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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

Quality Level

100

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

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Warning

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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Martha M Rumore et al.
The Annals of pharmacotherapy, 44(7-8), 1207-1221 (2010-06-03)
To review the evidence base supporting the use of salicylates for glucose level control in patients with type 2 diabetes and provide a comprehensive review of available information describing the potential role of salicylates and, in particular, salsalate, for glucose
Allison B Goldfine et al.
Clinical and translational science, 1(1), 36-43 (2009-04-02)
Chronic subacute inflammation is implicated in the pathogenesis of insulin resistance and type 2 diabetes. Salicylates were shown years ago to lower glucose and more recently to inhibit NF-kappaB activity. Salsalate, a prodrug form of salicylate, has seen extensive clinical
Ruth C R Meex et al.
The Journal of clinical endocrinology and metabolism, 96(5), 1415-1423 (2011-02-04)
Nonsteroidal antiinflammatory drugs appear to improve insulin sensitivity and are currently tested in clinical trials. Salsalate, however, may blunt mitochondrial function, an unwarranted side effect for type 2 diabetics. We examined the effect of salsalate on ex vivo mitochondrial function
Weidong Chai et al.
Diabetes care, 34(7), 1634-1638 (2011-05-28)
Insulin recruits muscle microvasculature, thereby increasing endothelial exchange surface area. Free fatty acids (FFAs) cause insulin resistance by activating inhibitor of κB kinase β. Elevating plasma FFAs impairs insulin's microvascular and metabolic actions in vivo. Whether salsalate, an anti-inflammatory agent
Xian Wu et al.
Journal of agricultural and food chemistry, 65(33), 7200-7209 (2017-07-27)
High-fat diets (HFDs) and excess adiposity increase proinflammatory cytokines in the colon, altering gene expression in a manner that promotes the development of colorectal cancer (CRC). Thus, compounds that reduce this biochemical inflammation are potential chemopreventive agents. Curcumin (CUR), a
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