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SML0070

Sigma-Aldrich

Salsalate

≥98% (HPLC)

Synonym(s):

2-(2-Hydroxybenzoyl)oxybenzoic acid, 2-Hydroxybenzoic acid 2-carboxyphenyl ester, disalicylic acid, salicyloxysalicylic acid, salicylsalicylic acid

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About This Item

Empirical Formula (Hill Notation):
C14H10O5
CAS Number:
552-94-3
Molecular Weight:
258.23
EC Number:
209-027-4
MDL number:
MFCD00020252
UNSPSC Code:
12352200
PubChem Substance ID:
329825134
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

storage temp.

room temp

SMILES string

OC(=O)c1ccccc1OC(=O)c2ccccc2O

InChI

1S/C14H10O5/c15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h1-8,15H,(H,16,17)

InChI key

WVYADZUPLLSGPU-UHFFFAOYSA-N

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Application

Salsalate was used to study the effect on palmitate-induced insulin resistance and hepatic steatosis in obese rats.

Biochem/physiol Actions

Salsalate is a nonsteroidal anti-inflammatory drug (NSAID), a nonacetylated salicylate with no more problems of gastrointestinal bleeding than placebo. It inhibits synthesis and release of prostaglandins through the inactivation of cyclooxygenase-1 (COX-1) and COX-2. Salsalate is currently being investigated as a treatment for Type 2 diabetes with possible use to prevent the disease in people at risk. It reduces blood glucose concentrations in patients with type 2 diabetes, as well as in insulin-resistant patients without diabetes.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H361d,H412

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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Corrilynn O Hileman et al.
AIDS (London, England), 24(12), 1958-1961 (2010-07-09)
In this 13-week, open-label, randomized study of the anti-inflammatory salsalate versus usual care, there were no significant improvements in flow-mediated dilation of the brachial artery, endothelial activation, inflammation or coagulation markers, homeostasis model assessment of insulin resistance or lipoproteins with
J M Scheiman et al.
Seminars in arthritis and rheumatism, 20(2), 121-127 (1990-10-01)
Animal models have identified multiple mechanisms of aspirin toxicity. Aspirin inhibits cyclooxygenase in the gastroduodenal mucosa leading to a decrease in endogenous prostaglandins. Prostaglandin mediated mucus and bicarbonate secretion, epithelial hydrophobicity, blood flow, and cellular proliferation are all decreased. Salicylates
J Koska et al.
Diabetologia, 52(3), 385-393 (2008-12-24)
Low-grade inflammation may contribute to obesity-related insulin resistance and has been associated with increased risk of type 2 diabetes mellitus. The present study evaluated whether treatment with salsalate, a traditional anti-inflammatory medication, would improve insulin action in obese non-diabetic individuals.
Roberta Noberini et al.
Chemical biology & drug design, 78(4), 667-678 (2011-07-28)
Eph receptor tyrosine kinases and ephrin ligands control many physiological and pathological processes, and molecules interfering with their interaction are useful probes to elucidate their complex biological functions. Moreover, targeting Eph receptors might enable new strategies to inhibit cancer progression
R F Carvalhal et al.
Biosensors & bioelectronics, 25(10), 2200-2204 (2010-04-07)
The use of an amperometric biosensor for rapid salicylate determination in blood is described. Photolitography was used to make gold electrodes on a polyester film. The plastic microcell was characterized using cyclic voltammetry to demonstrate the electrochemical performance of the
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