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Chlorzoxazone

Chlorzoxazone Structure
CAS No.
95-25-0
Chemical Name:
Chlorzoxazone
Synonyms
Chloroxazone;Chlorzoxazon;5-CHLOROBENZO[D]OXAZOL-2(3H)-ONE;Mioran;Paraflex;CLORZOXAZONE;CHLOROZOXAZONE;Parafon Forte DSC;Chlorzoxazone-13C,15N,D2;5-chloro-3H-1,3-benzoxazol-2-one
CBNumber:
CB0392987
Molecular Formula:
C7H4ClNO2
Molecular Weight:
169.57
MOL File:
95-25-0.mol
Modify Date:
2024/11/17 8:48:38

Chlorzoxazone Properties

Melting point 191-192 °C (lit.)
Density 1.3771 (rough estimate)
refractive index 1.5557 (estimate)
storage temp. room temp
solubility DMSO: soluble50mg/mL, clear
pka pKa 8.3 (Uncertain)
form Powder
color white to off-white
Water Solubility 0.1 g/100 mL
Merck 14,2194
LogP 1.816 (est)
CAS DataBase Reference 95-25-0(CAS DataBase Reference)
NIST Chemistry Reference Chlorzoxazone(95-25-0)
EPA Substance Registry System Chlorzoxazone (95-25-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn,T,Xi
Risk Statements  22-36/37/38-20/21/22
Safety Statements  26-36-24/25-37/39
WGK Germany  3
RTECS  DM5250000
Hazard Note  Toxic/Irritant
TSCA  Yes
HazardClass  IRRITANT
HS Code  29349990
Toxicity LD50 in mice (mg/kg): 3650 orally, 380 i.p. (suspensions); 440 orally, 183 i.p. (solns of Na salt) (Hofrichter)
NFPA 704
1
2 0

Chlorzoxazone price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C4397 Chlorzoxazone 95-25-0 25G ₹8898.15 2022-06-14 Buy
Sigma-Aldrich(India) PHR1919 Chlorzoxazone Pharmaceutical Secondary Standard; Certified Reference Material 95-25-0 500MG ₹19863.88 2022-06-14 Buy
Sigma-Aldrich(India) C4397 Chlorzoxazone 95-25-0 100G ₹24377.9 2022-06-14 Buy
TCI Chemicals (India) C2237 Chlorzoxazone min. 98.0 % 95-25-0 25G ₹2400 2022-05-26 Buy
Product number Packaging Price Buy
C4397 25G ₹8898.15 Buy
PHR1919 500MG ₹19863.88 Buy
C4397 100G ₹24377.9 Buy
C2237 25G ₹2400 Buy

Chlorzoxazone Chemical Properties,Uses,Production

Description

Chlorzoxazone is a muscle relaxant. It acts by blocking nerve impulses or pain sensations that are sent to brain. Typically, it is used together with rest and physical therapy to treat skeletal muscle conditions such as pain or injury. Chlorzoxazone, 5-chloro-2-benzoxazolione, is synthesized by a heterocyclization reaction of 2-amino-4-chlorophenol with phosgene. Skeletal muscle relaxants have conventionally been classified into one group; however, they are actually a heterogeneous group of medications commonly used to treat two different types of underlying conditions – spasticity from upper motor neuron syndromes and muscular pain or spasms from peripheral musculoskeletal conditions. Medications classified as skeletal muscle relaxants are baclofen, carisoprodol, chlorzoxazone, cyclobenzaprine, dantrolene, metaxalone, methocarbamol, orphenadrine, and tizanidine. These drugs may impair mental and/or physical abilities required for driving vehicles. As a class, skeletal muscle relaxants have central nervous system (CNS)-related side effects: drowsiness, dizziness, decreased alertness, blurred vision, and ataxia. Their use has been associated with a twofold increase in the risk for motor vehicle crashes. Muscle relaxants are included in the ‘Beers List’ of potentially inappropriate medications in older adults. Most muscle relaxants are poorly tolerated by elderly patients because they cause anticholinergic adverse effects, sedation, and weakness. Although extremely uncommon, this compound may yield to idiosyncratic and unpredictable type of liver toxicity. The concomitant use of alcohol or other CNS depressants may have an additive effect. Individuals on chlorzoxazone containing drugs should be monitored for abnormal liver enzymes (e.g., aspartate transaminase (AST), alanine transaminase (ALT), alkaline phosphatase, bilirubin, etc.).

Chemical Properties

White to Off-White Solid

Uses

Chlorzoxazone is a benzoxazolone derivative that causes skeletal muscle relaxation and blocks spasticity in clinical studies. Chlorzoxazone enhances small and intermediate conductance calcium-activated potassium channels (EC50s = 87 and 98 μM for KCa2.2 and KCa3.1, respectively). The cytochrome P450 isoform CYP2E1 converts chlorzoxazone to 6-hydroxy chlorzoxazone . The urinary excretion of this 6-hydroxy metabolite is often used as a probe of CYP2E1 activity in studies of hepatotoxicity.

Definition

ChEBI: A member of the class of 1,3-benzoxazoles that is 1,3-benzoxazol-2-ol in which the hydrogen atom at position 5 is substituted by chlorine. A centrally acting muscle relaxant with sedative properties, it is used for the symptomatic treatment of painful mus le spasm.

General Description

Chlorzoxazone is a centrally active muscle relaxant used to treat painful muscle spasms linked to musculoskeletal disorders, such as fibrositis, bursitis, myositis, spondylitis, etc.
Pharmaceutical secondary standard for application in quality control. Provides pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Environmental Fate

Chlorzoxazone ismetabolized by the CYP1A2 and CYP2E1 microsomal enzymes to a toxic metabolite 6-hydroxychlorzoxazone.

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