Ampiroxicam

Title: Ampiroxicam
CAS Registry Number: 99464-64-9
CAS Name: Carbonic acid ethyl 1-[[2-methyl-3-[(2-pyridinylamino)carbonyl]-2H-1,2-benzothiazin-4-yl]oxy]ethyl ester S,S-dioxide
Additional Names: (±)-4-(1-hydroxyethoxy)-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide ethyl carbonate (ester) 1,1-dioxide; 4-[1-(ethoxycarbonyloxy)ethoxy]-2-methyl-N-(2-pyridyl)-2H-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.
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Ampiroxicam
Ampiroxicam.png
Systematic (IUPAC) name
(RS)-Ethyl 1-[2-methyl-1,1-dioxo-3-(pyridin-2-ylcarbamoyl)benzo[e]thiazin-4-yl]oxyethyl carbonate
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Routes Oral
Identifiers
CAS number 99464-64-9 YesY
ATC code None
PubChem CID 2176
ChemSpider 2091 YesY
UNII 0PV32JZB1J YesY
KEGG D01397 YesY
ChEBI CHEBI:31210 N
ChEMBL CHEMBL1909052 N
Chemical data
Formula C20H21N3O7S 
Mol. mass 447.46 g/mol
 N (what is this?)  (verify)

Ampiroxicam (INN) is a non-steroidal anti-inflammatory drug. It is a prodrug of piroxicam.[1]