Basic information
- Name:
2-Oxazolidinone,5-[(3,5-dimethylphenoxy)methyl]-
- Superlist Name:
- Metaxalone
- CAS No.:
1665-48-1
- Molecular Structure:
![Molecular Structure of 1665-48-1 (2-Oxazolidinone,5-[(3,5-dimethylphenoxy)methyl]-)](http://www.lookchem.com/300w/2010/0619/1665-48-1.jpg)
- Formula:
- C12H15NO3
- Synonyms:
- 2-Oxazolidinone,5-[(3,5-xylyloxy)methyl]- (6CI,7CI,8CI);5-[(3,5-Dimethylphenoxy)methyl]-2-oxazolidinone;5-[(3,5-Xylyloxy)methyl]-2-oxazolidinone;AHR 438;Metaxalon;Metazalone;Metazolone;NSC 170959;Skelaxin;Zorane;
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Chemistry
IUPAC Name: 5-[(3,5-Dimethylphenoxy)methyl]-1,3-oxazolidin-2-one
Synonyms: 2-Oxazolidinone, 5-[(3,5-dimethylphenoxy)methyl]- ; 5-[(3,5-Dimethylphenoxy)methyl]-1,3-oxazolidin-2-on ; 5-[(3,5-Dimethylphenoxy)methyl]-1,3-oxazolidin-2-one ; 5-[(3,5-Diméthylphénoxy)méthyl]-1,3-oxazolidin-2-one ; 5-{[(3,5-Dimethylphenyl)oxy]methyl}-1,3-oxazolidin-2-one
Product Categories: Various Metabolites and Impurities;Metabolites & Impurities;Isotope Labeled Compounds
Molecular Structure of Metaxalone (CAS NO.1665-48-1) : 
Molecular Formula of Metaxalone (CAS NO.1665-48-1) : C12H15NO3
Molecular Weight of Metaxalone (CAS NO.1665-48-1) : 221.25
CAS NO: 1665-48-1
EINECS : 216-777-6
Melting point: 121-123°C
Index of Refraction: 1.524
Surface Tension: 38.1 dyne/cm
Density: 1.138 g/cm3
Flash Point: 228.2 °C
Enthalpy of Vaporization: 71.31 kJ/mol
Boiling Point: 453.6 °C at 760 mmHg
Vapour Pressure: 2.03E-08 mmHg at 25°C
Appearance:White Crystalline Solid
Uses
Metaxalone (CAS NO.1665-48-1)(marketed by King Pharmaceuticals under the brand name Skelaxin) is a muscle relaxant used to relax muscles and relieve pain caused by strains, sprains, and other musculoskeletal conditions.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 490mg/kg (490mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 261, 1972. | |
| mouse | LD50 | oral | 1690mg/kg (1690mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: REGIDITY SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 233, Pg. 326, 1978. |
| rat | LD50 | intraperitoneal | 515mg/kg (515mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 242, 1967. | |
| rat | LD50 | oral | 775mg/kg (775mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 261, 1972. |
Specification
1.Its exact mechanism of action is not known, but it may be due to general central nervous system depression. It is considered to be a moderately strong muscle relaxant, with relatively low incidence of side effects. Skelaxin comes in an 800 mg scored tablet. It previously came in both 400 mg and 800 mg tablets. The 400 mg tablet has been discontinued. Possible side effects include nausea, vomiting, drowsiness and CNS side effects such as dizziness, headache, and irritability.
2.Metaxalone exhibits increased bioavailability when taken with food.[1] Specifically, in one study, compared to fasted conditions, the presence of food at the time of drug administration increased C(max) by 177.5% and increased AUC(last) by 123.5% and AUC(inf) by 115.4%.[2] Thus, based on the information in the labeling, patients receiving metaxalone therapy are directed to take metaxalone with food, and are informed that taking metaxalone with food results in an increase in the oral bioavailability of metaxalone compared to taking metaxalone without food.
3.Because of potential for side effects, this drug is on the list for High Risk Medications in the elderly. (See NCQA’s HEDIS Measure: Use of High Risk Medications in the Elderly,
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