75871-31-7 Usage
Description
Zomepirac glucuronide, an unstable metabolite derived from the nonsteroidal anti-inflammatory drug (NSAID) Zomepirac, is known for its ability to react with endogenous proteins, forming potentially toxic covalent ZP-protein adducts. It is characterized by its pale yellow solid appearance.
Uses
Used in Pharmaceutical Industry:
Zomepirac glucuronide is used as a research compound for understanding the metabolic pathways and potential toxic effects of NSAIDs, particularly Zomepirac. Its ability to form covalent adducts with proteins makes it a valuable tool in studying drug-protein interactions and the development of adverse drug reactions.
Used in Toxicology Research:
In the field of toxicology, zomepirac glucuronide is utilized as a model compound to investigate the mechanisms of drug-induced toxicity. This helps in the development of safer drugs and the improvement of drug safety profiles.
Used in Drug Metabolism Studies:
Zomepirac glucuronide serves as a subject of interest in drug metabolism research, providing insights into the metabolic processes of NSAIDs and their potential to form toxic metabolites. This knowledge can be applied to optimize drug design and minimize the risk of adverse effects in patients.
Check Digit Verification of cas no
The CAS Registry Mumber 75871-31-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,8,7 and 1 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 75871-31:
(7*7)+(6*5)+(5*8)+(4*7)+(3*1)+(2*3)+(1*1)=157
157 % 10 = 7
So 75871-31-7 is a valid CAS Registry Number.
InChI:InChI=1/C21H22ClNO9/c1-9-7-12(23(2)14(9)15(25)10-3-5-11(22)6-4-10)8-13(24)31-21-18(28)16(26)17(27)19(32-21)20(29)30/h3-7,16-19,21,26-28H,8H2,1-2H3,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
75871-31-7Relevant 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.
