Chemical substance record

Amfenac

51579-82-9C₁₅H₁₃NO₃255.273 g/mol

Organic/Inorganic Small MoleculeChEBI source record

An oxo monocarboxylic acid that is benzophenone in which one of the phenyl groups is substituted by an amino group and a carboxymethyl group at position 2 and 3, respectively. The corresponding carboxamide, nepafenac, is a prodrug of amfenac and is used for the treatment of pain and inflammation following cataract surgery. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	51579-82-9	ChEBI ↗
Molecular formula	C₁₅H₁₃NO₃	ChEBI ↗
Molar mass	255.273 g/mol	ChEBI ↗
Monoisotopic mass	255.08954 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:75915	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	255.27 g/mol	PubChem ↗
Exact mass	255.08954328 Da	PubChem ↗
Computed XLogP	2.6	PubChem ↗
Topological polar surface area (Å²)	80.4	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	4	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

amfenac

IUPAC name

(2-amino-3-benzoylphenyl)acetic acid

InChIKey

SOYCMDCMZDHQFP-UHFFFAOYSA-N

SMILES

Nc1c(CC(=O)O)cccc1C(=O)c1ccccc1

InChI

InChI=1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)

Names & synonyms

(2-amino-3-benzoylphenyl)acetic acidamfenacoamfenacum

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

Classification & relationships

ChEBI ontology

benzophenonesChEBI parent class · 22726 ↗amino acidChEBI parent class · 33709 ↗oxo monocarboxylic acidChEBI parent class · 35871 ↗substituted anilineChEBI parent class · 48975 ↗primary amino compoundChEBI parent class · 50994 ↗

carboxylic acid amino acid ketone organic molecular entity

Roles recorded in ChEBI

non-steroidal anti-inflammatory drugnon-narcotic analgesicantipyreticcyclooxygenase 2 inhibitorcyclooxygenase 1 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

0.00391737 mol

Uses 255.273 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 · 15 atoms

70.58%

O

Oxygen · 3 atoms

18.80%

N

Nitrogen · 1 atom

5.49%

H

Hydrogen · 13 atoms

5.13%

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

Nepafenac, a unique nonsteroidal prodrug with potential utility in the treatment of trauma-induced ocular inflammation: I. Assessment of anti-inflammatory efficacy. ↗Inflammation · 2000 Aug · PMID 10850857

The effects of nepafenac and amfenac on retinal angiogenesis. ↗Brain research bulletin · 2010 Feb 15 · PMID 19897019

DE2324768 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

US4045576 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:75915

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

Additional molecular descriptorsNCBI PubChem · CID 2136 · 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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