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Salsalate

Catalog Number
ACM552943-1
CAS Number
552-94-3
Product Name
Salsalate
Category
Liquid Crystal (LC) Building Blocks
Description
Solid
IUPAC Name
2-(2-hydroxybenzoyl)oxybenzoic acid
Molecular Weight
258.23g/mol
Molecular Formula
C14H10O5
Canonical SMILES
C1=CC=C(C(=C1)C(=O)OC2=CC=CC=C2C(=O)O)O
InChI
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)
InChI Key
WVYADZUPLLSGPU-UHFFFAOYSA-N
Melting Point
147.0 °C;147°C
Solubility
2.46e-01 g/L
Application
Salsalate is a nonacetylated aspirin analog presented as a white crystalline powder, primarily used as an analgesic and anti-inflammatory agent. It serves as a prodrug of salicylic acid and is effective in managing conditions such as rheumatoid arthritis and osteoarthritis, and also demonstrates activity against type II diabetes. The compound is a dimeric benzoate ester formed by the condensation between the carboxyl group of one salicylic acid molecule and the phenol group of another. Due to its structure, salsalate is insoluble in gastric juice but becomes soluble in the small intestine, where it is partially hydrolyzed into two molecules of salicylic acid for absorption. Compared to aspirin, it yields 15% less salicylic acid on a molar basis. Notably, salsalate does not cause gastrointestinal bleeding and is suitable for patients sensitive to aspirin. It is available in both capsule and tablet forms.
Complexity
341
Covalently-Bonded Unit Count
1
EC Number
209-027-4
Exact Mass
258.052823g/mol
Formal Charge
0
Heavy Atom Count
19
MeSH Entry Terms
Arcylate;Argesic;benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester;Disalcid;disalicylic acid;Mono-Gesic;Salflex;salicyl salicylate;salicylsalicylic acid;Saloxium;salsalate;Salsitab
Monoisotopic Mass
258.052823g/mol
NSC Number
755823;49171
Rotatable Bond Count
4
UNII
V9MO595C9I
XLogP3
3
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