Trimebutine

Status : approved

Therapeutic Classification

DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS

ALIMENTARY TRACT AND METABOLISM
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS

Description

Trimebutine is a drug with antimuscarinic and weak mu opioid agonist effects. The maleic acid salt of trimebutine is marketed for treatment of irritable bowel syndrome and other gastrointestinal disorders.

Dosage

Form Route Strength
Tablet oral 200 mg
Liquid intramuscular; intravenous 10 mg
Tablet oral 100 mg

Chemical Classification

This compound belongs to the class of organic compounds known as gallic acid and derivatives. These are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.

Gallic acid and derivatives

Organic compounds

Benzenoids

Benzene and substituted derivatives

Benzoic acids and derivatives

Salt : Trimebutine maleate

Brands

name Dosage form Country
Modulon tablet Canada
Modulon Inj 50mg/5ml liquid Canada
Modulon Tab 100mg tablet Canada
Trimebutine tablet Canada
Trimebutine tablet Canada

Calculated Property

kind Value Source
logP 3.94 ALOGPS
logS -4.3 ALOGPS
Water Solubility 1.90e-02 g/l ALOGPS
logP 4.11 ChemAxon
IUPAC Name 2-(dimethylamino)-2-phenylbutyl 3,4,5-trimethoxybenzoate ChemAxon
Traditional IUPAC Name trimebutine ChemAxon
Molecular Weight 387.476 ChemAxon
Monoisotopic Weight 387.204573038 ChemAxon
SMILES CCC(COC(=O)C1=CC(OC)=C(OC)C(OC)=C1)(N(C)C)C1=CC=CC=C1 ChemAxon
Molecular Formula C22H29NO5 ChemAxon
InChI InChI=1S/C22H29NO5/c1-7-22(23(2)3,17-11-9-8-10-12-17)15-28-21(24)16-13-18(25-4)20(27-6)19(14-16)26-5/h8-14H,7,15H2,1-6H3 ChemAxon
InChIKey LORDFXWUHHSAQU-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 57.23 ChemAxon
Refractivity 108.94 ChemAxon
Polarizability 42.43 ChemAxon
Rotatable Bond Count 10 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest basic) 8.48 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon