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Y0000896

Racecadotril

European Pharmacopoeia (EP) Reference Standard

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:
81110-73-8
Molecular Weight:
385.48
MDL number:
MFCD00865520
UNSPSC Code:
41116107
PubChem Substance ID:
329831211
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

racecadotril

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Racecadotril EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Racecadotril is a neutral endopeptidase inhibitor, an antidiarrheal drug which acts as a peripherally acting enkephalinase inhibitor.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H400

Precautionary Statements

P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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J C Schwartz
International journal of antimicrobial agents, 14(1), 75-79 (2000-03-16)
Since enkephalins were discovered in 1975, it has become clear that they play an antisecretory role in the gastrointestinal tract. Hence a rational research programme was directed at the development of a drug that would preserve these neurotransmitter peptides in
H Szajewska et al.
Alimentary pharmacology & therapeutics, 26(6), 807-813 (2007-09-05)
Racecadotril (acetorphan) is an antisecretory drug that exerts its antidiarrhoeal effects by inhibiting intestinal enkephalinase. To summarize studies testing the efficacy and safety of racecadotril for treating children with acute gastroenteritis. Reports were gathered by searching electronic databases MEDLINE, EMBASE
S Huighebaert et al.
Digestive diseases and sciences, 48(2), 239-250 (2003-03-20)
Racecadotril is an enkephalinase inhibitor, presented as a purely antisecretory agent with advantages over the opiate-receptor agonist loperamide in the treatment of diarrhea. A critical review of the literature and the models used was performed. Although pretreatment with high doses
A J Matheson et al.
Drugs, 59(4), 829-835 (2000-05-10)
Racecadotril is an oral enkephalinase inhibitor used in the treatment of acute diarrhoea. It prevents the degradation of endogenous opioids (enkephalins), thereby reducing hypersecretion of water and electrolytes into the intestinal lumen. In a randomised double-blind study in 6 adult
J M Lecomte
International journal of antimicrobial agents, 14(1), 81-87 (2000-03-16)
Since preclinical studies had indicated the potential efficacy and tolerability of racecadotril for the treatment of diarrhoea in man, a series of studies was carried out to assess the clinical effects of racecadotril. These studies were also designed to evaluate
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