Mosapride
Grundinformationen
- CAS
112885-41-3- Standard-SMILES
CCOc1cc(N)c(Cl)cc1C(=O)NCC1CN(Cc2ccc(F)cc2)CCO1- InChIKey
YPELFRMCRYSPKZ-UHFFFAOYSA-N- Summenformel
- C21H25ClFN3O3
- Durchschnittliche Molmasse
- 421,9 g/mol
- Monoisotopische Masse
- 421,15684756
Überblick
Mosapride is a racemate comprising equimolar amounts of (R)- and (S)-mosapride. It is a gastroprokinetic agent which acts on 5-hydroxytryptamine type 4 (5-HT4) receptors in the gastrointestinal plexus, consequently increasing the release of acetylcholine and hence enhancing gastrointestinal motility and gastric emptying. It has a role as a serotonergic agonist and a gastrointestinal drug. It contains a (R)-mosapride and a (S)-mosapride.
Namen und Bezeichner
- Bevorzugter Name
- Mosapride
- IUPAC
- 4-amino-5-chloro-2-ethoxy-N-[[4-[(4-fluorophenyl)methyl]morpholin-2-yl]methyl]benzamide
- Englischer Name
- Mosapride
- Summenformel
- C21H25ClFN3O3
- Molmasse
- 421.89
Namen und Synonyme
Mosapride112885-41-34-amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamideMosart4-amino-5-chloro-2-ethoxy-N-[[4-[(4-fluorophenyl)methyl]morpholin-2-yl]methyl]benzamidemosapridaI8MFJ1C0BY4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamideDTXSID2048408CHEBI:94373CHEBI:167204mosapridum
Weitere Namen anzeigen
MozaMosapidTAK-370Mosid-MTMoxabiliMosapride referenceMosapride USP/EP/BPMosapride, 10 mM in DMSO((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide/mosapride
4-amino-5-chloro-2-ethoxy-N-((4-((4-fluorophenyl)methyl)morpholin-2-yl)methyl)benzamide4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamideRefChem:159818DTXCID4028381A03FA09Benzamide, 4-amino-5-chloro-2-ethoxy-N-((4-((4-fluorophenyl)methyl)-2-morpholinyl)methyl)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)Mosapride [INN]C21H25ClFN3O3
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,8
- Polarare Oberfläche (TPSA)
- 76,8 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 521
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Alimentary tract and metabolism -> Drugs for acid related disorders
Collision Cross Section195.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID7046207]
Physikochemische Eigenschaften
- Schmelzpunkt
- 151 · 151-153°C
- Siedepunkt
- 549.2 · 549.2±50.0 °C(Predicted)
- Dichte
- 1.272 · 1.272±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 13.52 · 13.52±0.46(Predicted)
- Farbe
- White to Off-White
- CAS Datenbank
- 112885 · 112885-41-3(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Toxikologische Informationen
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Mosapride
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Chemie und Industrie
Pharmakologische Informationen
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion.
Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.
Anwendungen
BeschreibungMosapride citrate, a new gastroprokinetic benzamide was introduced in Japan as Gasmotin for the relief of gastrointestinal symptoms in patients with chronic gastritis, gastro-oesophageal reflux, dyspepsia and post-surgery use. Mosapride is synthesized by final amidation between the corresponding benzoic acid, itself obtained in 3 steps from methyl 4-acetamido salicylate, and the appropriate 2-aminomethyl-morpholine. Mosapride is a 5-HT4 partial agonist without notable activity for D2, 5-HT1 , 5-HT2, alpha-1 and alpha-2 receptors. In dogs, mosapride was as potent as cisapride to stimulate antral and duodenal motility. In most of species including man, mosapride undergoes extensive cleavage to a N-debenzylated metabolite which retains partial 5-HT4 activity but has potent 5-HT3 antagonist activity.
VerwendenA selective 5-HT4 receptor agonist. Gastroprokinetic.
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