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Trimethobenzamide hydrochloride

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Category Influenza Virus
CAS 554-92-7
Description Trimethobenzamide hydrochloride is the hydrochloride salt form of trimethobenzamide, which is a benzamide derivative with antiemetic property. It is an orally available, antiemetic agent used in the therapy of nausea and vomiting and gastrointestinal, viral and other illnesses. It is generally considered the most potent antiemetic that does not have effects on the serotonergic, dopaminergic, or histaminergic systems. It inhibits the chemoreceptor trigger zone (CTZ), an area in the medulla oblongata through which emetic impulses are conveyed to the vomiting center, thereby suppressing nausea and vomiting. It is also used in the treatment of Parkinson's disease. It has been withdrawn from the market.
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Product Information

Synonyms Ro 2-9578; Tebamide; Ticon; Trimethobenzamide monohydrochloride; N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide hydrochloride; Ametik hydrochloride; 4-(2-Dimethylaminoethoxy)-N-(3,4,5-trimethoxybenzoyl)benzylamine Hydrochloride; Anaus; Tigan Hydrochloride; Xametina
IUPAC Name N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide;hydrochloride
Molecular Weight 424.92
Molecular Formula C21H29ClN2O5
Canonical SMILES CN(C)CCOC1=CC=C(C=C1)CNC(=O)C2=CC(=C(C(=C2)OC)OC)OC.Cl
InChI InChI=1S/C21H28N2O5.ClH/c1-23(2)10-11-28-17-8-6-15(7-9-17)14-22-21(24)16-12-18(25-3)20(27-5)19(13-16)26-4;/h6-9,12-13H,10-11,14H2,1-5H3,(H,22,24);1H
InChIKey WIIZEEPFHXAUND-UHFFFAOYSA-N
Boiling Point 506.9°C at 760mmHg
Melting Point 187.5-190 °C
Purity 98%
Density 1.131g/cm3
Solubility Soluble in DMSO (Slightly), Methanol (Slightly), Water (Slightly)
Appearance White Solid
Application Trimethobenzamide hydrochloride is an orally available, antiemetic agent used in the therapy of nausea and vomiting and gastrointestinal, viral and other illnesses. It is also used in the treatment of Parkinson's disease.
Storage Store at 2-8°C
Complexity 440
Exact Mass 424.1764997
In Vitro Trimethobenzamide is a (non-phenothiazine) benzamide antiemetic that acts centrally to block D2 receptors, thereby inhibiting the medullary chemoreceptor trigger zone by blocking emetic impulses to the vomiting center.
In Vivo The oral bioavailability of Trimethobenzamide is 60% to 100%. The time to peak is about 45 minutes after oral administration and; Intramuscular (I.M.) administration about 30 minutes after intramuscular administration.
PSA 69.26000
Target Dopamine Receptor; Influenza Virus

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