Chlorzoxazone

Chlorzoxazone

Cat Number
API95250
CAS Number
95-25-0

For research use only. We do not supply to patients.

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CAS Number
95-25-0
EINECS
202-403-9
Storage
Store at room temperature
Synonyms
Paraflex; 5-Chloro-2(3H)-benzoxazolone; 5-Chloro-2-benzoxazolone; 2(3H)-Benzoxazolone, 5-chloro-; 5-Chloro-2-benzoxazolinone
Molecular Formula
C7H4ClNO2
Molecular Weight
169.56
Smiles
C1=CC2=C(C=C1Cl)NC(=O)O2
Appearance
White to off-white solid
Melting Point
191-192°C (lit.)
Relative Density
1.3771 (Estimate)
General Description
Chlorzoxazone is a centrally acting muscle relaxant with a benzoxazolone ring and a chlorine substituent. Its chemical structure is 5-chloro-2-benzoxazolinone. Chlorzoxazone is a white to off-white crystalline powder, practically insoluble in water but soluble in organic solvents. The molecule is a potent inhibitor of the enzyme CYP2E1.
Mechanism of Action
Chlorzoxazone acts as a centrally acting muscle relaxant by depressing polysynaptic reflexes in the spinal cord and subcortical areas of the brain. It does not directly affect the neuromuscular junction or skeletal muscle. The drug is also a potent inhibitor of the enzyme cytochrome P450 2E1 (CYP2E1), which is involved in the metabolism of many drugs and toxins.
Application
Chlorzoxazone is indicated as an adjunct to rest, physical therapy, and other measures for the relief of acute, painful musculoskeletal conditions, such as muscle spasms, strains, and sprains. It is effective in reducing muscle spasm and pain, and improving mobility. The drug is also used as a research tool to study CYP2E1 activity.

Does Chlorzoxazone require protection from light during long-term storage?

Yes, it is photosensitive. UV exposure can cause photodegradation and discoloration. Store in light-resistant containers, preferably amber glass.

What is the recommended storage temperature for Chlorzoxazone?

Store at controlled room temperature (15-25°C). Avoid excessive heat above 30°C, which can soften the powder and accelerate oxidative degradation.

Is Chlorzoxazone stable in tablet formulations with standard excipients?

Yes, when formulated with standard excipients and protected from moisture.

How is the impurity 6-chloro-2-benzoxazolinone (a process-related impurity) monitored?

This impurity is quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.
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