Introduction：Basic information about Metaxalone CAS 1665-48-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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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 |
| pka | 12.26±0.40(Predicted) |
| color | white to tan |
| BCS Class | 2 |
| InChI | 1S/C12H15NO3/c1-8-3-9(2)5-10(4-8)15-7-11-6-13-12(14)16-11/h3-5,11H,6-7H2,1-2H3,(H,13,14) |
| InChIKey | IMWZZHHPURKASS-UHFFFAOYSA-N |
| SMILES | Cc1cc(C)cc(OCC2CNC(=O)O2)c1 |
| CAS DataBase Reference | 1665-48-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Metaxalone(1665-48-1) |
| EPA Substance Registry System | 2-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 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Hazardous Substances Data | 1665-48-1(Hazardous Substances Data) |
Metaxalone Usage And Synthesis
| Chemical Properties | White Crystalline Solid |
| Originator | Skelaxin,Robins,US,1962 |
| Uses | It is a muscle relaxant used to relax muscles and relieve pain |
| Uses | muscle relaxant (skeletal) |
| Uses | For the treatment of painful peripheral musculoskeletal conditions and spasticity from upper motor neuron syndromes. |
| Uses | Metaxalone 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] |
| Definition | ChEBI: Metaxalone is an aromatic ether. |
| Manufacturing Process | Urea (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 Function | Muscle relaxant |
| Biological Activity | Metaxalone is a muscle relaxant. The mechanism of action of metaxalone in humans is not fully understood. It was suggested th at it acts through general central nervous system depression. ', 'Metaxalone is effective to relieve pain due to acute skeletal muscle pain caused due to musculoskeletal conditions and sprains. |
| References | [1] Patent: US2007/185177, 2007, A1. Location in patent: Page/Page column 8 |
Metaxalone Preparation Products And Raw materials
| Raw materials | (R)-(-)-3-Chloro-1,2-propanediol-->3,3',5,5'-TETRAKIS(TRIFLUOROMETHYL)BENZHYDROL-->3-(3,5-Dimethylphenoxy)propane-1,2-diol-->2-Propanol, 1-aMino-3-(3,5-diMethylphenoxy)--->2,4-Dimethylphenol-->1,3,5-Triglycidyl isocyanurate-->Methyl carbamate-->3,5-Dimethylphenol-->Urea |
