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1665-48-1

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1665-48-1 Usage

Chemical Properties

White Crystalline Solid

Originator

Skelaxin,Robins,US,1962

Uses

Different sources of media describe the Uses of 1665-48-1 differently. You can refer to the following data:
1. It is a muscle relaxant used to relax muscles and relieve pain
2. muscle relaxant (skeletal)
3. For the treatment of painful peripheral musculoskeletal conditions and spasticity from upper motor neuron syndromes.
4. 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]

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

Check Digit Verification of cas no

The CAS Registry Mumber 1665-48-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,6 and 5 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1665-48:
(6*1)+(5*6)+(4*6)+(3*5)+(2*4)+(1*8)=91
91 % 10 = 1
So 1665-48-1 is a valid CAS Registry Number.
InChI:InChI=1/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)

1665-48-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (M2578)  Metaxalone  >98.0%(GC)

  • 1665-48-1

  • 1g

  • 750.00CNY

  • Detail
  • TCI America

  • (M2578)  Metaxalone  >98.0%(GC)

  • 1665-48-1

  • 5g

  • 2,450.00CNY

  • Detail
  • USP

  • (1396149)  Metaxalone  United States Pharmacopeia (USP) Reference Standard

  • 1665-48-1

  • 1396149-200MG

  • 4,647.24CNY

  • Detail
  • Sigma

  • (SML0199)  Metaxalone  ≥98% (HPLC)

  • 1665-48-1

  • SML0199-10MG

  • 776.88CNY

  • Detail
  • Sigma

  • (SML0199)  Metaxalone  ≥98% (HPLC)

  • 1665-48-1

  • SML0199-50MG

  • 3,149.64CNY

  • Detail
  • Cerilliant

  • (M-074)  Metaxalone solution  1.0 mg/mL in methanol, ampule of 1 mL, certified reference material

  • 1665-48-1

  • M-074-1ML

  • 1,638.00CNY

  • Detail

1665-48-1Related news

Original ArticleKinetics study of Metaxalone (cas 1665-48-1) degradation under hydrolytic, oxidative and thermal stress conditions using stability-indicating HPLC method10/01/2019

An isocratic stability indicating RP-HPLC–UV method is presented for the determination of metaxalone (MET) in the presence of its degradation products. The method uses Dr. Maisch C18 column (250 mm×4.6 mm, 5 μm) with mobile phase consisting of acetonitrile–potassium dihydrogen orthophosphate...detailed

Solubilities of chlormezanone, Metaxalone (cas 1665-48-1) and methocarbamol in supercritical carbon dioxide09/27/2019

The solubilities of three active pharmaceutical ingredients (APIs) in supercritical carbon dioxide were measured in this study using a semi-flow apparatus. These APIs are chlormezanone (C11H12ClNO3S), metaxalone (C12H15NO3) and methocarbamol (C11H15NO5) that are all used as skeletal muscle relax...detailed

Screening and characterization of cocrystal formation of Metaxalone (cas 1665-48-1) with short-chain dicarboxylic acids induced by solvent-assisted grinding approach09/24/2019

A solvent-assisted grinding approach was used to investigate the possible cocrystal formation between metaxalone and short-chain dicarboxylic acids (HOOC(CH2)nCOOH, n = 0–3). Differential scanning calorimetry (DSC), Fourier transform infrared (FTIR) microspectroscopy, and powder X-ray diffracti...detailed

Short CommunicationQuantitative determination of Metaxalone (cas 1665-48-1) in human plasma by LC-MS and its application in a pharmacokinetic study09/09/2019

A simple and rapid method using liquid chromatography–mass spectrometry (LC-MS) for the determination of metaxalone in human plasma has been developed and validated. Letrozole was used as the internal standard (IS). The plasma samples were simply treated with acetonitrile which allowed the prec...detailed

Lower melting pharmaceutical cocrystals of Metaxalone (cas 1665-48-1) with carboxamide functionalities09/07/2019

Supramolecular reactions between a muscle relaxant drug, Metaxalone, 5-[(3,5-dimethylphenoxy)methyl]-2-oxazolidinone with a few carboxamides like nicotinamide, isonicotinamide, salicylamide and carboxylic acid coformers such as 3-hydroxybenzoic acid, 4-hydroxybenzoic acid resulted binary cocryst...detailed

1665-48-1Relevant articles and documents

Solid Phase Behavior, Polymorphism, and Crystal Structure Features of Chiral Drug Metaxalone

Bredikhin, Alexander A.,Zakharychev, Dmitry V.,Gubaidullin, Aidar T.,Bredikhina, Zemfira A.

, p. 6627 - 6639 (2018/11/21)

In addition to the previously known A-rac and B-rac polymorphs of the chiral drug metaxalone 1, an enantiopure A-(S)-form was obtained and studied. According to X-ray analysis, the crystalline organization of this form is close to the A-rac-1 polymorph. Crystallization of metaxalone melts is accompanied by the formation of a previously unknown metastable C-phase, which in the case of both racemic and enantiomeric samples are transformed into A-rac-1 or A-(S)-1. Analysis of the PXRD and IR spectra of crystalline samples revealed a similarity of the internal structure for the A-(S)-1, A-rac-1, C-(S)-1, and C-rac-1 crystalline forms and the essential difference of all of these phases from the B-rac-1 phase. According to the thermochemical data, the dependences of the change in the Gibbs free energy for all the phases studied are plotted in the interval from the melting point to 20 °C. Under standard conditions, the crystalline modifications of metaxalone, relative to δG0, form such a series: B-rac-1 A-(S)-1 ≈ A-rac-1 C-rac-1 C-(S)-1. A model that describes all the experimentally revealed features of metaxalone crystallization is proposed.

PROCESS FOR PREPARATION OF METAXALONE

-

Page/Page column 2, (2012/01/03)

An improved process for the preparation of Metaxalone of formula I wherein, reacting 3,5-dimethyl phenol with 3-chloro-1,2-propane diol in presence of a base, to produce 3-(3,5-dimethylphenoxy)propane-1,2-diol which is further reacted with urea in presence of polyalkylene glycol to obtain Metaxalone, which is optionally crystallized in ethyl acetate in presence of mineral acid.

METAXALONE SYNTHESIS

-

Page/Page column 2-4, (2008/06/13)

A process for preparing metaxalone comprising reacting 3-(3,5-dimethylphenoxy)-1-amino-2-propanol with methyl carbamate in the presence of a strong base to obtain metaxalone.

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