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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
071M4704V

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Salicylic acid BioXtra, ≥99.0%

Sigma-Aldrich

S5922

Salicylic acid

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
Zaichang Yang et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 17(2), 139-141 (2009-09-15)
Therapeutic control of beta-lactamase-producing bacteria has been a major clinical problem. Development of drug combinations containing the beta-lactamase inhibitors has given clinicians a novel approach to controlling resistant organisms. In our search for beta-lactamase inhibitors from natural resources, we found
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
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