Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00428)
Name
Mexiletine
Synonyms    Click to Show/Hide the Synonyms of This API
Mexiletine; 31828-71-4; 1-(2,6-dimethylphenoxy)propan-2-amine; Mexitil; Mexiletina; Mexiletinum; Mexilitine; Mexiletinum [INN-Latin]; Mexiletina [INN-Spanish]; 1-(2,6-Dimethylphenoxy)-2-propanamine; 2-Propanamine, 1-(2,6-dimethylphenoxy)-; 1-Methyl-2-(2,6-xylyloxy)ethylamine; ETHYLAMINE, 1-METHYL-2-(2,6-XYLYLOXY)-; 2-(2-aminopropoxy)-1,3-dimethylbenzene; 1-(2,6-Dimethylphenoxy)-2-aminopropane; 1-(2',6'-Dimethylphenoxy)-2-aminopropane; CHEMBL558; 1-methyl-2-(2,6-xylyloxy)ethanamine; CHEBI:6916; (2RS)-1-(2,6-dimethylphenoxy)-2-aminopropane; 1-(2,6-Dimethylphenoxy)-2-amino propane; Mexiletine [INN:BAN]; Mexiletine (INN); 1-(2,6-Xylyloxy)-2-aminopropane; 1-(2',6'-dimethyl-phenoxy)-2-amino-propane; NCGC00015659-06; EINECS 250-825-7; BRN 2092205; Mexitil (Salt/Mix); Mexiletinehydrochloride; Spectrum_001602; Prestwick0_000241; Prestwick1_000241; Prestwick2_000241; Prestwick3_000241; Spectrum3_000727; Spectrum4_000795; Spectrum5_001279; (+-)-1-(2,6-dimethylphenoxy)propan-2-amine; Lopac0_000784; SCHEMBL16081; BSPBio_000022; BSPBio_002254; KBioGR_001270; KBioSS_002082; DivK1c_000834; SPBio_002241; BPBio1_000026; GTPL2629; DTXSID8048446; KBio1_000834; KBio2_002082; KBio2_004650; KBio2_007218; KBio3_001474; NINDS_000834; Mexiletine hydrochloride (Salt/Mix); BDBM50117271; MFCD00792471; SBB070242; AKOS015890265; CCG-204869; DB00379; MCULE-1930292316; NE17727; SDCCGSBI-0050762.P004; 1-(2,6-dimethylphenoxy)prop-2-ylamine; IDI1_000834; NCGC00015659-02; NCGC00015659-03; NCGC00015659-04; NCGC00015659-05; NCGC00015659-07; NCGC00015659-08; NCGC00015659-09; NCGC00015659-10; NCGC00015659-11; NCGC00015659-13; NCGC00015659-23; NCGC00162253-01; NCGC00162253-02; 1-(2,6-dimethylphenoxy)-2-propanolamine; 2-Amino-1-(2,6-dimethylphenoxy)propane; SBI-0050762.P003; 2-(2,6-dimethylphenoxy)-1-methylethylamine; AB00053683; FT-0605484; FT-0658952; 2-(2,6-dimethylphenoxy)-1-methyl-ethylamine; EN300-54300; 2-(2,6-Dimethyl-phenoxy)-1-methyl-ethylamine; C07220; D08215; (+/-)-1-(2,6-dimethylphenoxy)propan-2-amine; AB00053683_10; AB00053683_11; 828M714; Q420377; W-106874; BRD-A64092382-003-04-3; BRD-A64092382-003-09-2; Z818727398; 2-(2,6-Dimethyl-phenoxy)-1-methyl-ethylamine(Mexiletine)
Clinical Status
Approved
Disease Indication Ventricular tachyarrhythmia ICD-11: BC71 [1]
PubChem CID
4178
Formula
C11H17NO
Canonical SMILES
CC1=C(C(=CC=C1)C)OCC(C)N
InChI
1S/C11H17NO/c1-8-5-4-6-9(2)11(8)13-7-10(3)12/h4-6,10H,7,12H2,1-3H3
InChIKey
VLPIATFUUWWMKC-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=4178"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 179.26 Topological Polar Surface Area 35.2
XlogP 2.1 Complexity 139
Heavy Atom Count 13 Rotatable Bond Count 3
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Mexiletine 150 mg capsule Click to Show/Hide the Full List of Formulation(s):          2 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
D&c red no. 28; D&c yellow no. 10; Fd&c red no. 40; Butyl alcohol; Fd&c blue no. 1; Fd&c blue no. 2; Fd&c yellow no. 6; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Alcohol; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   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
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             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
D&c red no. 28; D&c yellow no. 10; Fd&c red no. 40; Butyl alcohol; Fd&c blue no. 1; Fd&c blue no. 2; Fd&c yellow no. 6; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Alcohol; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company AvKARE; Carilion Materials Management; Teva 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]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
          Mexiletine 200 mg capsule 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
D&c yellow no. 10; Fd&c red no. 40; Butyl alcohol; Fd&c blue no. 1; Fd&c blue no. 2; Fd&c yellow no. 6; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Alcohol; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company AvKARE; Avera McKennan Hospital; Carilion Materials Management; Teva 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]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
          Mexiletine 250 mg capsule 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
D&c yellow no. 10; Fd&c red no. 40; Butyl alcohol; Fd&c blue no. 1; Fd&c blue no. 2; Fd&c yellow no. 6; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Propylene glycol; Titanium dioxide; Silicon dioxide; Alcohol; Gelatin; Shellac; Starch, corn
                   Dosage Form Oral Capsule
                   Company AvKARE; Carilion Materials Management; Teva 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]
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [3]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [4]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
References
1 FDA label for approved mexiletine 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 Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein. J Med Chem. 2004 Mar 11; 47(6):1413-22.
5 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
6 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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