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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

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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Brenda Murray et al.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology, 34(7), 413-419 (2005-07-14)
Recurrent minor aphthous ulceration (RAU) is a common condition which is multifactorial in origin. This study, firstly, aimed to treat the prodromal stage of RAU with Aphtheal (5% amlexanox paste) to determine if ulcer development could be prevented. A second
Sandhya G Rani et al.
Biochemistry, 49(11), 2585-2592 (2010-02-25)
S100A13 and acidic fibroblast growth factor (FGF1) are involved in a wide array of important biological processes, such as angiogenesis, cell differentiation, neurogenesis, and tumor growth. Generally, the biological function of FGF1 is to recognize a specific tyrosine kinase on
Dakshinamurthy Rajalingam et al.
Biochemistry, 44(47), 15472-15479 (2005-11-23)
Fibroblast growth factor (FGF-1) lacks a signal sequence and is exported by an unconventional release mechanism. The nonclassical export of FGF-1 has been shown to be inhibited by an anti-allergic and anti-inflammatory drug, amlexanox (AMX). We investigate the molecular mechanism(s)
Ji Fu et al.
Oral surgery, oral medicine, oral pathology and oral radiology, 113(5), 638-643 (2012-06-07)
The objective of this study was to evaluate the efficacy and safety of short-term and topical application of amlexanox paste in the treatment of erosive oral lichen planus (EOLP). A randomized, positive-controlled clinical trial was conducted from September 1 to
Rescue of nonsense mutations by amlexanox in human cells.
Gonzalez-Hilarion S, et al.
Orphanet Journal of Rare Diseases, 7(1), 58-58 (2012)
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