General Information of API (ID: D00404)
Name
Metaxalone
Synonyms    Click to Show/Hide the Synonyms of This API
METAXALONE; 1665-48-1; Skelaxin; Methaxalonum; Zorane; Metaxalon; Methoxolone; 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one; Metazalone; Metazolone; Metaxolone; AHR-438; 2-Oxazolidinone, 5-[(3,5-dimethylphenoxy)methyl]-; Metaxalonum [Latin]; Metassalone [DCIT]; 5-[(3,5-Dimethylphenoxy)methyl]-1,3-oxazolidin-2-one; Metaxalonum [INN-Latin]; Metaxalona [INN-Spanish]; AHR 438; 5-(3,5-Xyloloxymethyl)oxazolidin-2-one; CL 39,148; 2-Oxazolidinone, 5-((3,5-xylyloxy)methyl)-; NSC 170959; 5-[(3,5-Xylyloxy)methyl]-2-oxazolidinone; 5-((3,5-Dimethylphenoxy)methyl)-2-oxazolidinone; 5-[(3,5-dimethylphenoxy)methyl]oxazolidin-2-one; 5-((3,5-Xylyloxy)methyl)-2-oxazolidinone; MFCD00867700; MLS003106749; CHEBI:6797; 5-[(3,5-Dimethylphenoxy)methyl]-2-oxazolidinone; 2-Oxazolidinone, 5-((3,5-dimethylphenoxy)methyl)-; NSC170959; NSC-170959; NCGC00095116-01; DSSTox_CID_3269; 2-Oxazolidinone, 5-[(3,5-xylyloxy)methyl]-; 5-(3,5-dimethylphenoxymethyl)-2-oxazolidinone; DSSTox_RID_76949; DSSTox_GSID_23269; 5-(3,5-dimethylphenoxymethyl)-1,3-oxazolidin-2-one; Metaxalona [Spanish]; Metassalone; Metaxalona; Metaxalonum; CAS-1665-48-1; Metaxalone [USAN:INN:BAN]; HSDB 3236; SR-05000001978; EINECS 216-777-6; 5-((3,5-Dimethylphenoxy)methyl)-1,3-oxazolidin-2-one; BRN 0884592; .meta.Xalone; .meta.Zalone; .meta.Zolone; .meta.Xalon; Metaxalone solution; Skelaxin (TN); Spectrum_001741; SpecPlus_000656; Metaxalone (USP/INN); Spectrum2_000548; Spectrum3_001666; Spectrum4_000612; Spectrum5_001685; Oprea1_438855; SCHEMBL34908; BSPBio_003451; KBioGR_001164; KBioSS_002221; DivK1c_006752; SPECTRUM1504229; SPBio_000595; GTPL7609; CHEMBL1079604; DTXSID3023269; Metaxalone, >=98% (HPLC); KBio1_001696; KBio2_002221; KBio2_004789; KBio2_007357; KBio3_002671; HMS1922H07; HMS2093C22; Pharmakon1600-01504229; BCP28377; HY-B0678; Tox21_111428; WLN: T5MVOTJ D1OR C1 E1; 2-Oxazolidinone,5-xylyloxy)methyl]-; CCG-39592; NSC758703; STL450994; STL451511; AKOS009035315; Tox21_111428_1; DB00660; FS-3218; MCULE-3101469866; NSC-758703; 5-(3,5-xylyloxymethyl)-2-oxazolidone; NCGC00095116-02; NCGC00095116-03; NCGC00095116-05; AK-61006; BR-61006; SMR001821638; SY052772; SBI-0052859.P002; 2-Oxazolidinone,5-dimethylphenoxy)methyl]-; AB0063964; DB-043656; AM20060525; FT-0603568; 5-(3,5-dimethylphenoxy)methyl-2-oxazolidinone; C07934; D00773; S-2010; AB00053284_04; 665M481; A810747; J-010295; Q6823309; SR-05000001978-1; SR-05000001978-3; BRD-A94709349-001-02-6; BRD-A94709349-001-03-4; 5-[(3,5-Dimethylphenoxy)methyl]-1,3-oxazolidin-2-one #; 5-{[(3,5-dimethylphenyl)oxy]methyl}-1,3-oxazolidin-2-one; 5-[(3,5-dimethylphenoxy)methyl]-4,5-dihydro-1,3-oxazol-2-ol; Metaxalone, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Myalgia ICD-11: FB56 [1]
PubChem CID
15459
Formula
C12H15NO3
Canonical SMILES
CC1=CC(=CC(=C1)OCC2CNC(=O)O2)C
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
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=15459"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 221.25 Topological Polar Surface Area 47.6
XlogP 2.2 Complexity 247
Heavy Atom Count 16 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Metaxalone 800 mg tablet Click to Show/Hide the Full List of Formulation(s):        17 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Stearic acid; Sodium lauryl sulfate; Fd&c red no. 40; Magnesium stearate; Carboxymethylcellulose sodium; Silicon dioxide; Alginic acid; Aluminum oxide; Hydrogenated castor oil
                   Dosage Form Oral Tablet
                   Company California Pharmaceuticals; Lake Eire Medical & Surgical Supply DBA Quality Care Products; Lannett Company; RemedyRepack
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [3]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Carboxymethylcellulose sodium DIG Info Albendazole monooxygenase (EC50 = 12.6 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Calcium carbonate; Fd&c red no. 40; Sodium stearyl fumarate; Povidone; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Sodium starch glycolate type a corn
                   Dosage Form Oral Tablet
                   Company Gemini Pharmaceuticals; Solis Generic Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [7]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Calcium carbonate; Fd&c red no. 40; Sodium stearyl fumarate; Silicon dioxide; Hypromellose, unspecified; Microcrystalline cellulose; Povidone, unspecified; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [7]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 4 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Calcium carbonate; Fd&c red no. 40; Sodium stearyl fumarate; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Povidones; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Aidarex Pharmaceuticals; American Health Packaging; Amneal Pharmaceuticals; AvKARE; AvPAK; Blenheim Phamacal; BluePoint Laboratories; Clinical Solutions Wholesale; DirectRX; Lake Eire Medical & Surgical Supply DBA Quality Care Products; Preferred Pharamaceuticals; Proficient Rx
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [7]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 5 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Calcium carbonate; Sodium stearyl fumarate; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Povidones; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company RedPharm
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Calcium carbonate DIG Info Carbonic anhydrase IX (Ki = 8600 nM) [6]
Sodium stearyl fumarate DIG Info Leukemia K562 cells (IC50 = 20.2 ug.mL-1) [7]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 6 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Carminic acid; Magnesium stearate; Calcium alginate; Alginic acid; Starch, corn
                   Dosage Form Oral Tablet
                   Company Cardinal Health
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Carminic acid DIG Info Protein-tyrosine phosphatase 1B (IC50 = 15000 nM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 7 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c red no. 40; Magnesium stearate; Acacia; Alginic acid; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Eon Labs; Physicians Total Care; Preferred Pharamaceuticals; Rebel Distributors; St Marys Medical Park Pharmacy; Unit Dose Services
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 8 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c red no. 40; Magnesium stearate; Acacia; Alginic acid; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company RedPharm
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 9 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c red no. 40; Magnesium stearate; Acacia; Alginic acid; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company DirectRX
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 10 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c red no. 40; Magnesium stearate; Acacia; Alginic acid; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Northwind Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 11 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ferric oxide red; Sodium alginate; Alginic acid; Copovidone; Povidones; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company Dr Reddy's Laboratories; ScieGen Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Sodium alginate DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [9]
             Drug Formulation 12 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ammonium alginate; Calcium alginate; Alginic acid; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actavis Pharma; Preferred Pharamaceuticals; RemedyRepack; St Marys Medical Park Pharmacy
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 13 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Calcium alginate; Alginic acid; Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Bryant Ranch Prepack; Carilion Materials Management; CorePharma; DirectRX; PD-Rx Pharmaceuticals; Preferred Pharamaceuticals; RemedyRepack; Stat Rx USA; Unit Dose Services
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 14 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Alginic acid; Calcium; Starch, corn
                   Dosage Form Oral Tablet
                   Company Physicians Total Care; Preferred Pharamaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 15 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Alginic acid; Calcium; Starch, corn
                   Dosage Form Oral Tablet
                   Company Blenheim Phamacal; Dispensing Solution; H. J. Harkins Company; Lake Eire Medical & Surgical Supply DBA Quality Care Products; Rebel Distributors; St Marys Medical Park Pharmacy; Stat Rx USA
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 16 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Alginic acid; Starch, corn
                   Dosage Form Oral Tablet
                   Company Lake Eire Medical & Surgical Supply DBA Quality Care Products
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 17 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Alginic acid; Starch, corn
                   Dosage Form Oral Tablet
                   Company Keltman Pharmaceuticals; Stat Rx USA
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
          Metaxalone 400 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose monohydrate; Fd&c yellow no. 6; Magnesium stearate; Povidone k30; Alginic acid; Propylene glycol alginate
                   Dosage Form Oral Tablet
                   Company CorePharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
References
1 FDA label for approved metaxalone from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
4 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
6 Carbonic anhydrase inhibitors. Inhibition of isozymes I, II, IV, V, and IX with anions isosteric and isoelectronic with sulfate, nitrate, and carbonate. Bioorg Med Chem Lett. 2005 Feb 1; 15(3):567-71.
7 Synthesis and evaluation of (-)-Massoialactone and analogues as potential anticancer and anti-inflammatory agents. Eur J Med Chem. 2014 Apr 9; 76:291-300.
8 Evans Blue and other dyes as protein tyrosine phosphatase inhibitors. Bioorg Med Chem Lett. 2004 Apr 19; 14(8):1923-6.
9 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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