Metaxalone

Base Information

• Chemical Name: Metaxalone
• CAS No.: 1665-48-1
• Deprecated CAS: 105801-80-7
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• Hs Code.: 2934990002
• European Community (EC) Number: 216-777-6
• NSC Number: 758703,170959
• UNII: 1NMA9J598Y
• DSSTox Substance ID: DTXSID3023269
• Nikkaji Number: J7.549C
• Wikipedia: Metaxalone
• Wikidata: Q6823309
• NCI Thesaurus Code: C47606
• RXCUI: 59078
• Metabolomics Workbench ID: 42978
• ChEMBL ID: CHEMBL1079604
• Mol file: 1665-48-1.mol

Synonyms:AHR 438;metaxalone;Skelaxin

Chemical Property of Metaxalone

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 2.03E-08mmHg at 25°C
• Melting Point: 121-123 °C
• Refractive Index: 1.524
• Boiling Point: 453.6 °C at 760 mmHg
• PKA: 12.26±0.40(Predicted)
• Flash Point: 228.2 °C
• PSA: 47.56000
• Density: 1.138 g/cm³
• LogP: 2.11940
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO: ≥2mg/mL (warmed to 60 °C)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

98%,99%, ^*data from raw suppliers

Metaxalone-d6 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

Useful:

• Drug Classes: Muscle Relaxants
• Canonical SMILES: CC1=CC(=CC(=C1)OCC2CNC(=O)O2)C
• Recent ClinicalTrials: Ibuprofen Plus Metaxolone, Tizanidine, or Baclofen for Low Back Pain
• Uses: It is a muscle relaxant used to relax muscles and relieve pain muscle relaxant (skeletal) For the treatment of painful peripheral musculoskeletal conditions and spasticity from upper motor neuron syndromes. 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]
• Therapeutic Function: Muscle relaxant

Technology Process of Metaxalone

There total 7 articles about Metaxalone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2,4-Xylenol (105-67-9) + teroxirone (2451-62-9,28825-96-9,240408-78-0) → metaxalone (1665-48-1)

Guidance literature:

With potassium hydroxide; 4-methyl-2-pentanone; at 0 - 120 ℃; for 3 - 4h;

Reference yield: 92.0%

1-amino-3-(3,5-dimethylphenoxy)-2-propanol (66766-07-2) + methyl carbamate (598-55-0) → metaxalone (1665-48-1)

Guidance literature:

With potassium hydroxide; at 145 - 150 ℃; for 10h; Product distribution / selectivity;

Reference yield: 81.0%

teroxirone (2451-62-9,28825-96-9,240408-78-0) + 3,5-Dimethylphenol (108-68-9,50356-23-5) → metaxalone (1665-48-1)

Guidance literature:

With sodium hydroxide; In water; ethyl acetate; acetone;

upstream raw materials:

3-(3,5-dimethyl-phenoxy)-propane-1,2-diol

urea

4-acetamidophenyl N-<3-(3,5-dimethylphenoxy)-2-hydroxypropyl>carbamate

1-amino-3-(3,5-dimethylphenoxy)-2-propanol

Refernces

• 1、 -. "METHOD OF PREPARATION OF METAXALONE". Page/Page column 14-15. . Retrieved 2012/08/27.
• 2、 -. "SUBSTITUTED OXAZOLIDINONES". Page/Page column 28. . Retrieved 2009/10/31.