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UC148

Sigma-Aldrich

6-Hydroxychlorzoxazone

≥98% (HPLC), solid, chlorzoxazone metabolite

Synonyme(s) :

5-Chloro-6-hydroxy-2(3H)-benzoxazolone, 5-Chloro-6-hydroxybenzoxazone

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About This Item

Formule empirique (notation de Hill):
C7H4ClNO3
Numéro CAS:
1750-45-4
Poids moléculaire :
185.56
Numéro MDL:
MFCD00143502
Code UNSPSC :
12161501
ID de substance PubChem :
24724641
Nomenclature NACRES :
NA.77

product name

6-Hydroxychlorzoxazone, ≥98% (HPLC)

Niveau de qualité

200

Pureté

≥98% (HPLC)

Forme

solid

Couleur

white to pink

Solubilité

methanol: soluble

Température de stockage

2-8°C

Chaîne SMILES 

Oc1cc2OC(=O)Nc2cc1Cl

InChI

1S/C7H4ClNO3/c8-3-1-4-6(2-5(3)10)12-7(11)9-4/h1-2,10H,(H,9,11)

Clé InChI

AGLXDWOTVQZHIQ-UHFFFAOYSA-N

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Application

6-Hydroxychlorzoxazone has been used for HPLC-based metabolic assays of chlorzoxazone.
6-hydroxy Chlorzoxazone has been used: as a reference standard to monitor substrate depletion or 6-hydroxy chlorzoxazone formation by cytochrome P450 family 2 subfamily E member 1 (CYP2E1)in recombinant human enzyme screening. 6-Hydroxychlorzoxazone has been used for high-performance liquid chromatography (HPLC)-based metabolic assays of chlorzoxazone.
CYP2E1 & 1A2 metabolite of chlorzoxazone.

Actions biochimiques/physiologiques

6-hydroxy Chlorzoxazone is a novel metabolite of chlorzoxazone. It is formed by the hydroxylation of chlorzoxazone by cytochrome P450 family 2 subfamily E member 1 (CYP2E1) enzyme. The determination of formation and clearance of 6-hydroxychlorzoxazone is used as a reliable marker of CYP2E1 metabolic activity.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Notes préparatoires

6-Hydroxychlorzoxazone is soluble in methanol.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Drug Metabolism in Chronic Kidney Disease
Chronic Renal Disease, 1035-1051 (2020)
In vitro CYP/FMO Reaction Phenotyping
Optimization in Drug Discovery: In Vitro Methods, 137-169 (2014)
C B Eap et al.
Journal of chromatography. B, Biomedical sciences and applications, 705(1), 139-144 (1998-03-14)
A gas chromatographic-mass spectrometric method is presented which allows the determination of chlorzoxazone and 6-hydroxychlorzoxazone after derivatization with the reagent N-tert.-butyldimethylsilyl-N-methyltrifluoroacetamide. No interference was observed from endogenous compounds following the extraction of plasma samples from six different human subjects. The
Bent H Hellum et al.
Basic & clinical pharmacology & toxicology, 105(1), 58-63 (2009-04-18)
The aim of this study was to evaluate in vitro the dose-dependent induction potential of six commonly used trade herbal products on CYP2C19 and CYP2E1 metabolic activities in cultured human hepatocytes. S-mephenytoin and chlorzoxazone were used as specific CYP substrates
P Piccoli et al.
Toxicology letters, 192(1), 29-33 (2009-11-11)
Assessing CYP2E1 phenotype in vivo may be important to predict individual susceptibility to those chemicals, including benzene, which are metabolically activated by this isoenzyme. Chlorzoxazone (CHZ), a specific CYP2E1 substrate, is readily hydroxylated to 6-OH-chlorzoxazone (6-OH-CHZ) by liver CYP2E1 and
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