tocainide Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
Class I antiarrhythmics, procainamide and lidocaine derivatives 2686 41708-72-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • tocainide hydrochloride
  • tocainide
  • (RS)-Tocainide
  • (+/-)-Tocainide
  • DL-Tocainide
  • tocainide HCl
An antiarrhythmic agent which exerts a potential- and frequency-dependent block of SODIUM CHANNELS.
  • Molecular weight: 192.26
  • Formula: C11H16N2O
  • CLOGP: 0.26
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 2
  • TPSA: 55.12
  • ALOGS: -2.08
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
1.20 g O
1.20 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 10 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 38 % Benet LZ, Broccatelli F, Oprea TI
BA (Bioavailability) 89 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.80 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 2.20 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.87 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 12 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Nov. 9, 1984 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C01BB03 CARDIOVASCULAR SYSTEM
CARDIAC THERAPY
ANTIARRHYTHMICS, CLASS I AND III
Antiarrhythmics, class Ib
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D049990 Membrane Transport Modulators
MeSH PA D026941 Sodium Channel Blockers
MeSH PA D061567 Voltage-Gated Sodium Channel Blockers
CHEBI has role CHEBI:36333 local anesthetics
CHEBI has role CHEBI:38070 antiarrhythmic agent
CHEBI has role CHEBI:38633 sodium channel blockers

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Ventricular arrhythmia indication 44103008

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.41 acidic
pKa2 7.53 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sodium channel alpha subunit Ion channel BLOCKER CHEMBL CHEMBL

External reference:

IDSource
4017953 VUID
N0000179720 NUI
D02088 KEGG_DRUG
71395-14-7 SECONDARY_CAS_RN
4017953 VANDF
4019950 VANDF
C0085237 UMLSCUI
CHEBI:9611 CHEBI
CHEMBL387108 ChEMBL_ID
CHEMBL222944 ChEMBL_ID
CHEMBL1762 ChEMBL_ID
CHEMBL1200773 ChEMBL_ID
D016677 MESH_DESCRIPTOR_UI
4056 INN_ID
DB01056 DRUGBANK_ID
27DXO59SAN UNII
38945 PUBCHEM_CID
7309 IUPHAR_LIGAND_ID
142145 RXNORM
5592 MMSL
d00392 MMSL
000625 NDDF
004482 NDDF
10555000 SNOMEDCT_US
2195004 SNOMEDCT_US
372479006 SNOMEDCT_US

Pharmaceutical products:

None