Salsalate

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Salsalate
Salsalate.svg
Systematic (IUPAC) name
2-(2-Hydroxybenzoyl)oxybenzoic acid
Clinical data
Trade names Disalcid, Salflex
AHFS/Drugs.com monograph
MedlinePlus a682880
Pregnancy
category
  • US: C (Risk not ruled out)
Legal status
Identifiers
CAS Number 552-94-3 YesY
ATC code N02BA06 (WHO)
PubChem CID: 5161
DrugBank DB01399 YesY
ChemSpider 4977 N
UNII V9MO595C9I YesY
KEGG D00428 N
ChEBI CHEBI:9014 N
Chemical data
Formula C14H10O5
Molecular mass 258.23 g/mol
 NYesY (what is this?)  (verify)

Salsalate is a medication that belongs to the salicylate and non-steroidal anti-inflammatory drug (NSAID) classes. Relative to other NSAIDs, salsalate has a weak inhibitory effect on the cyclooxygenase enzyme and decreases the production of several proinflammatory chemical signals such as interleukin-6, TNF-alpha, and C-reactive protein.[1] The mechanism through which salsalate is thought to reduce the production of these inflammatory chemical signals is through the inhibition of IκB kinase resulting in decreased action of NF-κB genes.[1][2][3] This mechanism is thought to be responsible for salsalate's insulin-sensitizing and blood sugar lowering properties.[2] Salsalate is the generic name of a prescription drug marketed under the brandnames Mono-Gesic, Salflex, Disalcid, and Salsitab. Other generic and brand name formulations may be available.[4]

Medical uses

Salsalate may be used for inflammatory disorders such as rheumatoid arthritis or noninflammatory disorders such as osteoarthritis.[1][5]

Safety

The risk of bleeding is a common concern with use of the NSAID class of medications. However, the bleeding risk associated with salsalate is lower than that associated with aspirin use.[2]

Research

Salsalate has been proposed for the prevention and treatment of type 2 diabetes mellitus due to its ability to lower insulin resistance associated with inflammation and may be useful in prediabetes.[1] However, the use of salsalate to prevent the progression from prediabetes to type 2 diabetes mellitus has received limited study.[1]

History

Salsalate had been suggested as possible treatment for diabetes as early as 1876.[1][6][7]

Synthesis

Salsalate synthesis:[8][9] DE 211403  and DE 214044  (1909, both to Boehringer, Mann.), Frdl. 9, 928 and C.A. 4, 368 (1910).

References

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  4. drugs.com Salsalate entry
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