O-Desmethyl metoprolol

CAS: 62572-94-5

Ref. 3D-FD21293

Product Information

• Name: O-Desmethyl metoprolol
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-benzeneethanol(+/-)-4-[2-Hydroxy-3-(isopropylamino)propoxy]phenylethyl alcohol(+/-)- O-Demethylmetoprolol, (±)-4-[2-Hydroxy-3-(isopropylamino)propoxy]phenylethyl alcohol, (±)-O-Demethylmetoprolol, 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneethanol, Benzeneethanol, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-, H 105/22, O-Desmethyl Metoprolol, O-Desmethylmetoprolol, Sl 80-0088

Description

O-Desmethyl metoprolol is an active metabolite of metoprolol. It has an inhibitory effect on beta-adrenergic receptors and acts as a vasodilator. O-Desmethyl metoprolol is formed by the action of cytochrome P450 on the parent drug, which has a strong acidic nature and is easily soluble in water. This metabolite can be detected in urine samples using a chromatographic method with detection sensitivity of 1 ng/mL. The stereoselectivity of the parent drug and its active metabolite is different, with the former being more selective for beta1 receptors while the latter is more selective for beta2 receptors. O-Desmethyl metoprolol may have clinical relevance because it was found to decrease blood pressure in hypertensive patients when given at doses that are much lower than those needed for its parent drug. The concentration of this metabolite in plasma was found to be proportional to dosage level and kinetic data suggest

• Brand: Biosynth

Chemical properties

• Molecular weight: 253.34 g/mol
• Formula: C₁₄H₂₃NO₃
• Purity: Min. 95%
• InChI: InChI=1S/C14H23NO3/c1-11(2)15-9-13(17)10-18-14-5-3-12(4-6-14)7-8-16/h3-6,11,13,15-17H,7-10H2,1-2H3
• InChI key: InChIKey=CUKXSBOAIJILRY-UHFFFAOYSA-N
• SMILES: CC(C)NCC(O)COc1ccc(CCO)cc1