Racecadotril

Names

[ Name ]:
Racecadotril

[Synonym ]:
Acetorphan
Tiorfan
Hidrasec
Tiorfix
Redotil
MFCD00865520
Benzyl N-[3-(acetylsulfanyl)-2-benzylpropanoyl]glycinate
Racecadotril
RACECADOTRIL: ACETORPHAN
RACECADORTRIL
Glycine, N-[3-(acetylthio)-1-oxo-2-(phenylmethyl)propyl]-, phenylmethyl ester

Biological Activity

[Description]:

Racecadotril (acetorphan), a potent enkephalinase inhibitor (IC50= 4.5 uM), protects endogenous enkephalins from degradation. IC50 value: 4.5 uMTarget: EnkephalinaseRacecadotril is a peripherally acting enkephalinase inhibitor with an IC50 of 4.5 uM. Unlike other 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. A small randomized controlled trial found Racecadotril to significantly reduce the duration and volume of watery diarrhea in children when given as an adjunct to oral rehydration therapy.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Neprilysin

Research Areas >> Neurological Disease

[References]

[1]. Marion Eberlin, Tobias Mück, Martin C. Michel, et al. A Comprehensive Review of the Pharmacodynamics, Pharmacokinetics, and Clinical Effects of the Neutral Endopeptidase Inhibitor Racecadotril. Front Pharmacol. 2012; 3: 93.

[2]. Wu HT, Chang CK, Cheng KC, et al. Increase of plasma insulin by racecadotril, an inhibitor of enkephalinase, in Wistar rats. Horm Metab Res. 2010 Apr;42(4):261-7.

[3]. Szajewska H, Ruszczyński M, Chmielewska A, Wieczorek J. Systematic review: racecadotril in the treatment of acute diarrhoea in children. Aliment Pharmacol Ther. 2007 Sep 15;26(6):807-13.

[4]. Schwartz JC. Racecadotril: a new approach to the treatment of diarrhoea. Int J Antimicrob Agents. 2000 Feb;14(1):75-9.

[5]. Racecadotril

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
574.5±50.0 °C at 760 mmHg

[ Melting Point ]:
89ºC

[ Molecular Formula ]:
C₂₁H₂₃NO₄S

[ Molecular Weight ]:
385.477

[ Flash Point ]:
301.2±30.1 °C

[ Exact Mass ]:
385.134766

[ PSA ]:
97.77000

[ LogP ]:
3.44

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.579

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H400

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
Xn,N

[ Risk Phrases ]:
22-50/53

[ Safety Phrases ]:
60-61

[ RIDADR ]:
UN 3077 9 / PGIII

[ RTECS ]:
MB7606872

[ HS Code ]:
2930909090

Customs

[ HS Code ]: 2930909090

[ Summary ]:
2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

A comparative study of racecadotril and single dose octreotide as an anti-secretory agent in acute infective diarrhoea.

J. Assoc. Physicians India 60 , 12-5, (2012)

To assess the efficacy of single dose of octreotide and compare it with another antisecretory agent racecadotril in the management of acute infective diarrhea.A randomized control study was done in th...

Racecadotril versus loperamide: antidiarrheal research revisited.

Dig. Dis. Sci. 48(2) , 239-50, (2003)

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...

Quantitative analysis of racecadotril metabolite in human plasma using a liquid chromatography/tandem mass spectrometry.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 852(1-2) , 101-7, (2007)

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 ...