Title: Imidazole Salicylate
CAS Registry Number: 36364-49-5
CAS Name: 2-Hydroxybenzoic acid compd with 1H-imidazole (1:1)
Additional Names: mono(2-hydroxybenzoate)-1H-imidazole; salizolo
Manufacturers' Codes: ITF-182
Trademarks: Flogozen (SPA); Selezen (Italfarmaco)
Molecular Formula: C10H10N2O3
Molecular Weight: 206.20
Percent Composition: C 58.25%, H 4.89%, N 13.59%, O 23.28%
Literature References: Prepn from equimolar amounts of salicylic acid with imidazole: M. Brissemoret, Bull. Soc. Chim. Fr. [3] 35, 316 (1906). Use as anti-inflammatory agent: BE 889704; G. Sportoletti, US 4329340 (1981, 1982 both to Italfarmaco). Pharmacology: P. G. Pagella et al., Arzneim.-Forsch. 33, 716 (1983). Penetration of inflamed sites: eidem, ibid. 34, 208 (1984). Pharmacokinetics: H. P. Kuemmerle et al., Int. J. Clin. Pharmacol. Ther. Toxicol. 22, 521 (1984). Series of clinical studies: Boll. Chim. Farm. 122, 37S-63S (1983). Review: R. Fantozzi, Drugs Exp. Clin. Res. 10, 853-856 (1984).
Properties: Crystals from methanol-ether, mp 123-124°. uv max: 300 nm (E1%1cm 182.5). Soly in water >100 mg/cc. LD50 in male, female rats, mice (mg/kg): 763, 724, 595, 685 s.c.; 422, 434, 462, 435 i.v.; 1211, 1430, 1034, 1091 orally (Pagella).
Melting point: mp 123-124°
Absorption maximum: uv max: 300 nm (E1%1cm 182.5)
Toxicity data: LD50 in male, female rats, mice (mg/kg): 763, 724, 595, 685 s.c.; 422, 434, 462, 435 i.v.; 1211, 1430, 1034, 1091 orally (Pagella)
Therap-Cat: Anti-inflammatory; antipyretic; analgesic.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Salicylic Acid Derivatives; Antipyretic. |