C4397
Chlorzoxazone
Synonym(s):
5-Chloro-2(3H)-benzoxazolone, 5-Chloro-2-hydroxybenzoxazole
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About This Item
Empirical Formula (Hill Notation):
C7H4ClNO2
CAS Number:
Molecular Weight:
169.57
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
202-403-9
MDL number:
assay
≥98% (TLC)
Quality Level
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)
Application
Chlorzoxazone may be used:
- as a calcium-activated potassium (KCa) channel activator in patch-clamp electrophysiology to test its effect on dendritic hyperexcitability
- as a substrate for cytochrome P450 2E1 (CYP2E1) enzyme in cultured human hepatocytes
- as a benzimidazolone compound to test its effect on epithelial sodium (Na+) transport
Biochem/physiol Actions
Chlorzoxazone inhibits the multisynaptic reflex arcs primarily in the spinal cord and brain subcortical areas. It is an activator of calcium activated potassium channels and may contribute to the aortic artery relaxation in mice. Chlorzoxazone also activates the calcium-activated potassium (KCa) channel and small conductance calcium-activated potassium channels (SK). It is metabolized by cytochrome P450 2E1 (CYP2E1) and serves as a probe for monitoring this enzyme function.
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.
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signalword
Warning
hcodes
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Articles
Discover Bioactive Small Molecules for ADME/Tox
Cyrus Ghobadi et al.
Clinical pharmacokinetics, 50(12), 809-822 (2011-11-18)
The maintenance dose of a drug is dependent on drug clearance, and thus any biochemical and physiological changes in obesity that affect parameters such as cardiac output, renal function, expression of drug-metabolizing enzymes and protein binding may result in altered
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
Yong-Long Han et al.
Journal of ethnopharmacology, 139(1), 104-109 (2011-11-15)
Herba Erigerontis injection (HEI), one of the most popular herbal prescription in China, is made from the aqueous extracts of Erigeron breviscapus whole plant. Now HEI is widely used for the treatment of cardiovascular diseases and cerebrovascular diseases such as
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C4397-100G | 04061832574141 |
| C4397-25G | 04061833492093 |