CAS 58657-78-6

(-)-Propranolol glucuronide

Description:

(-)-Propranolol glucuronide is a metabolite of the non-selective beta-adrenergic antagonist propranolol, commonly used to treat conditions such as hypertension, anxiety, and migraine prophylaxis. This compound is formed through the process of glucuronidation, where a glucuronic acid moiety is conjugated to the parent drug, enhancing its solubility and facilitating excretion. As a glucuronide, it typically exhibits increased polarity compared to propranolol, which aids in its elimination from the body. The compound is characterized by its specific stereochemistry, as indicated by the "(-)" designation, which refers to its enantiomeric form. (-)-Propranolol glucuronide is generally less pharmacologically active than propranolol itself but can still play a role in the overall pharmacokinetics of the drug. Its presence in biological samples can be indicative of propranolol metabolism and is often analyzed in pharmacokinetic studies. Understanding the characteristics of this metabolite is crucial for assessing the therapeutic effects and safety profiles of propranolol 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-QBUJOIIVSA-N

SMILES: O(C[C@@H](O[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O)CNC(C)C)C=2C3=C(C=CC2)C=CC=C3

Synonyms:

• (S)-Propranolol glucuronide
• β-D-Glucopyranosiduronic acid, (1S)-1-[[(1-methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl
• β-D-Glucopyranosiduronic acid, 1-[[(1-methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl, (S)-
• (1S)-1-[[(1-Methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl β-D-glucopyranosiduronic acid
• (-)-Propranolol glucuronide
• (S)-Propranolol O-β-D-glucuronide
• (S)-Propranolol-O-beta-D-glucuronide min. 95%
• (S)-Propranolol-O-β-D-glucuronide

(S)-Propranolol-O-β-D-glucuronide

CAS: 58657-78-6

(S)-Propranolol-O-β-D-glucuronide

Purity: >95%

Molecular weight: 435.47g/mol

Ref: 54-BICL4188

(S)-Propranolol O-β-D-glucuronide

CAS: 58657-78-6

Ref: 7W-GC7121

(S)-Propranolol glucuronide

CAS: 58657-78-6

(S)-Propranolol glucuronide is a custom-synthesized sugar that has been modified with fluorination and methylation. It is also a polysaccharide that has been glycosylated and carbamoylated. This compound is a white crystalline solid that can be used as an intermediate in the synthesis of saccharides, oligosaccharides, and polysaccharides.

Formula: C₂₂H₂₉NO₈

Purity: Min. 95%

Molecular weight: 435.47 g/mol

Ref: 3D-MP35495