Metaxalone

Metaxalone Basic information
Product Name:Metaxalone
Synonyms:5-[(3,5-dimethylphenoxy)methyl]oxazolidin-2-one;2-Oxazolidinone, 5-((3,5-xylyloxy)methyl)-;2-Oxazolidinone, 5-[(3,5-dimethylphenoxy)methyl]-;5-((3,5-dimethylphenoxy)methyl)-2-oxazolidinon;5-((3,5-Dimethylphenoxy)methyl)-2-oxazolidinone;5-((3,5-xylyloxy)methyl)-2-oxazolidinon;5-((3,5-Xylyloxy)methyl)-2-oxazolidinone;5-(3,5-Xyloloxymethyl)oxazolidin-2-one
CAS:1665-48-1
MF:C12H15NO3
MW:221.25
EINECS:216-777-6
Product Categories:SKELAXON;Various Metabolites and Impurities;Metabolites & Impurities;Isotope Labeled Compounds;Isotope Labelled Compounds
Mol File:1665-48-1.mol
Metaxalone Structure
Metaxalone Chemical Properties
Melting point 121-1230C
Boiling point 225°C/1.5mmHg(lit.)
density 1.1514 (rough estimate)
refractive index 1.5200 (estimate)
Fp 9 °C
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility DMSO: ≥2mg/mL (warmed to 60 °C)
form powder
pka12.26±0.40(Predicted)
color white to tan
BCS Class2
InChIKeyIMWZZHHPURKASS-UHFFFAOYSA-N
CAS DataBase Reference1665-48-1(CAS DataBase Reference)
NIST Chemistry ReferenceMetaxalone(1665-48-1)
EPA Substance Registry System2-Oxazolidinone, 5-[(3,5-dimethylphenoxy)methyl]- (1665-48-1)
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 7-16-36/37-45
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 3
RTECS RQ3850000
HS Code 2934990002
Hazardous Substances Data1665-48-1(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Metaxalone English
Metaxalone Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
OriginatorSkelaxin,Robins,US,1962
UsesIt is a muscle relaxant used to relax muscles and relieve pain
Usesmuscle relaxant (skeletal)
UsesFor the treatment of painful peripheral musculoskeletal conditions and spasticity from upper motor neuron syndromes.
UsesMetaxalone is a skeletal muscle relaxant that has applications in reducing muscle spasm, limitations in normal motion, and pain caused by musculoskeletal conditions. It is commonly used in combination with analgesics to address low back pain. The molecular or cellular actions of metaxalone is not known.[Cayman Chemical]
DefinitionChEBI: Metaxalone is an aromatic ether.
Manufacturing ProcessUrea (118 g, 1.96 mols) was added to 192 g (0.98 mol) of 3-(3',5'- dimethylphenoxy)-1,2-propane-diol which had previously been heated to 150°C. The reaction mixture was then heated rapidly to 195° to 200°C and maintained at this temperature for 5 hours with constant stirring. The resulting mixture was partitioned between water and ethyl acetate and the ethyl acetate layer was dried over sodium sulfate and concentrated. The residue was distilled in vacuo and the fraction boiling at 220° to 225°C/1.5 mm was collected. Yield, 172 g (79%). The distillate was crystallized from dry ethyl acetate; MP, 121.5° to 123°C.
Therapeutic FunctionMuscle relaxant
Metaxalone Preparation Products And Raw materials
Raw materials(R)-(-)-3-Chloro-1,2-propanediol-->3,3',5,5'-TETRAKIS(TRIFLUOROMETHYL)BENZHYDROL
Methylparaben Metandienone Methyl Linezolid Nabumetone Bensulfuron methyl N,N-Dimethylformamide Parathion-methyl Poly(dimethylsiloxane) Kresoxim-methyl Thiophanate-methyl N,N-Dimethyldodecylamine Diethoxydimethylsilane Chlormezanone Methyl salicylate Methyl acetate Methyl bromide METSULFURON METHYL

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