Racecadotril

Racecadotril Struktur
81110-73-8
CAS-Nr.
81110-73-8
Englisch Name:
Racecadotril
Synonyma:
ACETORPHAN;Zedott;Redotil;tiorfan;Cadotril;Racecado;RACECADOTRIL;RACECADORTRIL;Racemic Cardo;Racecadotril>
CBNumber:
CB3378722
Summenformel:
C21H23NO4S
Molgewicht:
385.48
MOL-Datei:
81110-73-8.mol

Racecadotril Eigenschaften

Schmelzpunkt:
89°C
Siedepunkt:
574.5±50.0 °C(Predicted)
Dichte
1.206
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
DMSO: ≥44mg/mL
pka
13.63±0.46(Predicted)
Aggregatzustand
powder
Farbe
white to tan
Merck 
14,8090
InChI
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)
InChIKey
ODUOJXZPIYUATO-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)CNC(=O)C(CSC(C)=O)CC1=CC=CC=C1
CAS Datenbank
81110-73-8(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,N
R-Sätze: 22-50/53
S-Sätze: 60-61
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
RTECS-Nr. MB7606872
HS Code  29309090
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H400 Sehr giftig für Wasserorganismen. Kurzfristig (akut) gewässergefährdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit

Racecadotril Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Racecadotril, also known as acetorphan, is a kind of antidiarrheal drug acting as a peripherally acting enkephalinase inhibitor. It belongs to the group of gastrointestinal drugs and is also a lipophilic derivative of Thiorphan. Racecadotril is a dipeptide in which there is a single amide bond. It has an antisecretory effect, reducing the secretion of water and electrolytes into the intestine. Racecadotril is a pro-drug that is metabolized in vivo into the active compound, thiorphan. Thiorphan exerts its inhibitory effect on enkephalinase, reducing the amount of secreted water produced by the intestines. In this case, the body loses less fluid, and the symptoms of diarrhea can be alleviated.

Chemische Eigenschaften

White Solid

Verwenden

Racecadotril is an enkephalinase inhibitor that prevents the degradation of endogenous opioids. It demonstrates antidiarrheal activity by reducing hypersecretion of water and electrolytes into the intestinal lumen. It is an effective and safe treatment for acute diarrhea in adults and children.

Definition

ChEBI: Racecadotril is a N-acyl-amino acid. It is a pro-drug that is metabolized in vivo into the active compound, thiorphan. It has been investigated for the basic science and treatment of Diarrhea, Acute Diarrhea, and Acute Gastroenteritis.

Clinical Use

Racecadotril(Acetorphan, 81110-73-8) is an anti-secretory drug that has been used for acute diarrhoea in children as an adjunct to oral rehydration therapy. It displays antidiarrheal activity via a purely antisecretory mechanism without inhibiting intestinal transit.

Nebenwirkungen

Racecadotril may cause headache, drowsiness, fever, nausea and vomiting. Besides, in special cases, there may be rare side effects such as rash, erythema, acne skin, urticaria, erythema multiforme, tongue edema, face edema, eyelid edema, angioedema.

Synthese

Benzaldehyde and diethyl malonate were combined, reduced, and hydrolyzed to form benzyl malonic acid. This acid was then reacted with paraformaldehyde and diethylamine to produce benzyl acrylic acid. Thioacetic acid was then added to this compound, and it was condensed with benzyl glycinate p-toluenesulphonate to obtain racecadotril. Overall, the process had a yield of 66%.

Mode of action

Acetorphan acts as rapidly as loperamide, a classical muopiate receptor agonist that exhibits its antidiarrheal effect via an antitransit mechanism, without producing constipation or other side effects. The novel mechanism of action may render acetorphan potentially useful in the management of infectious diarrhea.

Einzelnachweise

[1] https://en.wikipedia.org/wiki/Racecadotril
[2] https://patient.info/medicine/racecadotril-for-acute-diarrhoea-hidrasec
[3] LIANGYI. Racecadotril for acute diarrhoea in children.[J]. Cochrane Database of Systematic Reviews, 2019. DOI:10.1002/14651858.CD009359.pub2.
[4] WUH T. Increase of plasma insulin by racecadotril, an inhibitor of enkephalinase, in Wistar rats.[J]. Hormone and Metabolic Research, 2010. DOI:10.1055/s-0029-1246190.
[5] ASADIMEHDI. Design, synthesis, and evaluation of novel racecadotril-tetrazole-amino acid derivatives as new potent analgesic agents.[J]. Research in Pharmaceutical Sciences, 2021. DOI:10.4103/1735-5362.319573.

Racecadotril Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Racecadotril Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 469)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Jinan Jianfeng Chemical Co., Ltd
0531-88110457; +8615562555968
info@pharmachemm.com China 241 58
SHANDONG BOYUAN PHARMACEUTICAL CO., LTD.
+86-0531-69954981 +8615666777973
dwyane.wang@boyuanpharm.com China 211 58
Beijing Mediking Biopharm Co., Ltd
+undefined15901403431
sales01@mediking.cn China 150 58
shandong perfect biotechnology co.ltd
+86-53169958659; +8618596095638
sales@sdperfect.com China 294 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9348 55
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Jinan Shengqi pharmaceutical Co,Ltd
86+18663751872
christine@shengqipharm.com CHINA 491 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28180 58

81110-73-8()Verwandte Suche:


  • RACECADOTRIL
  • n-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-glycine phenylmethyl ester
  • Redotil
  • Benzyl 2-(3-(acetylthio)-2-benzylpropanaMido)acetate
  • (RS)-Benzyl N-[3-(acetylthio)-2-benzylpropanoyl]glycinate
  • Cadotril
  • Zedott
  • Racecadotril(eur.ph)
  • RACECADORTRIL
  • RACECADOTRIL: ACETORPHAN
  • Glycine, N-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-, phenylmethyl ester
  • tiorfan
  • (+-)-n-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)glycinephenylmethyleste
  • n-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-,phenylmethylester,(+-)-glycin
  • n-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-glycinphenylmethylester
  • Racecadotril, 98%, a potent enkephalinase inhibitor
  • 2-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]acetic acid (phenylmethyl) ester
  • Racecadotril CRS
  • Racecadotril for peak identification CRS
  • Racecadotril>
  • Benzyl N-[3-(Acetylthio)-2-benzylpropionyl]glycinate
  • N-[3-(Acetylthio)-2-benzylpropionyl]glycine Benzyl Ester
  • Racecadotril USP/EP/BP
  • RacecadotrilQ: What is Racecadotril Q: What is the CAS Number of Racecadotril Q: What is the storage condition of Racecadotril Q: What are the applications of Racecadotril
  • Racecadotril (Y0000896)
  • ACETORPHAN
  • Racecado
  • 2-[[(1H-benzimidazol-2-yl)sulfonyl]methyl]-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide
  • Racemic Cardo
  • RACECADOTRIL 1% GRANULES
  • 81110-73-8
  • 8110-73-8
  • C21H23NO4S
  • API
  • TIORFAN
  • Pharmaceutical raw material
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Antidiarrheal
  • Pharmaceutical Intermediates
  • Aromatics
  • Intermediates & Fine Chemicals
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