An anti-inflammatory and anti-allergic compound
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Amlexanox

Item No. 14181

Technical Information
Formal Name
2-amino-7-(1-methylethyl)5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid
CAS Number
68302-57-8
Synonyms
  • AA 673
  • CHX 3673
  • Elics
Molecular Formula
C16H14N2O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 14 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 10 mg/ml
λmax
244, 287, 348 nm
SMILES
CC(C)C1=CC=C2C(C(C(C=C(C(O)=O)C(N)=N3)=C3O2)=O)=C1
InChi Code
InChI=1S/C16H14N2O4/c1-7(2)8-3-4-12-9(5-8)13(19)10-6-11(16(20)21)14(17)18-15(10)22-12/h3-7H,1-2H3,(H2,17,18)(H,20,21)
InChi Key
SGRYPYWGNKJSDL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Amlexanox is an anti-inflammatory and anti-allergic compound which is useful in the amelioration of aphthous ulcers (canker sores), commonly used as a 5% topical oral paste.1,2 By way of mechanism of action, amlexanox associates with the calcium-binding proteins S100A12 and S100A13, inhibits the release of FGF1, and, at 1 mM, induces changes in the actin cytoskeleton.3,4 More recently, amlexanox has been found to inhibit the non-canonical IKK-ε and TANK-binding kinase 1.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bell, J. Amlexanox for the treatment of recurrent aphthous ulcers. Clin. Drug Investig. 25(9), 555-566 (2005).

    2. Iwama, T., Komatsu, N., Shikada, K.i., et alReversing effect of anti-asthmatic drugs on bronchoconstriction induced by antigen challenge and histamine in anesthetized guinea pigs. Jpn. J. Pharmacol. 58, 19-25 (1992).

    3. Shishibori, T., Oyama, Y., Matsushita, O., et alThree distinct anti-allergic drugs, amlexanox, cromolyn and tranilast, bind to S100A12 and S100A13 of the S100 protein family. Biochem. J. 338, 583-589 (1999).

    4. Landriscina, M., Prudovsky, I., Carreira, C.M., et alAmlexanox reversibly inhibits cell migration and proliferation and induces the Src-dependent disassembly of actin stress fibers in vitro. The Journal of Biological Chemisty 275(42), 32753-32762 (2000).

    5. Reilly, S.M., Chiang, S.H., Decker, S.J., et alAn inhibitor of the protein kinases TBK1 and IKK-ε improves obesity-related metabolic dysfunctions in mice. Nat. Med. (2013).