Mexiletine

Mexiletine

Clinical data
Trade names	Mexitil, NaMuscla
AHFS/Drugs.com	Monograph
MedlinePlus	a607064
License data	US DailyMed: Mexiletine
Pregnancy category	AU: B1
Routes of administration	By mouth, intravenous
ATC code	C01BB02 (WHO)
Legal status
Legal status	CA: ℞-only[1] UK: POM (Prescription only) US: ℞-only EU: Rx-only
Pharmacokinetic data
Bioavailability	90%
Protein binding	50–60%
Metabolism	Liver (CYP2D6 and 1A2-mediated)
Elimination half-life	10–12 hours
Excretion	Kidney (10%)
Identifiers
IUPAC name (RS)-1-(2,6-dimethylphenoxy)propan-2-amine OR 2-(2-aminopropoxy)-1,3-dimethylbenzene
CAS Number	31828-71-4 Y
PubChem CID	4178
IUPHAR/BPS	2629
DrugBank	DB00379 Y
ChemSpider	4034 Y
UNII	1U511HHV4Z
KEGG	D08215 Y as HCl: D00639 Y
ChEBI	CHEBI:6916 Y
ChEMBL	ChEMBL558 Y
CompTox Dashboard (EPA)	DTXSID8048446
ECHA InfoCard	100.046.190
Chemical and physical data
Formula	C11H17NO
Molar mass	179.263 g·mol−1
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES O(c1c(cccc1C)C)CC(N)C
InChI InChI=1S/C11H17NO/c1-8-5-4-6-9(2)11(8)13-7-10(3)12/h4-6,10H,7,12H2,1-3H3 Y Key:VLPIATFUUWWMKC-UHFFFAOYSA-N Y
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Mexiletine (INN) (sold under the brand names Mexitil and Namuscla) is a medication used to treat abnormal heart rhythms, chronic pain, and some causes of muscle stiffness. Common side effects include abdominal pain, chest discomfort, drowsiness, headache, and nausea. It works as a non-selective voltage-gated sodium channel blocker and belongs to the Class IB group of anti-arrhythmic medications.^[2]