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QuickView for Salsalate (compound)
PubChem
| Name: | salicylsalicylic acid |
|---|---|
| PubChem Compound ID: | 5161 |
| Molecular formula: | C14H10O5 |
| Molecular weight: | 258.226 g/mol |
| Synonyms: |
Disalcid; EINECS 209-027-4; Benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester; Diacesal; 4-10-00-00165 (Beilstein Handbook Reference); NSC 49171; 2-CARBOXYPHENYL 2-HYDROXYBENZOATE; o-Salicylsalicylic acid; Sasapirin; KBio3_001165.
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DrugBank
Identification
| Name: | salicylsalicylic acid |
|---|---|
| Name (isomeric): | DB01399 |
| Drug Type: | small molecule |
| Synonyms: |
Salsalatum [inn-latin]; salicylsalicylic acid; Sasapyrine
|
| Brand: | Disalcid |
| CAS number: | 552-94-3 |
Pharmacology
| Indication: | For relief of the signs and symptoms of rheumatoid arthritis, osteoarthritis and related rheumatic disorders. |
|---|---|
| Pharmacology: |
Salsalate is a nonsteroidal anti-inflammatory agent for oral administration. Salsalate's mode of action as an anti-inflammatory and antirheumatic agent may be due to inhibition of synthesis and release of prostaglandins. The usefulness of salicylic acid, the active in vivo product of salsalate, in the treatment of arthritic disorders has been estab...
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| Mechanism of Action: |
The mode of anti-inflammatory action of salsalate and other nonsteroidal anti-inflammatory drugs is not fully defined, but appears to be primarily associated with inhibition of prostaglandin synthesis. This inhibition of prostaglandin synthesis is done through the inactivation of cyclooxygenase-1 (COX-1) and COX-2, which are reponsible for catalyzi...
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| Absorption: | Salsalate is insoluble in acid gastric fluids (< 0.1 mg/ml at pH 1.0), but readily soluble in the small intestine where it is partially hydrolyzed to two molecules of salicylic acid. A significant portion of the parent compound is absorbed unchanged. The amount of salicylic acid available from salsalate is about 15% less than from aspirin, when the two drugs are administered on a salicylic acid molar equivalent basis (3.6 g salsalate/5 g aspirin). Food slows the absorption of all salicylates including salsalate. |
| Protein binding: | Salicylate: 90-95% bound at plasma salicylate concentrations <100 mcg/mL; 70-85% bound at concentrations of 100-400 mcg/mL; 25-60% bound at concentrations >400 mcg/mL. |
| Biotransformation: | Salsalate is readily soluble in the small intestine where it is partially hydrolyzed to two molecules of salicylic acid. A significant portion of the parent compound is absorbed unchanged and undergoes rapid esterase hydrolysis in the body. |
| Half Life: | The parent compound has an elimination half-life of about 1 hour. Salicylic acid (the active metabolite) biotransformation is saturated at anti-inflammatory doses of salsalate. Such capacity limited biotransformation results in an increase in the half-life of salicylic acid from 3.5 to 16 or more hours. |
| Toxicity: | Death has followed ingestion of 10 to 30 g of salicylates in adults, but much larger amounts have been ingested without fatal outcome. |
| Affected organisms: | Humans and other mammals |
Interactions
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Targets
