Title: Ampiroxicam
CAS Registry Number: 99464-64-9
CAS Name: Carbonic acid ethyl 1-[[2-methyl-3-[(2-pyridinylamino)carbonyl]-2
H-1,2-benzothiazin-4-yl]oxy]ethyl ester
S,S-dioxide
Synonyms: (±)-4-(1-hydroxyethoxy)-2-methyl-
N-2-pyridyl-2
H-1,2-benzothiazine-3-carboxamide ethyl carbonate (ester) 1,1-dioxide; 4-[1-(ethoxycarbonyloxy)ethoxy]-2-methyl-
N-(2-pyridyl)-2
H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
Manufacturers' Codes: CP-65703
Trademarks: Flucam (Pfizer)
Molecular Formula: C20H21N3O7S
Molecular Weight: 447.46
Percent Composition: C 53.68%, H 4.73%, N 9.39%, O 25.03%, S 7.17%
Literature References: Prodrug of piroxicam,
q.v. Prepn: A. Marfat,
EP 147177;
idem, US 4551452 (both 1985 to Pfizer). Clinical pharmacokinetics: F. C. Falkner
et al., Xenobiotica 20, 645 (1990). Toxicity study: M. Iijima
et al., Oyo Yakuri 43, 1 (1992);
C.A. 116, 187689k (1992). Pharmacology: T. J. Carty
et al., Agents Actions 39, 157 (1993). Clinical trial in oral postoperative pain: K. Kurita
et al., Oral. Ther. Pharmacol. 10, 138 (1991); in rheumatoid arthritis: S. Irimajiri
et al., Jpn. J. Inflammation 12, 81 (1992).
Properties: White crystals from toluene, mp 159-161°. LD50 orally in male, female rats: 1798, 747 mg/kg (Iijima).
Melting point: mp 159-161°
Toxicity data: LD50 orally in male, female rats: 1798, 747 mg/kg (Iijima)
Therap-Cat: Anti-inflammatory.
Keywords: Anti-inflammatory (Nonsteroidal); Thiazinecarboxamides.