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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:
81110-73-8
Poids moléculaire :
385.48
Numéro MDL:
MFCD00865520
Code UNSPSC :
12352200
ID de substance PubChem :
329825113
Nomenclature NACRES :
NA.77

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
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H400

Conseils de prudence

P273 - P301 + P312 + P330

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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Fan Xu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 861(1), 130-135 (2007-12-18)
A HPLC method with UV detection was developed and validated for the determination of thiorphan in human plasma. Nevirapine was used as the internal standard. Separation was performed by a Waters sunfire C18 reversed-phase column maintained at 35 degrees C.
Yu Xu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 852(1-2), 101-107 (2007-01-24)
Orally administered racecadotril is rapidly hydrolyzed to the more potent enkephalinase inhibitor thiorphan in vivo. A sensitive and specific liquid chromatography/tandem mass spectrometry method was developed and validated to quantify thiorphan in human plasma using lisinopril as the internal standard.
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
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
Mar Santos et al.
The Journal of pediatrics, 155(1), 62-67 (2009-04-28)
To compare the efficacy of therapy with racecadotril plus oral rehydration versus oral rehydration alone in children with gastroenteritis in an outpatient setting care. Prospective, randomized, open and parallel study performed in a Pediatric Emergency Service of a tertiary care
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