C4397

Chlorzoxazone

• Synonym(s): 5-Chloro-2(3H)-benzoxazolone, 5-Chloro-2-hydroxybenzoxazole
• 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

Properties

• Assay: ≥98% (TLC)
• 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)

Description

Application

Chlorzoxazone may be used:

• as a calcium-activated potassium (K_Ca) 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 (K_Ca) 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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves