Chlorzoxazone Basic information

Skeletal muscle relaxants Pharmacokinetics Indications Chlorzoxazone synthesis Medicine interactions Side effects Uses Category Toxicity grading Acute toxicity Flammability and hazard properties Storage characteristics Extinguishing agent

Product Name: Chlorzoxazone

Synonyms: Chloroxazone;CHLORZOXAZONE;CLORZOXAZONE;5-CHLORO-2-BENZOXAZOLINONE;5-CHLORO-2-BENZOXAZOLONE;5-CHLORO-2-HYDROXYBENZOXAZOLE;5-chloro-2(3h)-benzoxazolone;5-CHLOROBENZO[D]OXAZOL-2(3H)-ONE

CAS: 95-25-0

MF: C7H4ClNO2

MW: 169.57

EINECS: 202-403-9

Product Categories: Oxazole&Isoxazole;Intermediates & Fine Chemicals;Pharmaceuticals;PARAFON

Mol File: 95-25-0.mol

Chlorzoxazone Structure

Chlorzoxazone Chemical Properties

Melting point 191-192 °C(lit.)

storage temp. -20°C Freezer

solubility DMSO: soluble50mg/mL, clear

form Powder

color white to off-white

Water Solubility 0.1 g/100 mL

Merck 14,2194

CAS DataBase Reference 95-25-0(CAS DataBase Reference)

NIST Chemistry Reference Chlorzoxazone(95-25-0)

EPA Substance Registry System 2(3H)-Benzoxazolone, 5-chloro-(95-25-0)

Safety Information

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

MSDS Information

Provider Language

5-Chloro-2(3H)-benzoxazolone English

SigmaAldrich English

ACROS English

ALFA English

Chlorzoxazone Usage And Synthesis

Skeletal muscle relaxants Chlorzoxazone is an orally active central skeletal muscle relaxant with its chemical structure being completely different with all the other muscle relaxants. It, mainly through acting on the central cerebral cortex and the spinal cord, inhibits the multi-synaptic reflection related to muscle spasms and produces muscle relaxation, further relieves the spasm caused pain and increase the flexibility of the muscles involved. Acetaminophen belongs to non-steroidal anti-inflammatory drugs and may mainly exert the analgesic and antipyretic effects through the inhibition of prostaglandin synthesis. Muscle relaxation studies through mouse traction test have demonstrated that the compound Chlorzoxazone showed a dose-dependent muscle relaxant effect with excellent protective effect on the strychnine-induced seizures in mice. The existence of paracetamol in the compound chlorzoxazone tablets can further enhance the effect of chlorzoxazone. Hot plate analgesic tests have showed the compound chlorzoxazone has a significant analgesic effect in a dose-dependent manner. It also has antagonism effect on the painful writhing of mice caused by antimony potassium tartrate in a good dose-response relationship. Test results have showed that acetaminophen and chlorzoxazone analgesic synergy. 

This information is edited by Xiongfeng Dai from Chemicalbook.

Pharmacokinetics This product can be completely absorbed by the digestive tract with the plasma concentration reaching peak at 1.5-2 hours. It is distributed in muscle, kidney, liver, brain and fat. After 6 hours, the drug concentration decreases significantly. Almost all of the goods can subject to in vivo catabolism with the elimination half-life being about 1 hour.

This information is edited by Xiongfeng Dai from Chemicalbook.

Indications Chlorzoxazone is suitable for the treatment of various kinds of acute and chronic soft tissue (muscles, ligaments and fascia) sprain, contusion, muscle pain after exercise, pain caused by muscle strain and the muscle spasms caused by the central nervous system lesions as well as chronic fasciitis.

Chlorzoxazone synthesis Take 2, 5-dichloro-nitrobenzene as raw material; go through hydrolysis, reduction reaction to give 2-amino-4-chloro-phenol, followed by cyclization reaction in hydrochloric acid to obtain the finished product of Chlorzoxazone with the total yield being 84%.

 

Medicine interactions When this product is used in combination with central inhibitory drugs such as phenothiazines and barbituric acid derivative and monoamine oxidase inhibition drugs, we should reduce the usage amount of this product.

Side effects There may be occasionally mild drowsiness, dizziness, nausea, heart palpitations, weakness, abdominal pain and other reactions. This drug should be discontinued in case of allergic reactions. These adverse reactions are generally mild and may go away automatically or alleviated after stopping using this drug.

Uses It can be used as pharmaceutical intermediates. 

It can be used as central muscle relaxants, for being applied to a variety of soft tissue pain caused by chronic sprain, contusion and muscle strain as well as muscle spasms and pain caused by the central nervous system and so on.

Category Toxic substances.

Toxicity grading Highly toxic.

Acute toxicity Oral-rat LD50: 763 mg/kg; Oral-Mouse LD50: 440 mg/kg.

Flammability and hazard properties Thermal decomposition can release nitrogen oxides and chlorides smoke.

Storage characteristics Treasury: ventilated, low temperature and dry; store it separately from food raw materials.

Extinguishing agent Water, carbon dioxide, foam, powder.

Chemical Properties White to Off-White Solid

Uses Muscle relaxant (skeletal)

Uses For the relief of discomfort associated with acute painful musculoskeletal conditions.

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.

Chlorzoxazone Preparation Products And Raw materials

Raw materials 4-Chlorophenol-->4-CHLORO-2-NITROPHENOL