amlexanox

Trade name: aphthasol

Small moleculeapproved

Approved

Dec 17, 1996

Amlexanox is an ant allergic drug, clinically effective for atopic diseases, especially allergic asthma and rhinitis. Amlexanox as a topical paste is a well-tolerated treatment of recurrent aphthous ulcers. Recurrent aphthous ulcer (RAU) is the most prevalent oral mucosal disease in humans, estimated to affect between 5% and 50% of the general population. The mechanism of action by which amlexanox accelerates healing of aphthous ulcers is unknown. In vitro studies have demonstrated amlexanox to be a potent inhibitor of the formation and/or release of inflammatory mediators (histamine and leukotrienes) from mast cells, neutrophils and mononuclear cells. Given orally to animals, amlexanox has demonstrated anti-allergic and anti-inflammatory activities and has been shown to suppress both immediate and delayed type hypersensitivity reactions. The relevance of these activities of amlexanox to its effects on aphthous ulcers has not been established. Amlexanox inhibits chemical mediatory release of the slow-reacting substance of anaphylaxis (SRS-A) and may have antagonistic effects on interleukin-3. When cells are under stress, they release an inactive form of human fibroblast growth factor 1 (FGF-1), a potent mitogen (entity that causes mitosis). Amlexanox binds to FGF1, increasing its conformational stability, sterically blocking Cu(2+) induced oxidation which normally leads to activation of FGF-1. This drug has been discontinued in the U.S — NCATS

Clinical trial activity

3 trials · 4 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
3
Phase 3
0
Phase 4
0

Earliest trial started Feb 1, 2000 (NCT01083875)

Timeline

1990s

  1. Dec 17, 1996

    Uluru — Earliest FDA Approval

  2. Dec 17, 1996

    Uluru — NDA Organization

  3. Dec 17, 1996

    Uluru — NDA Secondary Org

2000s

  1. Jan 1, 2000

    Earliest Phase 2 Sponsor(trial)

Indications

Mechanism of action

Approval history

  • approvedPriority reviewDec 17, 1996

Chemistry & pharmacology

Loading structure…

SMILES

CC(C)C1=CC2=C(OC3=NC(N)=C(C=C3C2=O)C(O)=O)C=C1
Mol. weight
298.2934 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Topical
Availability
Discontinued

Oral

No

Parenteral

No

Topical

Yes

Sources

Also known as

  • 2-amino-7-isopropyl-5-oxo-5h-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid
  • 2-amino-7-isopropyl-5-oxo-5h-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid
  • 2-amino-7-isopropyl-5-oxo-5h-(1)benzopyrano(2,3b)pyridine-3-carboxylic acid
  • 5h-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acid, 2-amino-7-(1-methylethyl)-5-oxo-
  • aa 673
  • aa-673
  • aa-673
  • aa-673
  • amlenanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanox
  • amlexanoxo
  • amlexanoxo
  • amlexanoxum
  • amlexanoxum
  • amoxanox
  • amoxanox
  • amoxanox
  • amoxanox
  • aphthasol
  • aphthasol
  • aphthasol
  • aphthasol
  • aphthasol
  • aphthasol
  • aphthasol
  • aphtheal
  • chx 3673
  • chx-3673
  • chx-3673
  • glaxosmithkline brand of amlexanox

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT01975935Phase 2Jan 1, 2014University of Michigan
NCT01842282Phase 2Apr 1, 2013University of Michigan
NCT01083875Phase 2Feb 1, 2000Access Pharmaceuticals, Inc., Advanced Clinical Research Inc., Harvard University
Showing 3 of 3 trials
Page 1 / 1

Organizations

Research & Development (4)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
University of MichiganAcademic/Hospital2212013
Access Pharmaceuticals, Inc.For profit1112000
Advanced Clinical Research Inc.For profit1012000
Harvard UniversityAcademic/Hospital1012000
4 organizations
Page 1 / 1

Marketing (2)

OrganizationOrg typeRelationshipDate
UluruFor profitNDADec 17, 1996
UluruFor profitNDA2Dec 17, 1996