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Substance Name: Tocainide [USAN:INN:BAN]
RN: 41708-72-9
UNII: 27DXO59SAN
InChIKey: BUJAGSGYPOAWEI-UHFFFAOYSA-N

Note

  • An antiarrhythmic agent which exerts a potential- and frequency-dependent block of sodium channels.

Molecular Formula

  • C11-H16-N2-O

Molecular Weight

  • 192.2604
 

Classification Codes

  • Anti-Arrhythmia Agents
  • Cardiac Depressant (Anti-Arrhythmic)
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Sodium Channel Blockers
  • Voltage-Gated Sodium Channel Blockers
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Names and Synonyms

Name of Substance

  • Tocainide
  • Tocainide [USAN:INN:BAN]

MeSH Heading

  • Tocainide

Synonyms

  • 2-Amino-2',6'-propionoxylidide
  • 2-Amino-N-(2,6-dimethylphenyl)propionamid
  • Alanyl-2,6-xylidide
  • Astra W 36095
  • BRN 2416564
  • EINECS 255-505-0
  • Tocainida
  • Tocainida [INN-Spanish]
  • Tocainide
  • Tocainidum
  • Tocainidum [INN-Latin]
  • UNII-27DXO59SAN
  • W-36095

Systematic Names

  • 2',6'-Propionoxylidide, 2-amino-
  • Propanamide, 2-amino-N-(2,6-dimethylphenyl)-
  • Tocainide

Registry Numbers

CAS Registry Number

  • 41708-72-9

FDA UNII

  • 27DXO59SAN

Related Registry Number

  • 35891-93-1 (mono-hydrochloride)

System Generated Number

  • 0041708729

Structure Descriptors

InChI

1S/C11H16N2O/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6,9H,12H2,1-3H3,(H,13,14)

InChIKey

BUJAGSGYPOAWEI-UHFFFAOYSA-N

Smiles

c1(NC([C@@H](C)N)=O)c(cccc1C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 5714ug/kg (5.714mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Drugs of the Future. Vol. 2, Pg. 141, 1977.
man LDLo oral 229mg/kg (229mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

BEHAVIORAL: COMA
British Medical Journal. Vol. 288, Pg. 760, 1984.
man TDLo oral 2606mg/kg/11W (2606mg/kg) BLOOD: APLASTIC ANEMIA New England Journal of Medicine. Vol. 314, Pg. 583, 1986.
mouse LD50 intravenous 94mg/kg (94mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC
Journal of Medicinal Chemistry. Vol. 24, Pg. 1059, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 246-266 deg C   EXP
log P (octanol-water) 0.76 (none)   EXP
Water Solubility 1.07E+04 mg/L 25 EST
Vapor Pressure 4.77E-06 mm Hg 25 EST
Henry's Law Constant 2.05E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.40E-11 cm3/molecule-sec 25 EST

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