CAS 81907-82-6

5′-Hydroxypropranolol

Description:

5′-Hydroxypropranolol is a metabolite of the non-selective beta-adrenergic antagonist propranolol, commonly used in the treatment of hypertension, anxiety, and other cardiovascular conditions. This compound is characterized by its hydroxyl group at the 5′ position of the aromatic ring, which influences its pharmacological properties. It exhibits a significant affinity for beta-adrenergic receptors, although it is less potent than propranolol itself. The presence of the hydroxyl group enhances its solubility in water compared to its parent compound. 5′-Hydroxypropranolol is primarily formed in the liver through the metabolism of propranolol, and its biological activity contributes to the overall therapeutic effects and side effects associated with propranolol treatment. The compound is typically analyzed using techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry for pharmacokinetic studies. Understanding its characteristics is essential for evaluating the drug's efficacy and safety profile in clinical settings.

Formula: C₁₆H₂₁NO₃

InChI: InChI=1S/C16H21NO3/c1-11(2)17-9-12(18)10-20-16-8-4-5-13-14(16)6-3-7-15(13)19/h3-8,11-12,17-19H,9-10H2,1-2H3

InChI key: InChIKey=WMYPGILKDMWISO-UHFFFAOYSA-N

SMILES: O(CC(CNC(C)C)O)C=1C2=C(C=CC1)C(O)=CC=C2

Synonyms:

• 1-Naphthalenol, 5-[2-Hydroxy-3-[(1-Methylethyl)Amino]Propoxy]-
• 5-Hydroxypropranolol
• 5-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol
• 1-(5-Hydroxy-1-naphtyloxy)-3-(isopropylamino)propane-2-ol
• 5-Hydroxy Propranolol
• 1-(Isopropylamino)-3-[(5-hydroxynaphthalen-1-yl)oxy]-2-propanol
• 1-(5-Hydroxy-1-naphthoxy)-3-(isopropylamino)-2-propanol

5-hydroxy Propranolol

CAS: 81907-82-6

5-hydroxy Propranolol, a propranolol metabolite, is formed in the liver via P450 2D6.

Formula: C₁₆H₂₁NO₃

Color and Shape: Solid

Molecular weight: 275.348

Ref: TM-T36237

5-Hydroxypropranolol

Controlled Product

CAS: 81907-82-6

5-Hydroxypropranolol is a drug that belongs to the class of beta blockers. It is an analog of propranolol, and has antihypertensive activity by preventing the conversion of low-density lipoproteins to their more atherogenic form. 5-Hydroxypropranolol is metabolized in humans through oxidation by cytochrome P450 enzymes, which exposes it to oxidative stress. The main metabolites are 5-hydroxypropranolol glucuronide and 5-hydroxypropranolol sulfate, which are excreted in urine. The analytical method for determining blood pressure involves measuring the concentration of this drug in the patient's plasma or serum. This can be done using a sample preparation technique such as high performance liquid chromatography (HPLC).

Formula: C₁₆H₂₁NO₃

Purity: Min. 95%

Molecular weight: 275.34 g/mol

Ref: 3D-GDA90782

5-Hydroxy Propranolol

CAS: 81907-82-6

Formula: C₁₆H₂₁NO₃

Molecular weight: 275.35

Ref: ST-EA-CP-P31022