Chlorzoxazone
Chlorzoxazone
CAS: 95-25-0
Molecular Formula: C7H4ClNO2
Chlorzoxazone - Names and Identifiers
| Name | Chlorzoxazone |
| Synonyms | Mioran Miotran Escoflex Biomioran Myoflexin Myoflexine Chlorzoxazon Chlorzoxazone 2-Benzothiazolinone 5-chloro-2-benzoxazolone component of Parafon Forte 5-Chloro-2(3H)-benzoxazolone |
| CAS | 95-25-0 |
| EINECS | 202-403-9 |
| InChI | InChI=1/C7H4ClNO2/c8-4-1-2-6-5(3-4)9-7(10)11-6/h1-3H,(H,9,10) |
Chlorzoxazone - Physico-chemical Properties
| Molecular Formula | C7H4ClNO2 |
| Molar Mass | 169.57 |
| Density | 1.3771 (rough estimate) |
| Melting Point | 191-192 °C (lit.) |
| Water Solubility | 0.1 g/100 mL |
| Solubility | DMSO 34 mg/mL;Water <1 mg/mL;Ethanol 34 mg/mL. Soluble in ammonia, soluble in methanol, ethanol, isopropanol, slightly soluble in water. |
| Appearance | White to off-white crystalline powder |
| Color | white to off-white |
| Merck | 14,2194 |
| pKa | pKa 8.3 (Uncertain) |
| Storage Condition | room temp |
| Refractive Index | 1.5557 (estimate) |
| MDL | MFCD00005717 |
| Physical and Chemical Properties | This product is white or almost white crystalline or crystalline powder, odorless, tasteless. This product is soluble in dimethylformamide, dissolved in methanol, ethanol or acetone, slightly soluble in ether, almost insoluble in water, dissolved in sodium hydroxide solution. The melting point of this product is 189-194°C. |
| Use | The central muscle relaxant is used for soft tissue pain caused by various chronic sprains, contusions, muscle strains, etc., and muscle spasm pain caused by the central nerve. |
Chlorzoxazone - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | DM5250000 |
| TSCA | Yes |
| HS Code | 29349990 |
| Hazard Note | Toxic/Irritant |
| Hazard Class | IRRITANT |
| Toxicity | LD50 in mice (mg/kg): 3650 orally, 380 i.p. (suspensions); 440 orally, 183 i.p. (solns of Na salt) (Hofrichter) |
Chlorzoxazone - Reference
| Reference Show more | 1. Jiang Zhihui, Zhang Jingmiao, Qu Yicheng, etc. Effect of essential oil of tangyin North AI on CYP450 enzyme activity and expression in rats [J]. Journal of Animal Science and Veterinary Medicine, 2019, v.46(11): 32-320. 2. Jingxian Jianghai Chen Chen. Simultaneous determination of six CYP450 probe drugs in rat plasma by UPLC-MS method [J]. Journal of Shaanxi University of Technology (Natural Science Edition) 2018 34(01):59-65. 3. Wei Wenzeng, Zhao Ningning, Lin Yingyan, Wang Jin, Wang Gong. Evaluation of the effect of ethanol extract of Antrodia camphorata on the activity of human CYP450 by Cocktail probe [J]. Science and Technology Wind, 2021(03):139-140. 4. Wei Wenzeng, Zhao Ningning, Lin Yingyan, Wang Jin, Wang Gong. Evaluation of the effect of ethanol extract of Antrodia camphorata on the activity of human CYP450 by Cocktail probe [J]. Science and Technology Wind, 2021(03):139-140. 5. [IF = 5.275] Kai Wang et al.Drug-drug interactions induced by Linderane based on mechanism-based inactivation of CYP2C9 and the molecular mechanism. Bioorg Chem. 2022 Jan;118:105478 6. Zhang Tingting et al [IF = 2.193]. "Quantification of dicofenac, Tolbutamide, and Warfarin as Typical CYP2C9 Substrates in Rat Plasma by UPLC-MS/MS and Its Application to Evaluate Linderane-Mediated Herb-Drug Interactions."J Anal Methods Chem. 2022;2022:1900037 7. [IF=5.811] Jiang XL et al."Hepatoprotective Effect of Oplopanax elatus Nakai Adventitious Roots Extract by Regulating CYP450 and PPAR Signaling Pathway.."Frontiers in Pharmacology. 2022 May;13:761618-761618 |
Chlorzoxazone - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| skeletal muscle relaxant | chlorzoxazone is an orally effective central skeletal muscle relaxant, the chemical structure is completely different from all other muscle relaxants, mainly by acting on the spinal cord and cerebral subcortical centers, inhibiting the polysynaptic reflex associated with muscle spasm, relieves pain due to spasticity and increases the flexibility of affected muscles. Acetaminophen is a non-steroidal antipyretic analgesic, which may mainly produce analgesic and antipyretic effects by inhibiting the synthesis of prostaglandins. The study of muscle relaxant effect in mice by net-climbing method showed that compound chlorzoxazone had obvious dose-dependent muscle relaxant effect and had a good protective effect on strychnine-induced convulsion in mice, the effect of chlorzoxazone was enhanced by the presence of paracetamol in Composite Chlorzoxazone Tablets. Hot-plate analgesia test showed that compound chlorzoxazone had obvious analgesic effect in a dose-dependent manner, and also had obvious antagonistic effect on the painful writhing response induced by potassium antimony tartrate in mice, and showed a good dose-effect relationship, the test results show that acetaminophen and chlorzoxazone have analgesic synergistic effect. |
| pharmacokinetics | This product is completely absorbed through the digestive tract, and the blood concentration reaches the peak value in 1.5-2 hours, which is distributed in the muscle, kidney, liver, brain and fat, to 6 hours of drug concentration decreased significantly, the goods in the body almost all catabolism. The elimination half-life is approximately 1 hour. |
| indications/indications | chlorzoxazone is suitable for all kinds of acute and chronic soft tissue (muscle, ligament, fascia) sprain, contusion, muscle soreness after exercise, pain caused by muscle strain, muscle spasm caused by Central neuropathy, and chronic fasciitis. |
| synthetic method of chlorzoxazone | with 2, 5-dichloronitrobenzene as raw material, after hydrolysis, after the reduction reaction, 2-amino-4-chlorophenol was obtained, which was then subjected to cyclization reaction in hydrochloric acid to give chlorzoxazone in an overall yield of 84%. |
| drug interaction | when combined with phenothiazines, barbituric acid derivatives and other central inhibitory drugs and monoamine oxidase inhibitory drugs, should reduce the amount of this product. |
| adverse reactions | occasional mild drowsiness, dizziness, Nausea, palpitations, weakness, upper abdominal pain and other reactions, in case of allergic reactions should be discontinued, the above adverse reactions are generally mild, can disappear or remission after withdrawal. |
| Use | pharmaceutical intermediates. The Central muscle relaxant is used for soft tissue pain caused by various chronic sprains, contusions, muscle strains and the like, and muscle spasm pain caused by the central nerve and the like. |
| production method | prepared from 2-amino-5-chlorobenzoxazole as raw material. |
| category | toxic substances |
| toxicity grade | high toxicity |
| Acute toxicity | oral-rat LD50: 763 mg/kg; Oral-mouse LD50: 440 mg/kg |
| flammability hazard characteristics | thermal decomposition of toxic nitrogen oxides, chloride smoke |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored separately from food raw materials |
| fire extinguishing agent | water, carbon dioxide, foam, dry powder |
Last Update：2024-04-10 22:29:15
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