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SML0517

Sigma-Aldrich

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
MDL number:
MFCD00864790
UNSPSC Code:
12352200
PubChem Substance ID:
329825526
NACRES:
NA.77

Quality Level

100

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

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)

InChI key

SGRYPYWGNKJSDL-UHFFFAOYSA-N

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Miki Okada et al.
Biochemical and biophysical research communications, 292(4), 1023-1030 (2002-04-12)
S100 proteins are a multigenic family of low-molecular-weight Ca(2+)-binding proteins comprising 19 members. These proteins undergo a conformational change by Ca(2+)-binding and consequently interact with their target proteins. Recently, we reported that two antiallergic drugs, Amlexanox and Cromolyn, bind to
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 Rodríguez et al.
Oral diseases, 13(5), 490-494 (2007-08-24)
To compare the effectiveness of two topical medications to reduce the pain and size of recurrent minor aphthous ulcers. Ten Colombian Dental Faculties' clinics. A double-blind randomized multi-centre clinical study. Ninety-six patients complaining of at least five acute aphthous ulcers
Rescue of nonsense mutations by amlexanox in human cells.
Gonzalez-Hilarion S, et al.
Orphanet Journal of Rare Diseases, 7(1), 58-58 (2012)
Jie Liu et al.
Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics, 102(4), 475-481 (2006-09-26)
The objectives of this study were to clinically determine the topical efficacy and safety of amlexanox oral adhesive tablets in the treatment of recurrent minor aphthous ulcerations (MiRAU) in a Chinese cohort. A randomized, double-blind, vehicle-controlled, unparallel multicenter clinical trial
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