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Metaxalone information


Metaxalone
Clinical data
Trade namesSkelaxin
AHFS/Drugs.comMonograph
MedlinePlusa682010
License data
  • US DailyMed: Metaxalone
Routes of
administration
By mouth
ATC code
  • None
Legal status
Legal status
  • US: ℞-only[1]
Pharmacokinetic data
BioavailabilityUnknown
MetabolismLiver
Elimination half-life9.2 ± 4.8 hours
ExcretionKidney
Identifiers
IUPAC name
  • 5-[(3,5-dimethylphenoxy)methyl]-1,3-oxazolidin-2-one
CAS Number
  • 1665-48-1 checkY
PubChem CID
  • 15459
IUPHAR/BPS
  • 7609
DrugBank
  • DB00660 checkY
ChemSpider
  • 14709 checkY
UNII
  • 1NMA9J598Y
KEGG
  • D00773 checkY
ChEMBL
  • ChEMBL1079604 checkY
CompTox Dashboard (EPA)
  • DTXSID3023269 Edit this at Wikidata
ECHA InfoCard100.015.253 Edit this at Wikidata
Chemical and physical data
FormulaC12H15NO3
Molar mass221.256 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C2OC(COc1cc(cc(c1)C)C)CN2
InChI
  • 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) checkY
  • Key:IMWZZHHPURKASS-UHFFFAOYSA-N checkY
  (verify)

Metaxalone, sold under the brand name Skelaxin, is a muscle relaxant medication used to relax muscles and relieve pain caused by strains, sprains, and other musculoskeletal conditions.[1] Its exact mechanism of action is not known, but it may be due to general central nervous system depression.[1] It is a moderately strong muscle relaxant, with relatively low incidence of side effects.[citation needed]

Common side effects include nausea, vomiting, drowsiness, and central nervous system (CNS) side effects, such as dizziness, headache, and irritability.[1]

The metabolism of metaxalone involves enzymes CYP1A2 and CYP2C19 in the cytochrome P450 system. [medical citation needed] Because many medications are metabolized by enzymes in this system, precaution must be taken when administering it with other medications involving the P450 system to avoid interactions.[2]

Because of the potential for side effects, this drug is considered high risk in the elderly.[medical citation needed]

  1. ^ a b c d "Skelaxin- metaxalone tablet". DailyMed. U.S. National Library of Medicine. 27 April 2018. Retrieved 23 October 2020.
  2. ^ US 7378434, Du J, Roberts RH, "Metaxalone products, method of manufacture, and method of use", issued 27 May 2008, assigned to Takeda Pharmaceuticals USA Inc. 

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Metaxalone

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Metaxalone, sold under the brand name Skelaxin, is a muscle relaxant medication used to relax muscles and relieve pain caused by strains, sprains, and...

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Muscle relaxant

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and Drug Administration (FDA) approved the use of carisoprodol in 1959, metaxalone in August 1962, and cyclobenzaprine in August 1977. Other skeletal muscle...

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Chlorzoxazone

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as a generic medication. Like metaxalone, its mechanism of action is still in question. It is believed that metaxalone works by altering serotonin levels...

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Methocarbamol

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medication is relatively inexpensive, costing less than the alternative metaxalone in 2016. Methocarbamol without other ingredients is sold under the brand...

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Antispasmodic

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distinct from its metabolites. Effectiveness has not been clearly shown for metaxalone, methocarbamol, chlorzoxazone, baclofen, or dantrolene. Applicable conditions...

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Mephenoxalone

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treatment for nervousness and anxiety. Chlorphenesin Guaifenesin Mephenesin Metaxalone Methocarbamol Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias...

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Methaqualone

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Pentobarbital

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Promethazine

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Dimenhydrinate

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Psychiatry

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Kava

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Cannabis

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Phenibut

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Doxylamine

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Ethchlorvynol

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Benzodiazepine

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Serotonin syndrome

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linezolid, dextromethorphan, 5-hydroxytryptophan, chlorpheniramine, risperidone, olanzapine, ondansetron, granisetron, metoclopramide, ritonavir, metaxalone...

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Phenobarbital

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Amitriptyline

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Lorazepam

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Barbiturate

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Hydroxyzine

Last Update:

Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Mirtazapine

Last Update:

Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Temazepam

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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Flunitrazepam

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Guaifenesin-related muscle relaxants Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine) Passion flower Scopolamine...

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