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Key Documents

SML0043

Sigma-Aldrich

Racecadotril

≥98% (HPLC)

Synonyme(s) :

(RS)-Benzyl N-[3-(acetylthio)-2-benzylpropanoyl]glycinate, (±)-Acetorphan, Acetorphan, Cadotril, Redotil, Tiorfan, Zedott

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About This Item

Formule empirique (notation de Hill):
C21H23NO4S
Numéro CAS:
Poids moléculaire :
385.48
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to tan

Solubilité

DMSO: ≥44 mg/mL

Température de stockage

room temp

Chaîne SMILES 

CC(=O)SCC(Cc1ccccc1)C(=O)NCC(=O)OCc2ccccc2

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)

Clé InChI

ODUOJXZPIYUATO-UHFFFAOYSA-N

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Application

Racecadotril may be used to study enkephalinase-mediated cellular changes.

Actions biochimiques/physiologiques

Inhibition of enkephalinase by Racecadotril prevents the breakdown of enkephalins in the gastrointestinal tract. This reduces secretion of water and electrolytes into the gut without affecting the mobility.
Racecadotril is a neutral endopeptidase inhibitor, an antidiarrheal drug which acts as a peripherally acting enkephalinase inhibitor.

Caractéristiques et avantages

This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Exclamation markEnvironment

Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Hypersensitivity to racecadotril: a case report.
Eleonora Nucera et al.
European journal of pediatrics, 165(6), 418-419 (2006-05-02)
Alfredo Guarino et al.
Journal of pediatric gastroenterology and nutrition, 48 Suppl 2, S58-S62 (2009-03-28)
The colon is actively implicated in intestinal infections not only as a target of enteric pathogens and their products but also as a target organ for treatment. In the presence of diarrhea, both of osmotic and secretory nature, the colon
K Mallikarjun Reddy et al.
Die Pharmazie, 61(12), 994-998 (2007-02-08)
Three unknown impurities in racecadotril bulk drug at levels below 0.5% were detected by simple reverse phase isocratic high performance liquid chromatography (HPLC). Structures for these impurities were proposed by molecular ion information and their fragmentation pattern obtained by LC-MS
Seema Alam et al.
Indian journal of pediatrics, 73(8), 693-696 (2006-08-29)
Each year 1.8 million children die due to diarrheal diseases. Indiscriminate use of antibiotics has resulted in increasing resistance to commonly used antibiotics. Moreover the recent outbreaks of shigella and cholera have revealed multi-drug resistance strains. There is a need
Reshma S Baliga et al.
American journal of respiratory and critical care medicine, 178(8), 861-869 (2008-08-12)
Phosphodiesterase 5 (PDE5) inhibitors (e.g., sildenafil) are selective pulmonary vasodilators in patients with pulmonary arterial hypertension. The mechanism(s) underlying this specificity remains unclear, but studies in genetically modified animals suggest it might be dependent on natriuretic peptide bioactivity. We explored

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