Prodrug Information
Prodrug General Information | Top | |||||
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Prodrug ID |
D5GY7P
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Prodrug Name |
Salsalate
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Synonyms |
Sasapyrine; 552-94-3; Salicylsalicylic acid; Disalicylic acid; Disalcid; 2-Carboxyphenyl salicylate; Sasapyrinum; Saloxium; Salicyloylsalicylic acid; Diacesal; Diplosal; Sasapirin; Sasapyrin; Disalyl; Nobacid; Salical; Salina; Salysal; o-Salicylsalicylic acid; Sal Ester Sal; Disalicylsaeure; Salicylic acid, salicylate; Salsalato; Salsalatum; Salflex; Salsalatum [INN-Latin]; Salicylic acid, bimolecular ester; Salicyloxysalicylic acid; Salsalato [INN-Spanish]; Salicylsalicylic acid;Disalicylic acid; Disalcid (TN); CAS-552-94-3; Sasapyrine (JAN); Salsalate [USAN:INN:BAN]; Salsalate (USP/INN)
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Indication | Osteoarthritis [ICD-11: FA00-FA05; ICD-9: 715] | Phase 4 | [1] | |||
Rheumatoid arthritis [ICD-11: FA20; ICD-9: 729] | Phase 4 | [1] | ||||
Activation |
Prodrug ![]() |
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Parent Drug ![]() |
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2D MOL 3D MOL | 2D MOL 3D MOL | |||||
(1) Bioconversion Enzyme:
Esterase
(EC 3.1)
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Prodrug Strategy |
Classical prodrug strategy
[Carrier linked prodrug]
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Improved property |
Minimize side effect
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Description |
Salsalate causes less gastroduodenal damage than enteric-coated aspirin based on the results of animal models and endoscopic studies in humans.
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Formula |
C14H10O5
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Canonical SMILES |
C1=CC=C(C(=C1)C(=O)OC2=CC=CC=C2C(=O)O)O
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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)
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InChIKey |
WVYADZUPLLSGPU-UHFFFAOYSA-N
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CAS Number |
CAS 552-94-3
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PubChem Compound ID | ||||||
ChEBI ID |
CHEBI:9014
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Parent Drug General Information | Top | |||||
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Parent Drug ID |
DN8T7F
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Parent Drug Name |
Salicylic acid
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Synonyms |
2-Carboxyphenol; 2-Hydroxybenzenecarboxylate; 2-Hydroxybenzenecarboxylic acid; 2-hydroxy benzoic acid; Acido o-idrossibenzoico; Acido salicilico; Acidum salicylicum; Azurechelin; CHEMBL424; Domerine; Duofilm; Duoplant; Durasal; FEMA3985; Fostex; Ionil; Ionil plus; K 537; Keralyt; Kyselina salicylova; Occlusal; Orthohydroxybenzoic acid; Pernox; Phenol-2-carboxylate; Phenol-2-carboxylic acid; Retarder W; Rutranex; Salicyclic acid; Salicylic acid; Saligel; Salonil; Sebucare; Sebulex; Stri-Dex; TS-03583; Verrugon; hydroxy-Benzoic acid; o-Carboxyphenol; o-hydroxy benzoic acid; ortho-salicylic acid
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Formula |
C7H6O3
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Canonical SMILES |
C1=CC=C(C(=C1)C(=O)O)O
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InChI |
1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10)
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InChIKey |
YGSDEFSMJLZEOE-UHFFFAOYSA-N
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CAS Number |
CAS 69-72-7
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PubChem Compound ID | ||||||
ChEBI ID |
CHEBI:16914
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References | Top | |||||
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REF 1 | ClinicalTrials.gov (NCT03222206) The Comparison of Effect Between Salsalate and Placebo in Osteoarthritis With Nonalcoholic Fatty Liver Disease. U.S. National Institutes of Health. | |||||
REF 2 | Aspirin and NSAID sensitivity. Immunol Allergy Clin North Am. 2004 Aug;24(3):491-505, vii. | |||||
REF 3 | Gastroduodenal mucosal damage with salsalate versus aspirin: results of experimental models and endoscopic studies in humans. Semin Arthritis Rheum. 1990 Oct;20(2):121-7. | |||||
REF 4 | Temporal relationship between use of NSAIDs, including selective COX-2 inhibitors, and cardiovascular risk. Drug Saf. 2006;29(7):621-32. |
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