U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H10O5
Molecular Weight 258.2262
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SALSALATE

SMILES

OC(=O)C1=CC=CC=C1OC(=O)C2=CC=CC=C2O

InChI

InChIKey=WVYADZUPLLSGPU-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C14H10O5
Molecular Weight 258.2262
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: GO:0001516
Sources: Salsalate selectively inhibits prostaglandin synthesis in vivo
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
DISALCID

Approved Use

Salsalate is indicated for relief of the signs and symptoms of rheumatoid arthritis, and related rheumatic disorder.
Palliative
DISALCID

Approved Use

Salsalate is indicated for relief of the signs and symptoms of rheumatoid arthritis, osteoarthritis and related rheumatic disorder.
Primary
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
45 μg/mL
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
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
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
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
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
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

AUC

ValueDoseCo-administeredAnalytePopulation
101 μg × h/mL
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
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
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
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
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
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

T1/2

ValueDoseCo-administeredAnalytePopulation
1.2 h
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
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
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
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
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
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

Funbound

ValueDoseCo-administeredAnalytePopulation
5%
SALICYLIC ACID serum
Homo sapiens
Doses

Doses

DosePopulationAdverse 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%)
Headache (14.3%)
Other AEs:
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%)
Tinnitus (6.7%)
Dizziness (1.7%)
Sources:
AEs

AEs

AESignificanceDosePopulation
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

OverviewOther

Other InhibitorOther SubstrateOther Inducer







Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical 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]
no
no
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
Tox targets
PubMed

PubMed

TitleDatePubMed
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
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
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:48:52 GMT 2025
Edited
by admin
on Mon Mar 31 17:48:52 GMT 2025
Record UNII
V9MO595C9I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SASAPYRINE
JAN  
Preferred Name English
SALSALATE
USAN   INN  
Official Name English
DISALCID
Brand Name English
NSC-49171
Code English
DISALICYCLIC ACID
Common Name English
2-[(2-Hydroxybenzoyl)oxy]benzoic acid
Systematic Name English
CARBASALATE CALCIUM IMPURITY D [EP IMPURITY]
Common Name English
salsalate [INN]
Common Name English
SALSALATE [MI]
Common Name English
ACETYLSALICYLIC ACID IMPURITY E [EP IMPURITY]
Common Name English
BENZOIC ACID, 2-HYDROXY-, 2-CARBOXYPHENYL ESTER
Common Name English
SALSALATE [MART.]
Common Name English
SALSALATE [USAN]
Common Name English
SALICYLSALICYLIC ACID
Common Name English
Salsalate [WHO-DD]
Common Name English
DL-LYSINE ACETYLSALICYLATE IMPURITY M [EP IMPURITY]
Common Name English
SALSALATE [USP IMPURITY]
Common Name English
SALSALATE [USP-RS]
Common Name English
SASAPYRINE [JAN]
Common Name English
SALSALATE [VANDF]
Common Name English
SALICYLIC ACID, BIMOLECULAR ESTER
Common Name English
SALSALATE [USP MONOGRAPH]
Common Name English
Classification Tree Code System Code
WHO-ATC N02BA06
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
WHO-VATC QN02BA06
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
LIVERTOX NBK548843
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
NCI_THESAURUS C257
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
Code System Code Type Description
NSC
49171
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
LACTMED
Salsalate
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
SMS_ID
100000086562
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
CHEBI
9014
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
RXCUI
36108
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY RxNorm
ECHA (EC/EINECS)
209-027-4
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
ChEMBL
CHEMBL154111
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
DRUG BANK
DB01399
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
DRUG CENTRAL
2420
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
EVMPD
SUB10434MIG
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
PUBCHEM
5161
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
MERCK INDEX
m9747
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
SALSALATE
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID1023572
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
INN
3267
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
FDA UNII
V9MO595C9I
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
DAILYMED
V9MO595C9I
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
MESH
C014182
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
CAS
552-94-3
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
RS_ITEM_NUM
1609807
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
NCI_THESAURUS
C62636
Created by admin on Mon Mar 31 17:48:52 GMT 2025 , Edited by admin on Mon Mar 31 17:48:52 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
PARENT -> IMPURITY
PARENT -> IMPURITY
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC