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Monograph Number: 856

Title: Aspirin

CAS Registry Number: 50-78-2

CAS Name: 2-(Acetyloxy)benzoic acid

Additional Names: salicylic acid acetate; 2-acetoxybenzoic acid;acetylsalicylic acid

Trademarks: Acimetten (Pharmonta); Acylpyrin (Slovakofarma); Angettes (Bristol-Myers Squibb); Asatard (Boehringer, Ing.); Aspro (Roche); Caprin (Sinclair); Cardioaspirin (Bayer);Cardiprin (Reckitt & Colman); Cemirit (Bayer); Claragine (Nicholas); Ecotrin (SKB); Empirin (Glaxo Wellcome); Encaprin (Procter & Gamble); Kilios (Pharmacia & Upjohn); Levius (Pharmacia &Upjohn); Rhonal (RPR); Solprin (Reckitt & Colman)

Molecular Formula: C9H8O4

Molecular Weight: 180.16.

Percent Composition: C 60.00%, H 4.48%, O 35.52%

Properties: Monoclinic tablets orneedle-like crystals. d 1.40. mp 135° (rapid heating); the melt solidifies at 118°. uv max (0.1N H2SO4): 229 nm (E1%1cm 484); (CHCl3): 277 nm (E1%1cm 68). Is odorless, but in moist air it isgradually hydrolyzed into salicylic and acetic acids and acquires the odor of acetic acid. Stable in dry air. pK (25°) 3.49. One gram dissolves in 300 ml water at 25°, in 100 ml water at 37°, in 5 mlalcohol, 17 ml chloroform, 10-15 ml ether. Less soluble in anhydr ether. Decomp by boiling water or when dissolved in solns of alkali hydroxides and carbonates. Inorganic salts of acetylsalicylic acidare soluble in water (esp the Ca salt, q.v.), but are decomposed quickly. LD50 orally in mice, rats: 1.1, 1.5 g/kg (Hart).

Melting point: mp 135° (rapid heating)

P.e: 140°

pKa: pK (25°)3.49

Absorption maximum: uv max (0.1N H2SO4): 229 nm (E1%1cm 484); (CHCl3): 277 nm (E1%1cm 68)

Density: d 1.40

Toxicity data: LD50 orally in mice, rats: 1.1, 1.5 g/kg (Hart)Derivative Type: Guaiacol ester

CAS Registry Number: 55482-89-8

Additional Names: Guacetisal

Trademarks: Guaiaspir (Lampugnani)

Molecular Formula: C16H14O5

Molecular Weight: 286.28....