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Merck
CN

SML0070

Salsalate

≥98% (HPLC), COX inhibitor, powder

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

Key Documents

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Product Name

Salsalate, ≥98% (HPLC)

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

NSAID; Nonacetylated aspirin analog
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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000435782
0000435782
0000390774
0000210940
0000210939

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Gary L Pierce et al.
Circulation, 119(9), 1284-1292 (2009-02-25)
We tested the hypothesis that nuclear factor-kappaB (NF-kappaB) activity contributes to vascular endothelial dysfunction with aging and obesity in humans. We conducted a randomized, double-blind, placebo-controlled crossover study in 14 nondiabetic overweight or obese (body mass index > or =25
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
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
Tae Woo Jung et al.
Biochemical pharmacology, 86(7), 960-969 (2013-08-21)
Fetuin-A was recently identified as a novel hepatokine which is associated with obesity, insulin resistance and non-alcoholic fatty liver disease. Salsalate, a prodrug of salicylate with an anti-inflammatory effect and lower side effect profile, significantly lowers glucose and triglyceride levels
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.
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