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CAS 58657-79-7

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(+)-Propranolol glucuronide

Description:
(+)-Propranolol glucuronide is a metabolite of the non-selective beta-adrenergic antagonist propranolol, commonly used to treat hypertension, anxiety, and other cardiovascular conditions. This compound is formed through the process of glucuronidation, where a glucuronic acid moiety is conjugated to propranolol, enhancing its solubility and facilitating excretion. The chemical structure of (+)-Propranolol glucuronide features a glucuronide group attached to the propranolol molecule, which is characterized by its aromatic ring and secondary amine. This metabolite is typically found in biological fluids, such as urine, following the administration of propranolol. Its pharmacokinetic properties, including absorption, distribution, metabolism, and excretion, are influenced by the glucuronidation process, which can affect the overall therapeutic efficacy and safety profile of propranolol. As a glucuronide, it is generally more polar than its parent compound, leading to increased renal clearance. Understanding the characteristics of (+)-Propranolol glucuronide is essential for evaluating drug interactions and individual variations in drug metabolism.
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-/m1/s1
InChI key:InChIKey=PCALHJGQCKATMK-CYCKLWOHSA-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:
  • (1R)-1-[[(1-Methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl β-D-glucopyranosiduronic acid
  • (+)-Propranolol glucuronide
  • β-D-Glucopyranosiduronic acid, (1R)-1-[[(1-methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl
  • β-D-Glucopyranosiduronic acid, 1-[[(1-methylethyl)amino]methyl]-2-(1-naphthalenyloxy)ethyl, (R)-
  • (R)-Propranolol glucuronide
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Found 3 products.
  • (R)-Propranolol O-β-D-glucuronide
    Glentham
    + Info

    (R)-Propranolol O-β-D-glucuronide

    CAS:

    Ref: 7W-GC5485

    1mg
    458.00€
    2mg
    746.00€
    5mg
    1,513.00€
    10mg
    2,609.00€
  • (R)-Propranolol-O-β-D-glucuronide
    Apollo Scientific
    + Info

    (R)-Propranolol-O-β-D-glucuronide

    CAS:
    (R)-Propranolol-O-β-D-glucuronide
    Purity:>95%
    Molecular weight:435.47g/mol

    Ref: 54-BICL4189

    1mg
    500.00€
    2mg
    905.00€
  • (R)-Propranolol glucuronide
    Biosynth
    + Info

    (R)-Propranolol glucuronide

    CAS:
    <p>Propranolol is a racemic mixture of two optical isomers, which are (R)-propranolol and (S)-propranolol. The (-) form of propranolol metabolizes to the (+) form, and vice versa. The (+) form is more potent than the (-) form as an anti-hypertensive agent. It has been shown that the metabolism of propranolol in microsomes from rat liver differs from that in human liver microsomes. Both forms of propranolol can be metabolized by cytochrome P450 enzymes, but the (-) form can also be metabolized by esterases and glucuronidases.</p>
    Formula:C22H29NO8
    Purity:Min. 95%
    Molecular weight:435.47 g/mol

    Ref: 3D-MP35493

    5mg
    2,135.00€
    10mg
    3,538.00€