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CS-W001157 4
Total: USD 88.00

Tocainide

  • CAS No. 41708-72-9

  • Cat. No. CS-0013837
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD00072010

*For research and further manufacturing use only, not for direct human use.

Tocainide|CS-0013837

Structure of 41708-72-9

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General Information

  • CAS No. 41708-72-9
  • Cat. No. CS-0013837
  • Purity ≥98%
  • MDL No. MFCD00072010
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆N₂O
  • Molecular Weight None
  • Synonym(s) None
  • SMILES CC(N)C(NC1=C(C)C=CC=C1C)=O

Description

Tocainide is a clinically used antiarrhythmic agent characterized by its ability to stabilize cardiac membranes through selective sodium channel blockade. This compound features a substituted aniline core with a para-chloro substituent, contributing to its pharmacological potency and metabolic stability. Its structure enables effective modulation of excitability in ischemic myocardium, making it valuable in managing ventricular arrhythmias.

Application

Tocainide serves as a well-established sodium channel blocker and functional analog of lidocaine, enabling rapid access to pharmacologically relevant amide-containing scaffolds. Its stable arylamine core and ortho-substituted aniline functionality facilitate direct incorporation into synthetic sequences involving electrophilic aromatic substitution, palladium-catalyzed coupling, and reductive amination. The molecule exhibits excellent bench stability and compatibility with common purification protocols, making it a practical building block for medicinal chemistry campaigns targeting arrhythmia therapeutics.

Synthesis

  • Route1
    • 2-Bromo-N-(2,6-dimethylphenyl)propanamide|CS-0320103
      41708-73-0
    • ~%
    • In-stock
      Tocainide|CS-0013837
      41708-72-9

    References

    • Astra Pharmaceutical Products, Inc. Patent: US4218477 A1, 1980 ; US 4218477 A
  • Route2
    • 2-Chloro-n-(2,6-dimethylphenyl)propanamide|CS-0241528
      36292-29-2
    • ~%
    • In-stock
      Tocainide|CS-0013837
      41708-72-9

    References

    • Astra Pharmaceutical Products, Inc. Patent: US4218477 A1, 1980 ; US 4218477 A
  • Route3
    • null|null
      71344-61-1
    • ~%
    • In-stock
      2,3-Dihydrophthalazine-1,4-dione|CS-W001441
      1445-69-8
    • In-stock
      Tocainide|CS-0013837
      41708-72-9

    References

    • Tenthorey; Block; Ronfeld; McMaster; Byrnes Journal of Medicinal Chemistry, 1981 , vol. 24, # 7 p. 798 - 806

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   1.58914
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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