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UC148

Sigma-Aldrich

6-Hydroxychlorzoxazone

≥98% (HPLC), solid, chlorzoxazone metabolite

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C7H4ClNO3
Número de CAS:
1750-45-4
Peso molecular:
185.56
MDL number:
MFCD00143502
UNSPSC Code:
12161501
PubChem Substance ID:
24724641
NACRES:
NA.77

product name

6-Hydroxychlorzoxazone, ≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

color

white to pink

solubility

methanol: soluble

storage temp.

2-8°C

SMILES string

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)

Inchi Key

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.

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

6-Hydroxychlorzoxazone is soluble in methanol.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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In vitro CYP/FMO Reaction Phenotyping
Optimization in Drug Discovery: In Vitro Methods, 137-169 (2014)
Drug Metabolism in Chronic Kidney Disease
Chronic Renal Disease, 1035-1051 (2020)
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
Eva González-Jasso et al.
Toxicology letters, 144(1), 55-67 (2003-08-16)
The inducibility of CYP2E1 was investigated in liver and peripheral lymphocytes of rats treated with benzene (0-10 mmol/kg body weight (bw), daily for 3 days, i.p., or 0 and 5 mmol/kg bw, daily for 14 days, i.p.) or toluene (0
Hye W Baek et al.
Journal of pharmaceutical sciences, 95(11), 2452-2462 (2006-08-04)
Pharmacokinetic parameters of chlorzoxazone (CZX) and its main metabolite, 6-hydroxychlorzoxazone (OH-CZX), were compared after intravenous (20 mg/kg) and oral (50 mg/kg) administration of CZX in rat model of diabetes induced by alloxan (DMIA) or streptozotocin (DMIS), and their respective control
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