and ranitidine in patients with functional dyspepsia: comparison between prokinetic and acid suppression therapies. Hepatogastroenterology. 2007 Sep;54(78):1878-81. PubMed PMID: 18019739. 12: Tsubouchi T, Saito T, Mizutani F, Yamauchi T, Iwanaga Y. Stimulatory action of itopride hydrochloride on colonic motor activity in vitro and in vivo. J Pharmacol Exp Ther. 2003 Aug;306(2):787-93. Epub 2003 Apr 30. PubMed PMID: 12724347. 13: Satapathy T, Panda PK, Goyal AK, Rath G. Evaluation of anti-GERD activity of gastro retentive drug delivery system of itopride hydrochloride. Artif Cells Blood Substit Immobil Biotechnol. 2010 Aug;38(4):200-7. doi: 10.3109/10731191003776751. PubMed PMID: 20515421. 14: Abdel-Haleem FM, Madbouly A, El Nashar RM, Abdel-Ghani NT. Molecularly imprinted polymer-based bulk optode for the determination of itopride hydrochloride in physiological fluids. Biosens Bioelectron. 2016 Nov 15;85:740-2. doi: 10.1016/j.bios.2016.05.081. Epub 2016 May 26. PubMed PMID: 27266658. 15: Katagiri F, Shiga T, Inoue S, Sato Y, Itoh H, Takeyama M. Effects of itopride hydrochloride on plasma gut-regulatory peptide and stress-related hormone levels in healthy human subjects. Pharmacology. 2006;77(3):115-21. Epub 2006 May 22. PubMed PMID: 16717477. 16: Lim HC, Kim YG, Lim JH, Kim HS, Park H. Effect of itopride hydrochloride on the ileal and colonic motility in guinea pig in vitro. Yonsei Med J. 2008 Jun 30;49(3):472-8. doi: 10.3349/ymj.2008.49.3.472. PubMed PMID: 18581598; PubMed Central PMCID: PMC2615341. 17: Morisawa T, Hasegawa J, Hama R, Kitano M, Kishimoto Y, Kawasaki H. Effects of itopride hydrochloride on the delayed rectifier K+ and L-type CA2+ currents in guinea-pig ventricular myocytes. Res Commun Mol Pathol Pharmacol. 1999;106(1-2):37-45. PubMed PMID: 11127807. 18: Ahmed SM, Ahmed Ali A, Ali AM, Hassan OA. Design and in vitro/in vivo evaluation of sustained-release floating tablets of itopride hydrochloride. Drug Des Devel Ther. 2016 Dec 14;10:4061-4071. doi: 10.2147/DDDT.S115909. eCollection 2016. PubMed PMID: 28008229; PubMed Central PMCID: PMC5167465. 19: Sun Y, Zhang Z, Xi Z, Shi Z, Tian W. Determination of itopride hydrochloride by high-performance liquid chromatography with Ru(bpy)3(2+) electrogenerated chemiluminescence detection. Anal Chim Acta. 2009 Aug 26;648(2):174-7. doi: 10.1016/j.aca.2009.07.003. Epub 2009 Jul 8. PubMed PMID: 19646581. 20: Ma J, Yuan LH, Ding MJ, Zhang J, Zhang Q, Xu QW, Zhou XM. Determination of itopride hydrochloride in human plasma by RP-HPLC with fluorescence detection and its use in bioequivalence study. Pharmacol Res. 2009 Mar;59(3):189-93. doi: 10.1016/j.phrs.2008.11.007. Epub 2008 Dec 3. PubMed PMID: 19101632.