Loperamide Hydrochloride

  • CAT Number: A000269
  • CAS Number: 34552-83-5
  • Molecular Formula: C29H34Cl2N2O2
  • Molecular Weight: 513.5
  • Purity: ≥95%
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Loperamide Hydrochloride is an opiate agonist with selectivity for the MOR (μ-opiod receptor). This specificity for μ-opioid receptors and limited penetrability into the brain prevent Loperamide from demonstrating central systemic effects generally associated with opiates. Loperamide is shown to have an effect on the Ca2+ flux through high-voltage-activated calcium channels in response to high levels of extracellular K+, and at higher concentrations Loperamide is also a calcium channel protein inhibitor via the N-methyl-D-aspartate (NMDA) receptor-operated ion channel.

Catalog Number A000269
CAS Number 34552-83-5
Molecular Formula

C29H34Cl2N2O2

Purity 95%
Target Opiate Agonist
Storage -20°C
InChI 1S/C29H33ClN2O2.ClH/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23;/h3-16,34H,17-22H2,1-2H3;1H
InChIKey PGYPOBZJRVSMDS-UHFFFAOYSA-N
SMILES CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4.Cl
Reference

1: Regan RC, Gogal RM Jr, Barber JP, Tuckfield RC, Howerth EW, Lawrence JA.
Cytotoxic effects of loperamide hydrochloride on canine cancer cells. J Vet Med
Sci. 2014 Dec;76(12):1563-8. doi: 10.1292/jvms.13-0537. Epub 2014 Sep 15. PubMed
PMID: 25649936; PubMed Central PMCID: PMC4300369.
<br>

2: Elqudaby HM, Mohamed GG, El-Din GM. Analytical studies on the charge transfer
complexes of loperamide hydrochloride and trimebutine drugs. Spectroscopic and
thermal characterization of CT complexes. Spectrochim Acta A Mol Biomol
Spectrosc. 2014 Aug 14;129:84-95. doi: 10.1016/j.saa.2014.02.110. Epub 2014 Mar
17. PubMed PMID: 24727166.

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3: He SQ, Yang F, Perez FM, Xu Q, Shechter R, Cheong YK, Carteret AF, Dong X,
Sweitzer SM, Raja SN, Guan Y. Tolerance develops to the antiallodynic effects of
the peripherally acting opioid loperamide hydrochloride in nerve-injured rats.
Pain. 2013 Nov;154(11):2477-86. doi: 10.1016/j.pain.2013.07.023. Epub 2013 Jul
20. PubMed PMID: 23880055; PubMed Central PMCID: PMC3863910.

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4: Bruni G, Maietta M, Maggi L, Mustarelli P, Ferrara C, Berbenni V, Freccero M,
Scotti F, Milanese C, Girella A, Marini A. An experimental and theoretical
investigation of loperamide hydrochloride-glutaric acid cocrystals. J Phys Chem
B. 2013 Jul 11;117(27):8113-21. doi: 10.1021/jp404273x. Epub 2013 Jun 26. PubMed
PMID: 23763498.
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5: Brüning J, Podgorski D, Alig E, Bats JW, Schmidt MU. Antidiarrhetic loperamide
hydrochloride. Acta Crystallogr C. 2012 Mar;68(Pt 3):o111-3. doi:
10.1107/S010827011200443X. Epub 2012 Feb 18. PubMed PMID: 22382543.
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6: Yu JH, Kim HJ, Lee S, Hwang SJ, Kim W, Moon CJ. LC-MS determination and
bioavailability study of loperamide hydrochloride after oral administration of
loperamide capsule in human volunteers. J Pharm Biomed Anal. 2004 Oct
29;36(2):421-7. PubMed PMID: 15496339.

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7: Trottet L, Merly C, Mirza M, Hadgraft J, Davis AF. Effect of finite doses of
propylene glycol on enhancement of in vitro percutaneous permeation of loperamide
hydrochloride. Int J Pharm. 2004 Apr 15;274(1-2):213-9. PubMed PMID: 15072797.
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8: Ruddy DA, Sherma J. Determination of the active ingredient loperamide
hydrochloride in pharmaceutical caplets by high performance thin layer
chromatography with ultraviolet absorption densitometry of fluorescence quenched
zones. Acta Pol Pharm. 2002 Jan-Feb;59(1):15-8. PubMed PMID: 12026106.
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9: El Sherif ZA, Mohamed AO, Walash MI, Tarras FM. Spectrophotometric
determination of loperamide hydrochloride by acid-dye and charge-transfer
complexation methods in the presence of its degradation products. J Pharm Biomed
Anal. 2000 Feb;22(1):13-23. PubMed PMID: 10727119.
<br>

10: Mboya SA, Bhargava HN. Adsorption and desorption of loperamide hydrochloride
by activated attapulgites. Am J Health Syst Pharm. 1995 Dec 15;52(24):2816-8.
PubMed PMID: 8748568.

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