- Molecular NameDextromethorphan
- SynonymD-Methorphan; D-Methorphan Hydrobromide; Delta-Methorphan; Demorphan; Demorphan Hydrobromide; Demorphine; Destrometerfano [Dcit]; Dextromethorfan [Czech]; Dextromethorphan Bromhydrate; Dextromethorphan Bromide; Dextrometorfano [INN-Spanish]; Dextrometorphan; Dextromorphan; Dexyromethorphan; L-Methorphan; Levomethorphan; Levomethorphan [Ban:Dcf:Inn]; Levomethorphane [INN-French]; Levomethorphanum [INN-Latin]; Levometorfano [INN-Spanish]
- Weight271.404
- Drugbank_IDDB00514
- ACS_NO125-71-3
- Show 3D model
- LogP (experiment)4.323
- LogP (predicted, AB/LogP v2.0)3.5
- pka8.3
- LogD (pH=7, predicted)1.86
- Solubility (experiment)0.0747 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-1.13
- LogSw (predicted, AB/LogsW2.0)0.12
- Sw (mg/ml) (predicted, ACD/Labs)0.19
- No.of HBond Donors0
- No.of HBond Acceptors2
- No.of Rotatable Bonds1
- TPSA12.47
- StatusFDA approved
- AdministrationN/A
- PharmacologyAn antitussive drug. It is one of the active ingredients used to prevent coughs in many over-the-counter cold and cough medicines. Dextromethorphan has also found other uses in medicine, ranging from pain relief to psychological applications.
- Absorption_valueN/A
- Absorption (description)Well absorbed after oral administration.
- Caco_2N/A
- Bioavailability11.0
- Protein bindingN/A
- Volume of distribution (VD)255~316 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmHepatic (liver) enzymes: major CYP2D6, minor CYP3A4, and minor CYP3A5. Metabolised by N- and O-demethylation followed by sulfate or glucuronic acid conjugation; O-demethylation involves the cytochrome P450 isoenzyme CYP2D6. The major metabolite is dextrorphan, (+)-3-hydroxy-N-methylmorphinan which has some activity; (+)-3-hydroxymorphinan has also been identified.
- Half life3.2~3.6 h in rapid metabolisers.
- ExcretionAbout 50% of a dose is excreted in the urine in 24 h, mostly as the glucuronide and sulfate conjugates of the metabolites; about 8% of a dose is excreted as unchanged drug in 6 h.
- Urinary Excretion0.19
- CleranceN/A
- ToxicityThe most frequent adverse reactions to Brompheniramine Maleate, Dextromethorphan HBr and Phenylpropanolamine HCl Liquid include sedation, dryness of the mouth, nose and throat, thickening of bronchial secretions, and dizziness.
- LD50 (rat)LD50=234
- LD50 (mouse)LD50=234