CAS 66322-66-5: Propranolol glucuronide

Description: Propranolol glucuronide is a metabolite of propranolol, a non-selective beta-adrenergic antagonist commonly used to treat conditions such as hypertension, anxiety, and certain types of tremors. As a glucuronide, it is formed through the process of glucuronidation, where a glucuronic acid moiety is conjugated to the parent drug, enhancing its solubility and facilitating excretion. This compound typically exhibits characteristics such as increased polarity compared to propranolol, which aids in renal elimination. Propranolol glucuronide is generally less pharmacologically active than its parent compound, serving primarily as a means of detoxification and elimination from the body. Its presence in biological fluids can be indicative of propranolol use and is often measured in pharmacokinetic studies. The compound is usually stable under physiological conditions, but its stability can be influenced by factors such as pH and temperature. Understanding the characteristics of propranolol glucuronide is essential for interpreting drug metabolism and pharmacotherapy outcomes in clinical settings.

Formula: C₂₂H₂₉NO₈

InChI: InChI=1S/C22H29NO8/c1-12(2)23-10-14(11-29-16-9-5-7-13-6-3-4-8-15(13)16)30-22-19(26)17(24)18(25)20(31-22)21(27)28/h3-9,12,14,17-20,22-26H,10-11H2,1-2H3,(H,27,28)/t14?,17-,18-,19+,20-,22+/m0/s1

InChI key: InChIKey=PCALHJGQCKATMK-PLEVBHNASA-N

SMILES: O=C(O)C1OC(OC(COC2=CC=CC=3C=CC=CC23)CNC(C)C)C(O)C(O)C1O

Synonyms:

• 1-[[(1-Methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl β-D-glucopyranosiduronic acid
• Propranolol glucuronide
• β-D-Glucopyranosiduronic acid, 1-[[(1-methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl

Propranolol Glucuronide Sodium Salt (Mixture of Diastereomers)

CAS: 66322-66-5

• Formula: C₂₂H₂₈NO₈·Na
• Color and Shape: White To Off-White Solid
• Molecular weight: 434.47 22.99

(R,S)-Propranolol-O-β-D-glucuronide

CAS: 66322-66-5

• Purity: 95% min
• Molecular weight: 435.47g/mol

Propranolol-2-O-b-D-glucuronide

CAS: 66322-66-5

• Formula: C₂₂H₂₉NO₈
• Purity: ≥ 95%
• Color and Shape: White lyophilised solid
• Molecular weight: 435.47

Propranolol-d5 Glucuronide

CAS: 66322-66-5

• Formula: C₂₂H₂₄NO₈D₅
• Color and Shape: Yellow Solid
• Molecular weight: 440.51

Propranolol-2-O-b-D-glucuronide

CAS: 66322-66-5

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• Formula: C₂₂H₂₉NO₈
• Purity: Min. 95%
• Color and Shape: White to off-white solid.
• Molecular weight: 435.47 g/mol