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Chemical substance record

Nepafenac

78281-72-8C15H14N2O2254.289 g/mol
Organic/Inorganic Small MoleculeChEBI source record

A monocarboxylic acid amide that is amfenac in which the carboxylic acid group has been converted into the corresponding carboxamide. It is a prodrug for amfenac, used in eye drops to treat pain and inflammation following cataract surgery. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number78281-72-8ChEBI ↗
Molecular formulaC15H14N2O2ChEBI ↗
Molar mass254.289 g/molChEBI ↗
Monoisotopic mass254.10553 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:75922ChEBI ↗

Cross-source molecular data

PubChem
Molar mass254.28 g/molPubChem ↗
Exact mass254.105527694 DaPubChem ↗
Computed XLogP1.9PubChem ↗
Topological polar surface area (Ų)86.2PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors3PubChem ↗
Rotatable bonds4PubChem ↗

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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nepafenac
2-(2-amino-3-benzoylphenyl)acetamide
QEFAQIPZVLVERP-UHFFFAOYSA-N
NC(=O)Cc1cccc(C(=O)c2ccccc2)c1N
InChI=1S/C15H14N2O2/c16-13(18)9-11-7-4-8-12(14(11)17)15(19)10-5-2-1-3-6-10/h1-8H,9,17H2,(H2,16,18)

Names & synonyms

2-(2-amino-3-benzoylphenyl)acetamidenepafenaconepafenacumNevanac

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

Classification & relationships

ChEBI ontology
monocarboxylic acid amideChEBI parent class · 29347 ↗
organic molecular entity

Roles recorded in ChEBI

non-steroidal anti-inflammatory druganalgesicnon-narcotic analgesicprodrugcyclooxygenase 2 inhibitorcyclooxygenase 1 inhibitorophthalmology druganti-inflammatory agent

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
Equivalent amount
0.00393253 mol

Uses 254.289 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
70.85%
O
Oxygen · 2 atoms
12.58%
N
Nitrogen · 2 atoms
11.02%
H
Hydrogen · 14 atoms
5.55%

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
Nepafenac, a unique nonsteroidal prodrug with potential utility in the treatment of trauma-induced ocular inflammation: II. In vitro bioactivation and permeation of external ocular barriers. ↗Inflammation · 2000 Aug · PMID 10850858
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:75922

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

NCBI PubChem · CID 151075 · 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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