Racecadotril

• CAT Number: A000391
• CAS Number: 81110-73-8
• Molecular Formula: C21H23NO4S
• Molecular Weight: 385.5
• Purity: ≥95%
• Synonyms: 81110-73-8; Acetorphan; Benzyl 2-(3-(acetylthio)-2-benzylpropanamido)acetate; Tiorfan; CADOTRIL
• Target: Neprilysin
• Solubility: Soluble in DMSO > 10 mM
• Storage: -20°C
• 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)
• InChIKey: ODUOJXZPIYUATO-UHFFFAOYSA-N
• SMILES: CC(=O)SCC(CC1=CC=CC=C1)C(=O)NCC(=O)OCC2=CC=CC=C2

Racecadotril(CAT: A000391) holds significance in the field of pharmacology, specifically as an antidiarrheal medication. It operates as a peripherally acting enkephalinase inhibitor. Unlike traditional opioid-based antidiarrheal drugs that reduce intestinal motility, racecadotril employs an innovative approach with an antisecretory effect. It diminishes the secretion of water and electrolytes into the intestine, offering relief from diarrhea without directly affecting gut motility. This mechanism underscores its relevance in the treatment of gastrointestinal disorders and highlights its distinctive pharmacologic action compared to traditional opioids.

Reference

1: Szabó ZI, Foroughbakhshfasaei M, Noszál B, Tóth G. Enantioseparation of
racecadotril using polysaccharide-type chiral stationary phases in polar organic
mode. Chirality. 2017 Oct 11. doi: 10.1002/chir.22772. [Epub ahead of print]
PubMed PMID: 29024201.

2: Rautenberg TA, Zerwes U. The cost utility and budget impact of adjuvant
racecadotril for acute diarrhea in children in Thailand. Clinicoecon Outcomes
Res. 2017 Jul 17;9:411-422. doi: 10.2147/CEOR.S140902. eCollection 2017. PubMed
PMID: 28761363; PubMed Central PMCID: PMC5522664.

3: Deng J, Staufenbiel S, Hao S, Wang B, Dashevskiy A, Bodmeier R. Development of
a discriminative biphasic in vitro dissolution test and correlation with in vivo
pharmacokinetic studies for differently formulated racecadotril granules. J
Control Release. 2017 Jun 10;255:202-209. doi: 10.1016/j.jconrel.2017.04.034.
Epub 2017 Apr 25. PubMed PMID: 28450206.

4: Bui T, Li G, Kim I, Wen K, Twitchell EL, Hualei S, Ramesh AK, Weiss MD, Yang
X, Glark-Deener SG, Choy RK, Yuan L. Effects of Racecadotril on Weight Loss and
Diarrhea Due to Human Rotavirus in Neonatal Gnotobiotic Pigs (Sus scrofa
domesticus). Comp Med. 2017 Mar 1;67(2):157-164. PubMed PMID: 28381316; PubMed
Central PMCID: PMC5402735.

5: Gharial J, Laving A, Were F. Racecadotril for the treatment of severe acute
watery diarrhoea in children admitted to a tertiary hospital in Kenya. BMJ Open
Gastroenterol. 2017 Jan 3;4(1):e000124. doi: 10.1136/bmjgast-2016-000124.
eCollection 2017. PubMed PMID: 28123772; PubMed Central PMCID: PMC5253457.

6: Fischbach W, Andresen V, Eberlin M, Mueck T, Layer P. A Comprehensive
Comparison of the Efficacy and Tolerability of Racecadotril with Other Treatments
of Acute Diarrhea in Adults. Front Med (Lausanne). 2016 Oct 14;3:44. eCollection
2016. Review. PubMed PMID: 27790616; PubMed Central PMCID: PMC5064048.

7: Tran LC, Lazonby G, Ellis D, Goldthorpe J, Iglesias N, Steele J, Zamvar V,
Puntis JW, Vora R. Racecadotril May Reduce Diarrhoea in Microvillous Inclusion
Disease. J Pediatr Gastroenterol Nutr. 2017 Jan;64(1):e25-e26. doi:
10.1097/MPG.0000000000001421. PubMed PMID: 27682357.

8: Kang G, Thuppal SV, Srinivasan R, Sarkar R, Subashini B, Venugopal S, Sindhu
K, Anbu D, Parez N, Svensson L, Bose A. Racecadotril in the Management of
Rotavirus and Non-rotavirus Diarrhea in Under-five Children: Two Randomized,
Double-blind, Placebo-controlled Trials. Indian Pediatr. 2016 Jul
8;53(7):595-600. PubMed PMID: 27508536.

9: Sáez J, Cifuentes L. Is racecadotril effective for acute diarrhea in children?
-First update. Version 2. Medwave. 2016 May 6 [revised 2016 Jan 1];16 Suppl
2:e6438. doi: 10.5867/medwave.2016.6438. Review. English, Spanish. PubMed PMID:
26731112.

10: Racecadotril + ACE inhibitors: angioedema. Prescrire Int. 2016
Mar;25(169):71. PubMed PMID: 27213193.