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Racecadotril

CAS# 81110-73-8

Racecadotril

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Chemical structure

Racecadotril

3D structure

Chemical Properties of Racecadotril

Cas No. 81110-73-8 SDF Download SDF
PubChem ID 107751 Appearance Powder
Formula C21H23NO4S M.Wt 385.48
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Acetorphan
Solubility DMSO : ≥ 100 mg/mL (259.42 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
Chemical Name benzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetate
SMILES CC(=O)SCC(CC1=CC=CC=C1)C(=O)NCC(=O)OCC2=CC=CC=C2
Standard InChIKey ODUOJXZPIYUATO-UHFFFAOYSA-N
Standard InChI InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Racecadotril

DescriptionRacecadotril (acetorphan), a potent enkephalinase inhibitor (IC50= 4.5 uM), protects endogenous enkephalins from degradation. IC50 value: 4.5 uM Target: Enkephalinase Racecadotril is a peripherally acting enkephalinase inhibitor with an IC50 of 4.5 uM. Unlike other medications used to treat diarrhea, which reduce intestinal motility, Racecadotril has an antisecretory effect-it reduces the secretion of water and electrolytes into the intestine. A small randomized controlled trial found Racecadotril to significantly reduce the duration and volume of watery diarrhea in children when given as an adjunct to oral rehydration therapy.

References:
[1]. Marion Eberlin, Tobias Mück, Martin C. Michel, et al. A Comprehensive Review of the Pharmacodynamics, Pharmacokinetics, and Clinical Effects of the Neutral Endopeptidase Inhibitor Racecadotril. Front Pharmacol. 2012; 3: 93. [2]. Wu HT, Chang CK, Cheng KC, et al. Increase of plasma insulin by racecadotril, an inhibitor of enkephalinase, in Wistar rats. Horm Metab Res. 2010 Apr;42(4):261-7. [3]. Szajewska H, Ruszczyński M, Chmielewska A, Wieczorek J. Systematic review: racecadotril in the treatment of acute diarrhoea in children. Aliment Pharmacol Ther. 2007 Sep 15;26(6):807-13. [4]. Schwartz JC. Racecadotril: a new approach to the treatment of diarrhoea. Int J Antimicrob Agents. 2000 Feb;14(1):75-9. [5]. Racecadotril

Racecadotril Dilution Calculator

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Racecadotril Molarity Calculator

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Preparing Stock Solutions of Racecadotril

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5942 mL 12.9708 mL 25.9417 mL 51.8834 mL 64.8542 mL
5 mM 0.5188 mL 2.5942 mL 5.1883 mL 10.3767 mL 12.9708 mL
10 mM 0.2594 mL 1.2971 mL 2.5942 mL 5.1883 mL 6.4854 mL
50 mM 0.0519 mL 0.2594 mL 0.5188 mL 1.0377 mL 1.2971 mL
100 mM 0.0259 mL 0.1297 mL 0.2594 mL 0.5188 mL 0.6485 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Racecadotril

Racecadotril (acetorphan), a potent enkephalinase inhibitor (IC50= 4.5 uM), protects endogenous enkephalins from degradation.

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References on Racecadotril

Racecadotril for the treatment of severe acute watery diarrhoea in children admitted to a tertiary hospital in Kenya.[Pubmed:28123772]

BMJ Open Gastroenterol. 2017 Jan 3;4(1):e000124.

BACKGROUND: Diarrhoea is the second most common cause of death in children under 5 years of age in Kenya. It is usually treated with oral rehydration, zinc and continued feeding. Racecadotril has been in use for over 2 decades; however, there is a paucity of data regarding its efficacy from Africa. OBJECTIVES: The objectives of this study were: to compare the number of stools in the first 48 hours in children with severe gastroenteritis requiring admission and treated with either Racecadotril or placebo, to study the impact of Racecadotril on duration of inpatient stay as well as duration of diarrhoea and to describe the side effect profile of Racecadotril. METHODS: This was a randomised, double-blinded, placebo-controlled trial. It enrolled children between the age of 3 and 60 months who were admitted with severe acute gastroenteritis. They received either Racecadotril or placebo in addition to oral rehydration solution (ORS) and zinc and were followed up daily. RESULTS: 120 children were enrolled into the study. There were no differences in the demographics or outcomes between the 2 groups. Stools at 48 hours: median (IQR) of 5 (3-7) and 5 (2.5-7.5), respectively; p=0.63. The duration of inpatient stay: median (IQR): 4 days (1.5-6.5) and 4.5 (1.8-6.3); p=0.71. The duration of illness: 3 days (2-4) and 2 days (1-3); p=0.77. The relative risk of a severe adverse event was 3-fold higher in the drug group but was not statistically significant (95% CI 0.63 to 14.7); p=0.16. CONCLUSIONS: Racecadotril has no impact on the number of stools at 48 hours, the duration of hospital stay or the duration of diarrhoea in children admitted with severe gastroenteritis and managed with ORS and zinc. TRIAL REGISTRATION NUMBER: PACTR201403000694398; Pre-results.

A Comprehensive Comparison of the Efficacy and Tolerability of Racecadotril with Other Treatments of Acute Diarrhea in Adults.[Pubmed:27790616]

Front Med (Lausanne). 2016 Oct 14;3:44.

Racecadotril is a guideline-recommended treatment to alleviate symptoms of acute diarrhea. A systematic review of randomized studies was performed comparing efficacy and safety of treatment with Racecadotril to that with placebo or active treatments in adults. In five double-blind studies, Racecadotril and placebo had comparable tolerability, but Racecadotril was more effective. This was consistent across multiple efficacy parameters including duration of diarrhea, number of diarrheic stools, abdominal pain, and meteorism; it was also consistent across countries in Africa, Asia, and Europe. In six randomized studies in outpatients comparing Racecadotril to loperamide, resolution of symptoms occurred with similar speed and efficacy; however, Racecadotril treatment was associated with less rebound constipation and less abdominal discomfort. The seventh comparative study performed in geriatric nursing home residents reported a superior efficacy of Racecadotril. In direct comparison with Saccharomyces boulardii treatment, Racecadotril exhibited similar tolerability but was more efficacious. One study compared Racecadotril to octreotide in patients with acute diarrhea requiring hospitalization, rehydration, and antibiotic treatment; in this cohort, octreotide was more efficacious than Racecadotril. In conclusion, in adults with acute diarrhea, Racecadotril is more efficacious than placebo or S. boulardii, similarly efficacious as loperamide and, in patients with moderate to severe disease as add-on to antibiotics, less than octreotide. The tolerability of Racecadotril is similar to that of placebo or S. boulardii and better than that of loperamide, particularly with regard to risk of rebound constipation. Taken together, these data demonstrate that Racecadotril is a suitable treatment to alleviate symptoms of acute diarrhea in adults.

Description

Racecadotril (acetorphan), a potent enkephalinase inhibitor (IC50= 4.5 uM), protects endogenous enkephalins from degradation.

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