Racecadotril
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Systematic (IUPAC) name | |
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(RS)-Benzyl N-[3-(acetylthio)-2-benzylpropanoyl]glycinate
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Clinical data | |
Trade names | Hidrasec, Tiorfan |
AHFS/Drugs.com | International Drug Names |
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Routes of administration |
Oral |
Pharmacokinetic data | |
Protein binding | 90% (active thiorphan metabolite)[1] |
Metabolism | Liver-mediated[1] |
Biological half-life | 3 hours[1] |
Excretion | Urine (81.4%), feces (8%)[1] |
Identifiers | |
CAS Number | 81110-73-8 ![]() |
ATC code | A07XA04 (WHO) |
PubChem | CID: 107751 |
ChemSpider | 96913 ![]() |
UNII | 76K53XP4TO ![]() |
ChEMBL | CHEMBL2103772 ![]() |
Synonyms | Benzyl 2-[3-(acetylthio)-2-benzylpropanamido]acetate |
Chemical data | |
Formula | C21H23NO4S |
Molecular mass | 385.47662 g/mol |
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Racecadotril, also known as acetorphan, is an antidiarrheal drug which acts as a peripherally acting enkephalinase inhibitor.[2] Unlike other opioid 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.[3] It is available in France (where it was first introduced in ~1990) and other European countries (including Germany, Italy, the UK and Spain) as well as most of South America and some South East Asian countries (including China, India and Thailand), but not in the United States. It is sold under the tradenames Hidrasec or, in France, Tiorfan.[4] In Italy it is sold under the tradename Tiorfix.[4]
Thiorphan is the active metabolite of racecadotril, which exerts the bulk of its inhibitory actions on enkephalinase.[5]
See also
- Ecadotril, the (S)-enantiomer of racecadotril
- D/DL-Phenylalanine
- RB-101
References
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- Pages with reference errors
- Chemical articles having calculated molecular weight overwritten
- Articles with changed InChI identifier
- Chemical articles with unknown parameter in Infobox drug
- Infobox drug articles without a structure image
- Chemical pages without DrugBank identifier
- Articles without KEGG source
- Enkephalinase inhibitors
- Antidiarrhoeals
- Propionamides
- Carboxylate esters