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Merck
CN

SML0517

Amlexanox

≥98% (HPLC)

Synonym(s):

2-Amino-7-(1-methylethyl)-5-oxo-5H-[1]Benzopyrano[2,3-b]pyridine-3-carboxylic acid, AA 673, Amoxanox, CHX 3673

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About This Item

Empirical Formula (Hill Notation):
C16H14N2O4
CAS Number:
68302-57-8
Molecular Weight:
298.29
NACRES:
NA.77
PubChem Substance ID:
329825526
UNSPSC Code:
12352200
MDL number:
MFCD00864790

Key Documents

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InChI key

SGRYPYWGNKJSDL-UHFFFAOYSA-N

SMILES string

CC(C)c1ccc2Oc3nc(N)c(cc3C(=O)c2c1)C(O)=O

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)

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL at warmed, clear

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

Gene Information

human ... PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144)

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General description

Amlexanox is an anti-allergic drug with anti-inflammatory properties.

Biochem/physiol Actions

Amlexanox elevates the amount of nonsense-containing mRNAs in treated cells and helps to generate full-length proteins effectively.
Amlexanox is an anti-allergy and anti-asthma drug that blocks histamine and leukotriene release from leukocytes and mast cells. Amlexanox has also been shown to inhibit cahaperone activity of Hsp90, and S100A13, which is involved in transport of proteins devoid of signal peptide sequences.
Amlexanox is an anti-allergy, anti-ulcer drug; S100A13 inhibitor.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000527608
0000527608
0000390398
0000383510
0000390398

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Shannon M Reilly et al.
Nature medicine, 19(3), 313-321 (2013-02-12)
Emerging evidence suggests that inflammation provides a link between obesity and insulin resistance. The noncanonical IκB kinases IKK-ɛ and TANK-binding kinase 1 (TBK1) are induced in liver and fat by NF-κB activation upon high-fat diet feeding and in turn initiate
M Sugiura et al.
Contact dermatitis, 38(2), 65-67 (1998-03-20)
A 23-year-old woman developed allergic rhinitis in 1993. Her doctor prescribed for her Solfa (amlexanox 25 mg) and Lysozymen 90 (lysozyme chloride 90 mg) tablets. She took the tablets occasionally, whenever she developed allergic rhinitis. She noticed a macular erythema
R W Barrons
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 58(1), 41-50 (2001-02-24)
The clinical features, etiology, and treatment of recurrent aphthous ulcers (RAU) are discussed. Aphthous ulcers are among the most common oral lesions in the general population, with a frequency of up to 25% and three-month recurrence rates as high as
Rescue of nonsense mutations by amlexanox in human cells.
Gonzalez-Hilarion S, et al.
Orphanet Journal of Rare Diseases, 7(1), 58-58 (2012)
F Tarantini et al.
The Journal of biological chemistry, 276(7), 5147-5151 (2000-11-23)
Interleukin (IL)1alpha mediates proinflammatory events through its extracellular interaction with the IL1 type I receptor. However, IL1alpha does not contain a conventional signal peptide sequence that provides access to the endoplasmic reticulum-Golgi apparatus for secretion. Thus, we have studied the
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