Chemical substance record

Procainamide

51-06-9C₁₃H₂₁N₃O235.331 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A benzamide that is 4-aminobenzamide substituted on the amide N by a 2-(diethylamino)ethyl group. It is a pharmaceutical antiarrhythmic agent used for the medical treatment of cardiac arrhythmias. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	51-06-9	ChEBI ↗
Molecular formula	C₁₃H₂₁N₃O	ChEBI ↗
Molar mass	235.331 g/mol	ChEBI ↗
Monoisotopic mass	235.16846 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:8428	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	235.33 g/mol	PubChem ↗
Exact mass	235.168462302 Da	PubChem ↗
Computed XLogP	0.9	PubChem ↗
Topological polar surface area (Å²)	58.4	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	3	PubChem ↗
Rotatable bonds	6	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

procainamide

IUPAC name

4-amino-N-[2-(diethylamino)ethyl]benzamide

InChIKey

REQCZEXYDRLIBE-UHFFFAOYSA-N

SMILES

CCN(CC)CCNC(=O)c1ccc(N)cc1

InChI

InChI=1S/C13H21N3O/c1-3-16(4-2)10-9-15-13(17)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3,(H,15,17)

Names & synonyms

4-amino-N-[2-(diethylamino)ethyl]benzamideBiocorylprocainamidaprocainamidum

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

benzamidesChEBI parent class · 22702 ↗

organic molecular entity

Roles recorded in ChEBI

cardiovascular druganti-arrhythmia drugsodium channel blockerplatelet aggregation inhibitor

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00424933 mol

Uses 235.331 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 13 atoms

66.35%

N

Nitrogen · 3 atoms

17.86%

H

Hydrogen · 21 atoms

8.99%

O

Oxygen · 1 atom

6.80%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Procainamide is a specific inhibitor of DNA methyltransferase 1. ↗The Journal of biological chemistry · 2005 Dec 9 · PMID 16230360

Pulmonary thromboembolism associated with procainamide induced lupus syndrome and anticardiolipin antibodies. ↗Annals of the rheumatic diseases · 1989 Mar · PMID 2494958

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:8428

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 4913 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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