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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)

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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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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