Chemical substance record

Procaine

59-46-1C₁₃H₂₀N₂O₂236.315 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A benzoate ester, formally the result of esterification of 4-aminobenzoic acid with 2-diethylaminoethanol but formed experimentally by reaction of ethyl 4-aminobenzoate with 2-diethylaminoethanol. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	59-46-1	ChEBI ↗
Molecular formula	C₁₃H₂₀N₂O₂	ChEBI ↗
Molar mass	236.315 g/mol	ChEBI ↗
Monoisotopic mass	236.15248 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:8430	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	236.31 g/mol	PubChem ↗
Exact mass	236.152477885 Da	PubChem ↗
Computed XLogP	1.9	PubChem ↗
Topological polar surface area (Å²)	55.6	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	7	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

procaine

IUPAC name

2-(diethylamino)ethyl 4-aminobenzoate

InChIKey

MFDFERRIHVXMIY-UHFFFAOYSA-N

SMILES

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

InChI

InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3

Names & synonyms

2-(diethylamino)ethyl 4-aminobenzoateprocainaprocainum

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

Classification & relationships

ChEBI ontology

benzoate esterChEBI parent class · 36054 ↗substituted anilineChEBI parent class · 48975 ↗tertiary amino compoundChEBI parent class · 50996 ↗

ester organic molecular entity

Roles recorded in ChEBI

central nervous system depressantlocal anaestheticperipheral nervous system drugdrug allergen

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

0.00423164 mol

Uses 236.315 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

66.07%

O

Oxygen · 2 atoms

13.54%

N

Nitrogen · 2 atoms

11.85%

H

Hydrogen · 20 atoms

8.53%

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

Procaine is a DNA-demethylating agent with growth-inhibitory effects in human cancer cells. ↗Cancer research · 2003 Aug 15 · PMID 12941824

Local anesthetic procaine protects rat pheochromocytoma PC12 cells against beta-amyloid-induced neurotoxicity. ↗Pharmacology · 2005 May · PMID 15687733

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:8430

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

Additional molecular descriptorsNCBI PubChem · CID 4914 · 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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