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MilliporeSigma

C4397

Chlorzoxazone

Synonym(s):

5-Chloro-2(3H)-benzoxazolone, 5-Chloro-2-hydroxybenzoxazole

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25 G

$107.00

100 G

$292.40

$107.00

Estimated to ship onDecember 08, 2025Details

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About This Item

Empirical Formula (Hill Notation):
C7H4ClNO2
CAS Number:
95-25-0
Molecular Weight:
169.57
EC Number:
202-403-9
MDL number:
MFCD00005717
UNSPSC Code:
12352200
PubChem Substance ID:
24277702
NACRES:
NA.77

Key Documents

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assay

≥98% (TLC)

Quality Level

100

form

powder

color

white to off-white

mp

191-192 °C (lit.)

solubility

DMSO: 50 mg/mL, clear

originator

Johnson & Johnson

storage temp.

room temp

SMILES string

Clc1ccc2OC(=O)Nc2c1

InChI

1S/C7H4ClNO2/c8-4-1-2-6-5(3-4)9-7(10)11-6/h1-3H,(H,9,10)

Inchi Key

TZFWDZFKRBELIQ-UHFFFAOYSA-N

Gene Information

human ... KCNN4(3783)

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This Item
UC148SML1616SML0866
Chlorzoxazone

Sigma-Aldrich

C4397

Chlorzoxazone

6-Hydroxychlorzoxazone ≥98% (HPLC)

Sigma-Aldrich

UC148

6-Hydroxychlorzoxazone

ICA-069673 ≥98% (HPLC)

Sigma-Aldrich

SML1616

ICA-069673

BMS-191011 ≥98% (HPLC)

Sigma-Aldrich

SML0866

BMS-191011

form

powder

form

solid

form

powder

form

powder

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

2-8°C

storage temp.

room temp

storage temp.

room temp

solubility

DMSO: 50 mg/mL, clear

solubility

methanol: soluble

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear (warmed)

color

white to off-white

color

white to pink

color

white to beige

color

white to beige

Application

Chlorzoxazone may be used:
  • as a calcium-activated potassium (KCa) channel activator in patch-clamp electrophysiology to test its effect on dendritic hyperexcitability[1]
  • as a substrate for cytochrome P450 2E1 (CYP2E1) enzyme in cultured human hepatocytes[2]
  • as a benzimidazolone compound to test its effect on epithelial sodium (Na+) transport[3]

Biochem/physiol Actions

Chlorzoxazone inhibits the multisynaptic reflex arcs primarily in the spinal cord and brain subcortical areas.[4] It is an activator of calcium activated potassium channels and may contribute to the aortic artery relaxation in mice.[5] Chlorzoxazone also activates the calcium-activated potassium (KCa) channel and small conductance calcium-activated potassium channels (SK).[1] It is metabolized by cytochrome P450 2E1 (CYP2E1) and serves as a probe for monitoring this enzyme function.[6]
Chlorzoxazone is a skeletal muscle relaxant.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR1513
MKCM0952
MKBZ3373V
MKBV6395V
SLBF6538V

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F Woodward Hopf et al.
Biological psychiatry, 69(7), 618-624 (2011-01-05)
Alcoholism imposes a tremendous social and economic burden. There are relatively few pharmacological treatments for alcoholism, with only moderate efficacy, and there is considerable interest in identifying additional therapeutic options. Alcohol exposure alters SK-type potassium channel (SK) function in limbic
B J Powers et al.
Archives of internal medicine, 146(6), 1183-1186 (1986-06-01)
A drug rechallenge proved chlorzoxazone to be hepatotoxic in a patient who had been treated with a combination of it and acetaminophen (Parafon Forte) for several months. Failure to demonstrate a toxic response to acetaminophen coupled with a dramatic response
Sanjeev Kumar et al.
International journal of applied & basic medical research, 4(2), 101-105 (2014-08-22)
The fixed dose combinations (FDCs) of muscle relaxants, non-steroidal anti-inflammatory drugs and paracetamol are commonly prescribed in the treatment of acute lower backache. The present study was undertaken with the aim of comparing the efficacy and safety of FDCs of
Karina Alviña et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(21), 7258-7268 (2010-05-28)
Episodic ataxia type 2 (EA2) is a hereditary cerebellar ataxia associated with mutations in the P/Q-type voltage-gated calcium (Ca(2+)) channels. Therapeutic approaches for treatment of EA2 are very limited. Presently, the potassium (K(+)) channel blocker 4-aminopyridine (4-AP) constitutes the most
Karina Alviña et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(21), 7249-7257 (2010-05-28)
Episodic ataxia type-2 (EA2) is an inherited movement disorder caused by mutations in the gene encoding the Ca(v)2.1alpha1 subunit of the P/Q-type voltage-gated calcium channel that result in an overall reduction in the P/Q-type calcium current. A consequence of these
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