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Substance Name: Mexiletine [INN:BAN]
RN: 31828-71-4
UNII: 1U511HHV4Z
InChIKey: VLPIATFUUWWMKC-UHFFFAOYSA-N

Note

  • Antiarrhythmic agent pharmacologically similar to LIDOCAINE. It may have some anticonvulsant properties.

Molecular Formula

  • C11-H17-N-O

Molecular Weight

  • 179.261
 

Classification Codes

  • Anti-Arrhythmia Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Sodium Channel Blockers
  • Voltage-Gated Sodium Channel Blockers

Names and Synonyms

Name of Substance

  • Mexiletine
  • Mexiletine [INN:BAN]

MeSH Heading

  • Mexiletine

Synonyms

  • 1-Methyl-2-(2,6-xylyloxy)ethylamine
  • 2-Propanamine, 1-(2,6-dimethylphenoxy)-
  • BRN 2092205
  • EINECS 250-825-7
  • Mexiletina
  • Mexiletina [INN-Spanish]
  • Mexiletine
  • Mexiletinum
  • Mexiletinum [INN-Latin]
  • Mexitil
  • UNII-1U511HHV4Z

Systematic Names

  • 2-Propanamine, 1-(2,6-dimethylphenoxy)-
  • Ethylamine, 1-methyl-2-(2,6-xylyloxy)-
  • Mexiletine

Registry Numbers

CAS Registry Number

  • 31828-71-4

FDA UNII

  • 1U511HHV4Z

Related Registry Number

  • 5370-01-4 (hydrochloride)

System Generated Number

  • 0031828714

Structure Descriptors

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

Smiles

c1ccc(c(OC[C@@H](N)C)c1C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human LDLo oral 63mg/kg (63mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: NAUSEA OR VOMITING
Postgraduate Medical Journal, Supplement. Vol. 53(Suppl,
man TDLo oral 349mg/kg/4D-I (349mg/kg) BLOOD: THROMBOCYTOPENIA Annals of Internal Medicine. Vol. 100, Pg. 162, 1984.
mouse LD50 intraperitoneal 114mg/kg (114mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 21, Pg. 370, 1986.
mouse LD50 intravenous 23mg/kg (23mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 41, Pg. 1130, 1991.
mouse LD50 oral 320mg/kg (320mg/kg)   Drugs under Experimental and Clinical Research. Vol. 13, Pg. 21, 1987.
rat LD50 intravenous 41mg/kg (41mg/kg)   United States Patent Document. Vol. #5116974,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 203-205 deg C   EXP
log P (octanol-water) 2.15 (none)   EXP
Water Solubility 8250 mg/L 25 EST
Vapor Pressure 6.01E-03 mm Hg 25 EST
Henry's Law Constant 7.04E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.24E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.