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Chemical substance record

Terbinafine

91161-71-6C21H25N291.438 g/mol

A tertiary amine that is N-methyl-1-naphthalenemethylamine in which the amino hydrogen is replaced by a 3-(tertbutylethynyl)allyl group. An antifungal agent administered orally (generally as the hydrochloride salt) for the treatment of skin and nail infections. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number91161-71-6ChEBI ↗
Molecular formulaC21H25NChEBI ↗
Molar mass291.438 g/molChEBI ↗
Monoisotopic mass291.1987 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:9448ChEBI ↗

Cross-source molecular data

PubChem
Molar mass291.4 g/molPubChem ↗
Exact mass291.198699802 DaPubChem ↗
Computed XLogP5.6PubChem ↗
Topological polar surface area (Ų)3.2PubChem ↗
H-bond donors0PubChem ↗
H-bond acceptors1PubChem ↗
Rotatable bonds5PubChem ↗

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

Copy any identifier
terbinafine
(2E)-N,6,6-trimethyl-N-(1-naphthylmethyl)hept-2-en-4-yn-1-amine
DOMXUEMWDBAQBQ-WEVVVXLNSA-N
CN(C/C=C/C#CC(C)(C)C)Cc1cccc2ccccc12
InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+

Names & synonyms

(2E)-N,6,6-trimethyl-N-(1-naphthylmethyl)hept-2-en-4-yn-1-amineterbinafinaterbinafinum

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

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

P450 inhibitorEC 1.14.13.132 (squalene monooxygenase) inhibitoranti-HBV agentanti-inflammatory agentsterol biosynthesis 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
Equivalent amount
0.00343126 mol

Uses 291.438 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 · 21 atoms
86.55%
H
Hydrogen · 25 atoms
8.65%
N
Nitrogen · 1 atom
4.81%

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
Risk of oral antifungal agent-induced liver injury in Taiwanese. ↗British journal of clinical pharmacology · 2014 Jan · PMID 23750489
Systematic review of oral treatments for seborrheic dermatitis. ↗Journal of the European Academy of Dermatology and Venereology : JEADV · 2014 Jan · PMID 23802806

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:9448

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

NCBI PubChem · CID 1549008 · 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.