Dofetilide (CED0005109)

Record Information

Version

1.0

Creation Date

2016-05-22 05:44:17 UTC

Update Date

2026-08-20 04:04:13 UTC

Accession Number

CHEM018989

Identification

Common Name

Dofetilide

Class

Small Molecule

Description

Dofetilide is an organic compound with the chemical formula C19H27N3O5S2 and an average molecular weight of 441.56 g/mol. Dofetilide belongs to the sulfanilides, a subclass of benzene and substituted derivatives within the organic compounds. This compound is identified as being found in or released from six recorded sources. These include healthcare, pharmaceuticals, and veterinary products, specifically class I and III antiarrhythmics. Additionally, it is associated with household cleaning and consumer products, such as cigar cigarettes, non-electric simulated smoking devices, and other smoking requisites, as well as electrical and electronic equipment, including antennas and discharge lamps. The recorded route of exposure for this substance is oral. At the molecular level, dofetilide interacts with three recorded protein targets. It acts as an inhibitor of Potassium channel subfamily K member 2 (KCNK2). Furthermore, it targets the Voltage-gated inwardly rectifying potassium channel KCNH2 and the ATP-sensitive inward rectifier potassium channel 12 (KCNJ12).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
beta-((p-Methanesulfonamidophenethyl)methylamino)methanesulfono-p-phenetidide	ChEBI
Dofetilida	ChEBI
Dofetilidum	ChEBI
Tikosyn	ChEBI
b-((p-Methanesulfonamidophenethyl)methylamino)methanesulfono-p-phenetidide	Generator
b-((p-Methanesulphonamidophenethyl)methylamino)methanesulphono-p-phenetidide	Generator
beta-((p-Methanesulphonamidophenethyl)methylamino)methanesulphono-p-phenetidide	Generator
Β-((p-methanesulfonamidophenethyl)methylamino)methanesulfono-p-phenetidide	Generator
Β-((p-methanesulphonamidophenethyl)methylamino)methanesulphono-p-phenetidide	Generator
1-MSPMPE	HMDB
1-(4-Methanesulfonamidophenoxy)-2-(N-(4-methanesulfonamidophenethyl)-N-methylamine)ethane	HMDB

Chemical Formula

C₁₉H₂₇N₃O₅S₂

Average Molecular Mass

441.565 g/mol

Monoisotopic Mass

441.139 g/mol

CAS Registry Number

115256-11-6

IUPAC Name

N-[4-(2-{[2-(4-methanesulfonamidophenyl)ethyl](methyl)amino}ethoxy)phenyl]methanesulfonamide

Traditional Name

dofetilide

SMILES

CN(CCOC1=CC=C(NS(C)(=O)=O)C=C1)CCC1=CC=C(NS(C)(=O)=O)C=C1

InChI Identifier

InChI=1S/C19H27N3O5S2/c1-22(13-12-16-4-6-17(7-5-16)20-28(2,23)24)14-15-27-19-10-8-18(9-11-19)21-29(3,25)26/h4-11,20-21H,12-15H2,1-3H3

InChI Key

IXTMWRCNAAVVAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Sulfanilides

Direct Parent

Sulfanilides

Alternative Parents

Substituents

Sulfanilide
Phenethylamine
Phenoxy compound
Phenol ether
Alkyl aryl ether
Aralkylamine
Organic sulfonic acid amide
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Aminosulfonyl compound
Sulfonyl
Tertiary amine
Tertiary aliphatic amine
Ether
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:4681 )
aromatic ether (CHEBI:4681 )
sulfonamide (CHEBI:4681 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	2.17	ALOGPS
logP	0.24	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.15	ChemAxon
pKa (Strongest Basic)	8.99	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	104.81 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	113.27 m³·mol⁻¹	ChemAxon
Polarizability	46.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0bvl-4932000000-66e362c3fe81fb58fcc7	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-1610900000-368db21beef81a5319f4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0300900000-47394a7ed027cb5ab3cf	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0200900000-5e88add5ce502b3def00	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0007-0930700000-c49a09c3642ebe80a508	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0005-0029400000-8d71d52f4a3c4cc520cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-0494000000-29318a7a4e340a84b89c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gc1-0970000000-ff7ab38dee25c13c628e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002f-7210900000-61f7904544738c663c26	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9211100000-40309ebd6f3c937574a4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9000000000-efa6a192289b1224a063	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0000900000-562b19ba98459c2cd026	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004l-9100700000-141e753d4ef538c9f060	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9400000000-def4b905438245c50110	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0000900000-14da12b317cbb5fefb49	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052g-0481900000-6143e73095a8c3c8a7c2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0910000000-66e5293cc76f8e2d917a	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2088.0	Log mg/kg	[1200:3700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
285	Antiarrhythmics, class i and iii	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
514	Discharge Lamps	Electrical & Electronic Equipment	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available

Pathways

2 pathways

Dofetilide Action Pathway

Dofetilide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	1298.68
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	121.211
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	95.2096
Click to view 3D structure	Hydrolase, alpha/beta hydrolase fold family	O69638	Mycobacterium tuberculosis	Predicted (SEA)	5.13805
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	462.269
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Predicted (SEA)	382.084
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	68.8187
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	143.32
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	506.253
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	531.165
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	966.109
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	1119.16
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	964.085
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	1196.54
Click to view 3D structure	Tyrosine-protein kinase Lck	P06239	Humans	Predicted (SEA)	1971.69
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	2031.32
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	2096.01
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	892.775
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	53.4824
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	637.274
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	243.59
Click to view 3D structure	Tyrosine-protein kinase Fyn	P06241	Humans	Predicted (SEA)	1617.47
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	429.572
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	1700.3
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	2558.67