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Salsalate

Salsalate is a medication that belongs to the salicylate and nonsteroidal anti-inflammatory drug (NSAID) classes.

Salsalate
Clinical data
Trade namesDisalcid, Salflex
AHFS/Drugs.comMonograph
MedlinePlusa682880
ATC code
Legal status
Legal status
Identifiers
  • 2-(2-Hydroxybenzoyl)oxybenzoic acid
CAS Number
  • 552-94-3 Y
PubChem CID
  • 5161
DrugBank
  • DB01399 Y
ChemSpider
  • 4977 N
UNII
  • V9MO595C9I
KEGG
  • D00428 N
ChEBI
  • CHEBI:9014 N
CompTox Dashboard (EPA)
  • DTXSID1023572
ECHA InfoCard100.008.208
Chemical and physical data
FormulaC14H10O5
Molar mass258.229 g·mol−1
 NY (what is this?)  (verify)

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.[2]

Mechanism of action edit

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.[3]

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.[3][4][5] This mechanism is thought to be responsible for salsalate's insulin-sensitizing and blood sugar lowering properties.[4]

Medical uses edit

Salsalate may be used for inflammatory disorders such as rheumatoid arthritis or noninflammatory disorders such as osteoarthritis.[3][6]

Safety edit

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.[4]

Research edit

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.[3] However, the use of salsalate to prevent the progression from prediabetes to type 2 diabetes mellitus has received limited study.[3]

History edit

Salsalate had been suggested as possible treatment for diabetes as early as 1876.[3][7][8]

Synthesis edit

 
Salsalate synthesis:[9][10][11][12]

References edit

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ "Salsalate". drugs.com.
  3. ^ a b c d e f Anderson K, Wherle L, Park M, Nelson K, Nguyen L (June 2014). "Salsalate, an old, inexpensive drug with potential new indications: a review of the evidence from 3 recent studies". American Health & Drug Benefits. 7 (4): 231–5. PMC 4105730. PMID 25126374.
  4. ^ a b c Esser N, Paquot N, Scheen AJ (March 2015). "Anti-inflammatory agents to treat or prevent type 2 diabetes, metabolic syndrome and cardiovascular disease". Expert Opinion on Investigational Drugs (Review). 24 (3): 283–307. doi:10.1517/13543784.2015.974804. PMID 25345753. S2CID 23674166.
  5. ^ Ridker PM, Lüscher TF (July 2014). "Anti-inflammatory therapies for cardiovascular disease". European Heart Journal. 35 (27): 1782–91. doi:10.1093/eurheartj/ehu203. PMC 4155455. PMID 24864079.
  6. ^ Hardie DG (July 2013). "AMPK: a target for drugs and natural products with effects on both diabetes and cancer". Diabetes. 62 (7): 2164–72. doi:10.2337/db13-0368. PMC 3712072. PMID 23801715.
  7. ^ Powell K (May 2007). "Obesity: the two faces of fat". Nature. 447 (7144): 525–7. Bibcode:2007Natur.447..525P. doi:10.1038/447525a. PMID 17538594. S2CID 28974642.
  8. ^ Ebstein W (1876). "Zur therapie des diabetes mellitus, insbesondere uber die anwendung des salicylsauren natron bei demselben". Berliner Klinische Wochenschrift. 13: 337–340.
  9. ^ Cavallito CJ, Buck JS (1943). "Synthesis of Phenolic Acid Esters. I. Depsides1". Journal of the American Chemical Society. 65 (11): 2140–2142. doi:10.1021/ja01251a034.
  10. ^ Baker W, Ollis WD, Zealley TS (1951). "42. Eight- and higher-membered ring compounds. Part II. Di-, tri-, tetra-, and hexa-salicylides". Journal of the Chemical Society (Resumed): 201. doi:10.1039/JR9510000201.
  11. ^ DE 211403, "Verfarhen zur Darstellung einer kristallisierten Salicylosalicylsäure aus Salicylsäure oder ihrne Salzen [Process for preparing a crystallized salicylosalicylic acid from salicylic acid or its salts]", published 1909-06-25, assigned to C.F. Boehringer & Söhne 
  12. ^ DE 214044, "Verfarhen zur Darstellung einer kristallisierten Salicylosalicylsäure [Process for preparing a crystallized salicylosalicylic acid]", published 1909-09-20, assigned to C.F. Boehringer & Söhne 


salsalate, medication, that, belongs, salicylate, nonsteroidal, anti, inflammatory, drug, nsaid, classes, clinical, datatrade, namesdisalcid, salflexahfs, drugs, commonographmedlineplusa682880atc, coden02ba06, legal, statuslegal, statusus, warning, onlyidentif. Salsalate is a medication that belongs to the salicylate and nonsteroidal anti inflammatory drug NSAID classes SalsalateClinical dataTrade namesDisalcid SalflexAHFS Drugs comMonographMedlinePlusa682880ATC codeN02BA06 WHO Legal statusLegal statusUS WARNING 1 Rx onlyIdentifiersIUPAC name 2 2 Hydroxybenzoyl oxybenzoic acidCAS Number552 94 3 YPubChem CID5161DrugBankDB01399 YChemSpider4977 NUNIIV9MO595C9IKEGGD00428 NChEBICHEBI 9014 NCompTox Dashboard EPA DTXSID1023572ECHA InfoCard100 008 208Chemical and physical dataFormulaC 14H 10O 5Molar mass258 229 g mol 1 N Y what is this verify 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 2 Contents 1 Mechanism of action 2 Medical uses 3 Safety 4 Research 5 History 6 Synthesis 7 ReferencesMechanism of action editRelative 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 3 The mechanism through which salsalate is thought to reduce the production of these inflammatory chemical signals is through the inhibition of IkB kinase resulting in decreased action of NF kB genes 3 4 5 This mechanism is thought to be responsible for salsalate s insulin sensitizing and blood sugar lowering properties 4 Medical uses editSalsalate may be used for inflammatory disorders such as rheumatoid arthritis or noninflammatory disorders such as osteoarthritis 3 6 Safety editThe 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 4 Research editSalsalate 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 3 However the use of salsalate to prevent the progression from prediabetes to type 2 diabetes mellitus has received limited study 3 History editThis section is missing information about first known synthesis and commercialization who decided to stick two salicylic acid molecules together Please expand the section to include this information Further details may exist on the talk page January 2023 Salsalate had been suggested as possible treatment for diabetes as early as 1876 3 7 8 Synthesis edit nbsp Salsalate synthesis 9 10 11 12 References edit FDA sourced list of all drugs with black box warnings Use Download Full Results and View Query links nctr crs fda gov FDA Retrieved 22 Oct 2023 Salsalate drugs com a b c d e f Anderson K Wherle L Park M Nelson K Nguyen L June 2014 Salsalate an old inexpensive drug with potential new indications a review of the evidence from 3 recent studies American Health amp Drug Benefits 7 4 231 5 PMC 4105730 PMID 25126374 a b c Esser N Paquot N Scheen AJ March 2015 Anti inflammatory agents to treat or prevent type 2 diabetes metabolic syndrome and cardiovascular disease Expert Opinion on Investigational Drugs Review 24 3 283 307 doi 10 1517 13543784 2015 974804 PMID 25345753 S2CID 23674166 Ridker PM Luscher TF July 2014 Anti inflammatory therapies for cardiovascular disease European Heart Journal 35 27 1782 91 doi 10 1093 eurheartj ehu203 PMC 4155455 PMID 24864079 Hardie DG July 2013 AMPK a target for drugs and natural products with effects on both diabetes and cancer Diabetes 62 7 2164 72 doi 10 2337 db13 0368 PMC 3712072 PMID 23801715 Powell K May 2007 Obesity the two faces of fat Nature 447 7144 525 7 Bibcode 2007Natur 447 525P doi 10 1038 447525a PMID 17538594 S2CID 28974642 Ebstein W 1876 Zur therapie des diabetes mellitus insbesondere uber die anwendung des salicylsauren natron bei demselben Berliner Klinische Wochenschrift 13 337 340 Cavallito CJ Buck JS 1943 Synthesis of Phenolic Acid Esters I Depsides1 Journal of the American Chemical Society 65 11 2140 2142 doi 10 1021 ja01251a034 Baker W Ollis WD Zealley TS 1951 42 Eight and higher membered ring compounds Part II Di tri tetra and hexa salicylides Journal of the Chemical Society Resumed 201 doi 10 1039 JR9510000201 DE 211403 Verfarhen zur Darstellung einer kristallisierten Salicylosalicylsaure aus Salicylsaure oder ihrne Salzen Process for preparing a crystallized salicylosalicylic acid from salicylic acid or its salts published 1909 06 25 assigned to C F Boehringer amp Sohne DE 214044 Verfarhen zur Darstellung einer kristallisierten Salicylosalicylsaure Process for preparing a crystallized salicylosalicylic acid published 1909 09 20 assigned to C F Boehringer amp Sohne nbsp This analgesic related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Salsalate amp oldid 1205030076, wikipedia, wiki, book, books, library,

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