1045. Benorylate

Nomenclature

CAS number: 5003-48-5
2-(Acetyloxy)benzoic acid 4-(acetylamino)phenyl ester; salicylic acid acetate, ester with 4-hydroxyacetanilide; 2-acetoxy-4′-(acetamino)phenylbenzoate; p-acetamidophenyl acetylsalicylate; 4′-(acetamido)phenyl-2-acetoxybenzoate; fenasprate; Win-11450; Benoral (Sanofi Winthrop); Benortan (Sanofi Winthrop); Salipran (Evans).
C17H15NO5; mol wt 313.30.
C 65.17%, H 4.83%, N 4.47%, O 25.53%.

Description and references

Prepn: NL 6504517 (1965 to Sterwin), C.A. 64, 8097c (1966), corresp to GB 1101747 (1968); Robertson, US 3431293 and Miller, GB 1168289 (both 1969 to Sterling Drug). Pharmacological investigations: Rosner et al., Therapie 23, 525 (1968); Raab, Arzneim.-Forsch. 21, 1662 (1971). Pharmacokinetic studies in animals: Liss, Palme, ibid. 19, 1177 (1969). Clinical evaluation: Bain, Burt, Clin. Trials J. 7, 307 (1970); Cardoe, ibid. 313.

Chemical structure

Properties

Crystals from methanol or ethanol, mp 175-176°. LD50 in mice, rats (mg/ml): 2000, ≈10000 orally; 1255, 1830 i.p. (Robertson).

Therapeutic Category

Analgesic; anti-inflammatory; antipyretic.

Keywords

Anti-inflammatory (Nonsteroidal); Salicylic Acid Derivatives; Analgesic; Non-opioids; Salicylic Acid Derivatives; Antipyretic