ContaminantDB: Disopyramide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:11:54 UTC

Update Date

2016-11-09 01:15:47 UTC

Accession Number

CHEM018378

Identification

Common Name

Disopyramide

Class

Small Molecule

Description

A monocarboxylic acid amide that is butanamide substituted by a diisopropylamino group at position 4, a phenyl group at position 2 and a pyridin-2-yl group at position 2. It is used as a anti-arrhythmia drug.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha-(2-(Diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide	ChEBI
Disopiramida	ChEBI
Disopyramidum	ChEBI
gamma-Diisopropylamino-alpha-phenyl-alpha-(2-pyridyl)butyramide	ChEBI
Rythmodan p	Kegg
a-(2-(Diisopropylamino)ethyl)-a-phenyl-2-pyridineacetamide	Generator
Α-(2-(diisopropylamino)ethyl)-α-phenyl-2-pyridineacetamide	Generator
g-Diisopropylamino-a-phenyl-a-(2-pyridyl)butyramide	Generator
Γ-diisopropylamino-α-phenyl-α-(2-pyridyl)butyramide	Generator
Disopyramide free base	HMDB
Disopyramide phosphate	HMDB, MeSH
Diisopyramide	MeSH, HMDB
Disopyramide phosphate (1:1), (S)-isomer	MeSH, HMDB
Disopyramide, (+-)-isomer	MeSH, HMDB
Disopyramide, L-tartrate (1:1), (R)-isomer	MeSH, HMDB
Disopyramide, L-tartrate (1:1), (S)-isomer	MeSH, HMDB
Searle brand OF disopyramide phosphate	MeSH, HMDB
Disopyramide phosphate (1:1), (+-)-isomer	MeSH, HMDB
Disopyramide phosphate (1:1), (R)-isomer	MeSH, HMDB
Disopyramide, L-tartrate (1:2), (+-)-isomer	MeSH, HMDB
Disopyramide, L-tartrate, (S)-isomer	MeSH, HMDB
Norpace	MeSH, HMDB
Palpitin	MeSH, HMDB
Rythmilen	MeSH, HMDB
Disopyramide phosphate (1:1)	MeSH, HMDB
Disopyramide, D-tartrate (1:1), (S)-isomer	MeSH, HMDB
Palpitine	MeSH, HMDB
Disopyramide monohydrochloride	MeSH, HMDB
Disopyramide, (R)-isomer	MeSH, HMDB
Disopyramide, (S)-isomer	MeSH, HMDB
Rhythmodan	MeSH, HMDB
Ritmilen	MeSH, HMDB

Chemical Formula

C₂₁H₂₉N₃O

Average Molecular Mass

339.475 g/mol

Monoisotopic Mass

339.231 g/mol

CAS Registry Number

3737-09-5

IUPAC Name

4-[bis(propan-2-yl)amino]-2-phenyl-2-(pyridin-2-yl)butanamide

Traditional Name

disopyramide

SMILES

CC(C)N(CCC(C(N)=O)(C1=CC=CC=C1)C1=NC=CC=C1)C(C)C

InChI Identifier

InChI=1S/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)

InChI Key

UVTNFZQICZKOEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pheniramines. Pheniramines are compounds containing a pheniramine moiety, which is structurally characterized by the presence of a 2-benzylpyridine linked to an dimethyl(propyl)amine to form a dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pheniramines

Direct Parent

Pheniramines

Alternative Parents

Substituents

Pheniramine
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid derivative
Carboximidic acid
Azacycle
Organopnictogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:4657 )
monocarboxylic acid amide (CHEBI:4657 )
pyridines (CHEBI:4657 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	0.049 g/L	ALOGPS
logP	3.21	ALOGPS
logP	3.47	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	16.19	ChemAxon
pKa (Strongest Basic)	10.42	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.22 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	102.3 m³·mol⁻¹	ChemAxon
Polarizability	38.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	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	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-044m-6591000000-ade312d81f3d174aaf2d	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0005-2920000000-e596d22799910844ad71	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0019000000-d1d8426d9efe63a8f3fd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dj-0295000000-27ad50b3e8f64e45b5f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-059l-7590000000-29c623252c76f0cfe4e8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000j-0179000000-d43460de1f53211201c4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1491000000-c6005857bfdac87779c4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0uxr-7920000000-c8e9f71b29cfc8635a28	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000f-0049000000-d7931ec90cdb1287fd3e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-0292000000-4ce9f6848ae81d59c7e9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-0900000000-ce002f8854f066661807	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0029000000-6569595ba95c091f548b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000g-8695000000-4b18e01643972a8c9216	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001m-9720000000-fc09dce8697633f796e9	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00280

HMDB ID

HMDB0259629

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Disopyramide

Chemspider ID

3002

ChEBI ID

4657

PubChem Compound ID

Not Available

Kegg Compound ID

C06965

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16842817

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24502246

Disopyramide (CHEM018378)

Structure for CHEM018378: Disopyramide