Structure via PubChem · Public domain (PubChem)
amlexanox
Sign in to saveAlso known as AA-673, CHX-3673, 2-amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid
Amlexanox (trade name Aphthasol) is an anti-inflammatory antiallergic immunomodulator used to treat recurrent aphthous ulcers (canker sores), and (in Japan) several inflammatory conditions. This drug has been discontinued in the U.S.
Chemical data
- Formula
- C16H14N2O4
- Molecular weight
- 298.29 g/mol
- IUPAC name
- 2-amino-5-oxo-7-propan-2-ylchromeno[2,3-b]pyridine-3-carboxylic acid
- SMILES
- CC(C)C1=CC2=C(C=C1)OC3=NC(=C(C=C3C2=O)C(=O)O)N
- InChIKey
- SGRYPYWGNKJSDL-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 103 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- topical
- Indications
- Airway obstruction, oral mucositis
via ChEMBL · EBI
Research
252 papers- Amlexanox: A Novel Therapeutic for Atopic, Metabolic, and Inflammatory Disease.The Yale journal of biology and medicine · 2020
- Amlexanox Enforces Osteogenic Differentiation and Bone Homeostasis Through Inhibiting Ubiquitin-Dependent Degradation of β-Catenin.International journal of biological sciences · 2024
- Amlexanox Ameliorates Traumatic Brain Injury by Restoring Autophagy-Lysosomal Function via cAMP Signaling Modulation.International journal of biological sciences · 2025
- Amlexanox inhibits production of type I interferon and suppresses B cell differentiation in vitro: a possible therapeutic option for systemic lupus erythematosus and other systemic inflammatory diseases.RMD open · 2025
- Amlexanox exerts anti-inflammatory actions by targeting phosphodiesterase 4B in lipopolysaccharide-activated macrophages.Biochimica et biophysica acta. Molecular cell research · 2020
via PubMed
Wikidata facts
- Subclass of
- carboxylic acid
- Mass
- 298.095
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₆H₁₄N₂O₄
- canonical SMILES
- CC(C)C1=CC2=C(C=C1)OC3=NC(=C(C=C3C2=O)C(=O)O)N
- World Health Organisation international non-proprietary name
- amlexanox
- medical condition treated
- aphthous stomatitis
- Commons category
- Amlexanox
via Wikidata · CC0
~3 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Mechanism of action
- Chemistry
- Pharmacokinetics
- History
- Society and culture
- Economics
- Research
- Synthesis
- References
Amlexanox (trade name Aphthasol) is an anti-inflammatory antiallergic immunomodulator used to treat recurrent aphthous ulcers (canker sores), and (in Japan) several inflammatory conditions. This drug has been discontinued in the U.S.
==Medical uses== Amlexanox is the active ingredient in a common topical treatment for recurrent aphthous ulcers of the mouth (canker sores), reducing both healing time and pain. Amlexanox 5% paste is well tolerated, and is typically applied four times per day directly on the ulcers. A 2011 review found it to be the most effective treatment of the eight treatments investigated for recurrent canker sores. It is also used to treat ulcers associated with Behçet disease.
Excerpted from Wikipedia’s “amlexanox” article, available under the CC BY-SA 4.0 licence.
Available in 8 languages
via Wikidata sitelinks · CC0