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Substance Name: Mexiletine hydrochloride [USAN:USP:JAN]
RN: 5370-01-4
UNII: 606D60IS38
InChIKey: NFEIBWMZVIVJLQ-UHFFFAOYSA-N

Note

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

Molecular Formula

  • C11-H17-N-O.Cl-H

Molecular Weight

  • 215.7222
 

Classification Codes

  • Analgesic
  • Antiarrhythmic
  • Cardiac Depressant (Anti-Arrhythmic)
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Mexiletine hydrochloride
  • Mexiletine hydrochloride [USAN:USP:JAN]

Synonyms

  • (+-)-1-Methyl-2-(2,6-xylyloxy)ethylamine hydrochloride
  • 1-(2,6-Dimethylphenoxy)-2-aminopropane hydrochloride
  • 1-(2,6-Dimethylphenoxy)-2-propanamine hydrochloride
  • 1-Methyl-2-(2,6-xylyloxy)ethylamine hydrochloride
  • 1-Methyl-2-(2,6-xylyloxy)ethylammonium chloride
  • 2-Propanamine, 1-(2,6-dimethylphenoxy)-, hydrochloride, (+-)-
  • EINECS 226-362-1
  • Ko 1173 Cl
  • Mexiletine HCl
  • Mexiletine hydrochloride
  • Mexitil
  • UNII-606D60IS38

Systematic Names

  • 1-Methyl-2-(2,6-xylyloxy)ethylammonium chloride
  • 2-Propanamine, 1-(2,6-dimethylphenoxy)-, hydrochloride
  • Ethylamine, 1-methyl-2-(2,6-xylyloxy)-, hydrochloride

Registry Numbers

CAS Registry Number

  • 5370-01-4

FDA UNII

  • 606D60IS38

Related Registry Number

  • 31828-71-4 (Parent)

System Generated Number

  • 0005370014

Molecular Formulas

Molecular Formula

  • C11-H17-N-O.Cl-H

Molecular Formula Fragments

  • C11-H17-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C11H17NO.ClH/c1-8-5-4-6-9(2)11(8)13-7-10(3)12;/h4-6,10H,7,12H2,1-3H3;1H

InChIKey

NFEIBWMZVIVJLQ-UHFFFAOYSA-N

Smiles

Cc1cccc(c1OCC(C)N)C.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 19mg/kg (19mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 590, 1985.
dog LD50 oral 356mg/kg (356mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 590, 1985.
mouse LD50 intramuscular 128mg/kg (128mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
mouse LD50 intraperitoneal 114mg/kg (114mg/kg)   United States Patent Document. Vol. #4731383,
mouse LD50 intravenous 21mg/kg (21mg/kg)   Bratislavske Lekarske Listy. Vol. 85, Pg. 152, 1986.
mouse LD50 oral 272mg/kg (272mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Arzneimittel-Forschung. Drug Research. Vol. 38, Pg. 1398, 1988.
mouse LD50 subcutaneous 235mg/kg (235mg/kg) MUSCULOSKELETAL: OTHER CHANGES

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
rabbit LD50 oral 160mg/kg (160mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
rat LD50 intramuscular 190mg/kg (190mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
rat LD50 intravenous 27mg/kg (27mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
rat LD50 oral 330mg/kg (330mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
rat LD50 subcutaneous 500mg/kg (500mg/kg) MUSCULOSKELETAL: OTHER CHANGES

BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 922, 1982.
women TDLo oral 360mg/kg (360mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 731, 1994.