SML0043
Racecadotril
≥98% (HPLC)
Synonym(s):
(RS)-Benzyl N-[3-(acetylthio)-2-benzylpropanoyl]glycinate, (±)-Acetorphan, Acetorphan, Cadotril, Redotil, Tiorfan, Zedott
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About This Item
Empirical Formula (Hill Notation):
C21H23NO4S
CAS Number:
Molecular Weight:
385.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to tan
solubility
DMSO: ≥44 mg/mL
storage temp.
room temp
SMILES string
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)
InChI key
ODUOJXZPIYUATO-UHFFFAOYSA-N
Application
Racecadotril may be used to study enkephalinase-mediated cellular changes.
Biochem/physiol Actions
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.
Neutral endopeptidase inhibitor; antidiarrheal
Racecadotril is a neutral endopeptidase inhibitor, an antidiarrheal drug which acts as a peripherally acting enkephalinase inhibitor.
Features and Benefits
This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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