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2-Carboxyphenyl Salicylate

Catalog Number
ACM552943
CAS Number
552-94-3
Product Name
2-Carboxyphenyl Salicylate
Structure
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
2-Carboxyphenyl Salicylate is a white crystalline powder that serves as a nonacetylated aspirin analog with analgesic and anti-inflammatory properties. It is a dimeric benzoate ester formed through intermolecular condensation between the carboxy group of one salicylic acid molecule and the phenol group of another. As a prodrug of salicylic acid, it is utilized in the treatment of rheumatoid arthritis and osteoarthritis, while also exhibiting potential activity against type II diabetes. Unlike aspirin, it is insoluble in gastric juice but becomes soluble in the small intestine, where it is partially hydrolyzed to produce two salicylic acid molecules that are absorbed. This process results in a 15% lower production of salicylic acid compared to aspirin on a molar basis, reducing the risk of gastrointestinal blood loss and making it suitable for aspirin-sensitive patients. Available in capsule and tablet forms, this compound offers an alternative for those seeking relief from inflammatory conditions.
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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