CAS 552-94-3 2-Carboxyphenyl Salicylate - Materials / Alfa Chemistry

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2-Carboxyphenyl Salicylate

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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

EC Number

209-027-4

Exact Mass

258.052823g/mol

Formal Charge

Heavy Atom Count

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

UNII

V9MO595C9I

XLogP3

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