CAS 111691-89-5

5′-Hydroxypropranolol

Description:

5′-Hydroxypropranolol is a metabolite of the non-selective beta-adrenergic antagonist propranolol, which is commonly used to treat 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 and metabolic pathways. It exhibits a similar mechanism of action to propranolol, primarily by blocking beta-adrenergic receptors, but may have different affinities and effects due to its structural modifications. The presence of the hydroxyl group enhances its solubility in biological fluids, potentially affecting its distribution and elimination in the body. As a metabolite, 5′-Hydroxypropranolol is often studied for its role in the pharmacokinetics of propranolol and its potential therapeutic effects. Its CAS number, 111691-89-5, is used for identification in chemical databases and regulatory contexts. Overall, this compound is significant in understanding the metabolism and efficacy of beta-blockers 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:

• 5-Hydroxypropranolol
• 5-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol
• 1-Naphthalenol, 5-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-
• 5′-Hydroxypropranolol
• 1-Naphthalenol, 5-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-, (±)-

4-Hydroxy Propranolol-d5

CAS: 111691-89-5

Formula: C₁₆H₁₆NO₃D₅

Molecular weight: 280.38

Ref: 4Z-P-164