Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H9O5.Na |
| Molecular Weight | 280.208 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].OC1=CC=CC=C1C(=O)OC2=CC=CC=C2C([O-])=O
InChI
InChIKey=JOCPDKGMOXSKRO-UHFFFAOYSA-M
InChI=1S/C14H10O5.Na/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);/q;+1/p-1
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C14H9O5 |
| Molecular Weight | 257.2183 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionSources: https://www.drugs.com/pro/salsalate.htmlCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23817699 |
https://www.ncbi.nlm.nih.gov/pubmed/6520777
Sources: https://www.drugs.com/pro/salsalate.html
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23817699 |
https://www.ncbi.nlm.nih.gov/pubmed/6520777
Salsalate is a dimer of salicylic acid. Upon administration, it is metabolically hydrolyzed to salicylic acid. Salsalate is is a nonsteroidal anti-inflammatory agent for oral administration for treatment of rheumatoid arthritis, osteoarthritis and related rheumatoid disorders. In addition, salsalate is investigated for treatment of type 2 diabetes.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: GO:0001516 Sources: Salsalate selectively inhibits prostaglandin synthesis in vivo |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | DISALCID Approved UseSalsalate is indicated for relief of the signs and symptoms of rheumatoid arthritis, and related rheumatic disorder. |
|||
| Palliative | DISALCID Approved UseSalsalate is indicated for relief of the signs and symptoms of rheumatoid arthritis, osteoarthritis and related rheumatic disorder. |
|||
| Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
45 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
17 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
88 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
97 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
21.1 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7309902/ |
1000 mg single, oral dose: 1000 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
54.4 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7309902/ |
1000 mg single, oral dose: 1000 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
101 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
50 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
847 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
1301 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
50 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7309902/ |
1000 mg single, oral dose: 1000 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
498 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7309902/ |
1000 mg single, oral dose: 1000 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
1.2 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
2.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
3.8 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
8.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3956057/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
1.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7309902/ |
1000 mg single, oral dose: 1000 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALSALATE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
|
3.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7309902/ |
1000 mg single, oral dose: 1000 mg route of administration: Oral experiment type: SINGLE co-administered: |
SALICYLIC ACID plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Funbound
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
5% |
SALICYLIC ACID serum | Homo sapiens |
Doses
| Dose | Population | Adverse events |
|---|---|---|
1.5 g 3 times / day multiple, oral Higher than recommended Dose: 1.5 g, 3 times / day Route: oral Route: multiple Dose: 1.5 g, 3 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Disc. AE: Tinnitus, Headache... Other AEs: Tinnitus... AEs leading to discontinuation/dose reduction: Tinnitus (14.3%) Other AEs:Headache (14.3%) Tinnitus (85.7%) Sources: |
2 g 2 times / day multiple, oral MTD Dose: 2 g, 2 times / day Route: oral Route: multiple Dose: 2 g, 2 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Disc. AE: Tinnitus... AEs leading to discontinuation/dose reduction: Tinnitus (37.5%) Sources: |
1.5 g 2 times / day multiple, oral Recommended Dose: 1.5 g, 2 times / day Route: oral Route: multiple Dose: 1.5 g, 2 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Disc. AE: Gastro-intestinal disorder NOS, Tinnitus... AEs leading to discontinuation/dose reduction: Gastro-intestinal disorder NOS (13.2%) Sources: Tinnitus (6.7%) Dizziness (1.7%) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Headache | 14.3% Disc. AE |
1.5 g 3 times / day multiple, oral Higher than recommended Dose: 1.5 g, 3 times / day Route: oral Route: multiple Dose: 1.5 g, 3 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Tinnitus | 14.3% Disc. AE |
1.5 g 3 times / day multiple, oral Higher than recommended Dose: 1.5 g, 3 times / day Route: oral Route: multiple Dose: 1.5 g, 3 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Tinnitus | 85.7% | 1.5 g 3 times / day multiple, oral Higher than recommended Dose: 1.5 g, 3 times / day Route: oral Route: multiple Dose: 1.5 g, 3 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Tinnitus | 37.5% Disc. AE |
2 g 2 times / day multiple, oral MTD Dose: 2 g, 2 times / day Route: oral Route: multiple Dose: 2 g, 2 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Dizziness | 1.7% Disc. AE |
1.5 g 2 times / day multiple, oral Recommended Dose: 1.5 g, 2 times / day Route: oral Route: multiple Dose: 1.5 g, 2 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Gastro-intestinal disorder NOS | 13.2% Disc. AE |
1.5 g 2 times / day multiple, oral Recommended Dose: 1.5 g, 2 times / day Route: oral Route: multiple Dose: 1.5 g, 2 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Tinnitus | 6.7% Disc. AE |
1.5 g 2 times / day multiple, oral Recommended Dose: 1.5 g, 2 times / day Route: oral Route: multiple Dose: 1.5 g, 2 times / day Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >1000 uM] | ||||
Page: 153.0 |
no | |||
Page: 200.0 |
no |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
Page: 198 | 200 |
no |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010-12 |
|
| Effects of salsalate therapy on recovery from vascular injury in female Zucker fatty rats. | 2010-12 |
|
| Wet oxidation of salicylic acid solutions. | 2010-11-15 |
|
| The Adult Patient with Eisenmenger Syndrome: A Medical Update after Dana Point Part III: Specific Management and Surgical Aspects. | 2010-11 |
|
| An overview of salsalate as a potential antidiabetic therapy. | 2010-11 |
|
| A systems biology approach identifies inflammatory abnormalities between mouse strains prior to development of metabolic disease. | 2010-11 |
|
| Salsalate may have broad utility in the prevention and treatment of vascular disorders and the metabolic syndrome. | 2010-09 |
|
| Salsalate is poorly tolerated and fails to improve endothelial function in virologically suppressed HIV-infected adults. | 2010-07-31 |
|
| 2009 World Congress on the Insulin Resistance Syndrome: cardiovascular disease concepts. | 2010-07 |
|
| Potential role of salicylates in type 2 diabetes. | 2010-06-03 |
|
| Delayed recrudescence to toxic salicylate concentrations after salsalate overdose. | 2010-06 |
|
| The effects of salsalate on glycemic control in patients with type 2 diabetes: a randomized trial. | 2010-03-16 |
|
| Summaries for patients. The effects of salsalate on blood sugar control in people with type 2 diabetes. | 2010-03-16 |
|
| Apocynin improves insulin resistance through suppressing inflammation in high-fat diet-induced obese mice. | 2010 |
|
| Drugs associated with more suicidal ideations are also associated with more suicide attempts. | 2009-10-02 |
|
| Selective and non-selective non-steroidal anti-inflammatory drugs and the risk of acute kidney injury. | 2009-10 |
|
| The C3a anaphylatoxin receptor is a key mediator of insulin resistance and functions by modulating adipose tissue macrophage infiltration and activation. | 2009-09 |
|
| Role of NFkappaB in age-related vascular endothelial dysfunction in humans. | 2009-08-10 |
|
| Serum concentration-dependent hepatotoxicity in individuals receiving oral salsalate. | 2009-06 |
|
| Nuclear factor-{kappa}B activation contributes to vascular endothelial dysfunction via oxidative stress in overweight/obese middle-aged and older humans. | 2009-03-10 |
|
| The effect of salsalate on insulin action and glucose tolerance in obese non-diabetic patients: results of a randomised double-blind placebo-controlled study. | 2009-03 |
|
| Inflammation, insulin resistance, and type 2 diabetes: back to the future? | 2009-02 |
|
| A randomized trial of low-dose aspirin in the prevention of clinical type 2 diabetes in women. | 2009-01 |
|
| siRNA-mediated reduction of inhibitor of nuclear factor-kappaB kinase prevents tumor necrosis factor-alpha-induced insulin resistance in human skeletal muscle. | 2008-08 |
|
| Approaches to treatment of pre-diabetes and obesity and promising new approaches to type 2 diabetes. | 2008-07 |
|
| Use of salsalate to target inflammation in the treatment of insulin resistance and type 2 diabetes. | 2008-05 |
|
| Improvement in HIV-related endothelial dysfunction using the anti-inflammatory agent salsalate: a pilot study. | 2008-03-12 |
|
| Salsalate improves glycemia and inflammatory parameters in obese young adults. | 2008-02 |
|
| Preadministration of high-dose salicylates, suppressors of NF-kappaB activation, may increase the chemosensitivity of many cancers: an example of proapoptotic signal modulation therapy. | 2006-09 |
|
| Temporal relationship between use of NSAIDs, including selective COX-2 inhibitors, and cardiovascular risk. | 2006 |
|
| Phenolic compounds, sodium salicylate and related compounds, as inhibitors of tumor cell growth and inducers of apoptosis in mouse leukemia L1210 cells. | 2005-03-31 |
|
| Salicylic acid-induced inactivation of creatine kinase in the presence of lactoperoxidase and H2O2. | 2005-01-15 |
|
| Aspirin and NSAID sensitivity. | 2004-08 |
|
| Variable effects of nonsteroidal antiinflammatory agents on thyroid test results. | 2003-12 |
|
| Interaction of rofecoxib and celecoxib with warfarin. | 2003-07-01 |
|
| Nonsteroidal antiinflammatory drug starter packs for chronic musculoskeletal pain. | 2002-07 |
|
| Blood pressure elevation in a patient treated with salsalate. | 2002-04 |
|
| Lichenoid drug eruption to salsalate. | 2001-10 |
|
| Modulation of endothelial cell activation in sickle cell disease: a pilot study. | 2001-04-01 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/salsalate.html
The usual dosage is 3000 mg daily, given in divided doses as follows: 1(two doses of two 750 mg tablets; 2) two doses of three 500 mg tablets; or 3) three doses of two 500 mg tablets.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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admin
on
Edited
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| Record UNII |
06SH0H2G8M
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| Record Status |
Validated (UNII)
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| Record Version |
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| Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |