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Metaxalone

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Name

Metaxalone

EINECS 216-777-6
CAS No. 1665-48-1 Density 1.138 g/cm3
PSA 47.56000 LogP 2.11940
Solubility N/A Melting Point 121-123 °C
Formula C12H15NO3 Boiling Point 453.6 °C at 760 mmHg
Molecular Weight 221.256 Flash Point 228.2 °C
Transport Information N/A Appearance White crystalline solid
Safety 7-16-36/37-45 Risk Codes 11-23/24/25-39/23/24/25
Molecular Structure Molecular Structure of 1665-48-1 (Metaxalone) Hazard Symbols F,T
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;

Article Data 12

Metaxalone Chemical Properties

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

Metaxalone 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.

Metaxalone 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.

Metaxalone 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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