81256-82-8

Basic information

• Product Name: 4-Hydroxymidazolam b-D-Glucuronide
• Synonyms: 4-Hydroxymidazolam b-D-Glucuronide;8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl b-D-Glucopyranosiduronic Acid;4-Hydroxymidazolam -D-Glucuronide;8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl -D-Glucopyranosiduronic Acid;4-Hydroxy MidazolaM β-D-Glucuronide (Mixture of DiastereoMers)
• CAS NO: 81256-82-8
• Molecular Formula: C24H21ClFN3O7
• Molecular Weight: 517.895
• Product Categories: Glucuronides;Metabolites & Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 81256-82-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: >205°C (dec.)
• Appearance: /
• Storage Temp.: Controlled Substance, -20?C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: 4-Hydroxymidazolam b-D-Glucuronide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxymidazolam b-D-Glucuronide(81256-82-8)
• EPA Substance Registry System: 4-Hydroxymidazolam b-D-Glucuronide(81256-82-8)

Safety Data

• Hazardous Substances Data: 81256-82-8(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

Uses

Different sources of media describe the Uses of 81256-82-8 differently. You can refer to the following data:
1. A metabolite of midazolam
2. The metabolite of Midazolam (M343000).

Upstream product

• 2616-64-0 uridine diphosphoglucuronic acid 
• 59468-85-8 4-hydroxymidazolam 

Relevant articles and documents

Metabolism of 1′- and 4-hydroxymidazolam by glucuronide conjugation is largely mediated by UDP-glucuronosyltransferases 1A4, 2B4, and 2B7

Midazolam undergoes oxidative hydroxylation by CYP3A to its metabolites, which are excreted mainly as glucuronidated conjugates into the urine. In this study, we examined the glucuronidation of hydroxymidazolam in human liver microsomes (HLMs) and characterized the UDP-glucuronosyltransferases (UGTs) involved in 1′- and 4-hydroxymidazolam glucuronidation. Among the 12 UGT isoforms tested, the O- and N-glucuronidation of 1′-hydroxymidazolam was mediated by UGT2B4/2B7 and 1A4, respectively. In contrast, the glucuronidation of 4-hydroxymidazolam was mediated by UGT1A4. Consistent with these observations, the UGT1A4 inhibitor hecogenin and the UGT2B7 substrate diclofenac potently inhibited the N- and Oglucuronidation of 1′-hydroxymidazolam in HLMs, respectively. A correlation analysis of UGT enzymatic activity and the formation rate of glucuronide metabolites from 1′- and 4-hydroxymidazolam in 25 HLMs showed that hydroxymidazolam glucuronidation is correlated with UGT1A4-mediated lamotrigine glucuronidation and UGT2B7-mediated diclofenac glucuronidation activity. Taken together, these findings indicate that UGT1A4, 2B4, and 2B7 are major isoforms responsible for glucuronide conjugate formation from 1′- and 4-hydroxymidazolam, which are the two major oxidative metabolites of midazolam. Copyright