98649-76-4 Usage
Description
(S)-Ibuprofen-acyl-beta-D-glucuronide is a metabolite of the widely used nonsteroidal anti-inflammatory drug (NSAID) ibuprofen. It is produced in the liver through glucuronidation, a process where a glucuronic acid molecule is attached to the ibuprofen molecule. This metabolite plays a significant role in the pharmacological effects and potential side effects of ibuprofen, as it is a major metabolite identified in humans. Furthermore, it has been a subject of research for its implications in drug interactions and toxicity, making it a crucial compound for understanding the metabolism and overall impact of ibuprofen in the human body.
Uses
Used in Pharmaceutical Industry:
(S)-Ibuprofen-acyl-beta-D-glucuronide is utilized as a key metabolite in the study and understanding of ibuprofen's pharmacological effects and side effects. Its role in the metabolism of ibuprofen aids in the development of safer and more effective NSAIDs.
Used in Drug Interaction Research:
This metabolite is employed as a subject of investigation in drug interaction studies. Understanding its role can help in predicting and managing potential interactions between ibuprofen and other medications.
Used in Toxicity Studies:
(S)-Ibuprofen-acyl-beta-D-glucuronide is used as a compound of interest in toxicity research. Insights gained from studying this metabolite can contribute to the assessment of ibuprofen's safety profile and the mitigation of adverse effects.
Used in Metabolism and Excretion Studies:
As a primary metabolite of ibuprofen, (S)-Ibuprofen-acyl-beta-D-glucuronide is used in research focused on the drug's metabolism and excretion pathways, which is vital for optimizing dosing regimens and managing patient care.
Check Digit Verification of cas no
The CAS Registry Mumber 98649-76-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,8,6,4 and 9 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 98649-76:
(7*9)+(6*8)+(5*6)+(4*4)+(3*9)+(2*7)+(1*6)=204
204 % 10 = 4
So 98649-76-4 is a valid CAS Registry Number.
98649-76-4Relevant articles and documents
Efficient synthesis of 1β-O-acyl glucuronides via selective acylation of allyl or benzyl d-glucuronate
Bowkett, Elizabeth R.,Harding, John R.,Maggs, James L.,Park, B. Kevin,Perrie, Jennifer A.,Stachulski, Andrew V.
, p. 7596 - 7605 (2008/02/08)
Acyl glucuronides are key metabolites for many carboxylic acid-containing drugs, notably those of the non-steroidal anti-inflammatory class. In the processes of drug safety assessment and new drug development, it is essential that acyl glucuronides, if formed in vivo, should be made conveniently available for bioevaluation. We recently showed that selective acylation of allyl glucuronate is a promising method for the synthesis of these metabolites in good yield and with excellent β-anomeric selectivity. We now give fuller details of the allyl ester method and further report that benzyl glucuronate performs at least equally well in the acylation step, offering the advantage of very mild deprotection by catalytic transfer (or conventional) hydrogenation. Depending on the compatibility of other functional groups, as discussed below, this will be the method of choice for many acyl glucuronide syntheses. The value of the method is demonstrated in particular by the synthesis of several acyl glucuronides that are known metabolites of important drugs.
