Ampiroxicam

• CAT Number: A000266
• CAS Number: 99464-64-9
• Molecular Formula: C20H21N3O7S
• Molecular Weight: 447.46
• Purity: ≥95%
• Synonyms: 99464-64-9; Flucam; Ampiroxicamum; CP 65703; Ampiroxicamum [Latin]
• Target: COX
• Solubility: Soluble in DMSO > 10 mM
• Storage: -20°C
• InChI: 1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)
• InChIKey: LSNWBKACGXCGAJ-UHFFFAOYSA-N
• SMILES: CCOC(=O)OC(C)OC1=C(N(S(=O)(=O)C2=CC=CC=C21)C)C(=O)NC3=CC=CC=N3

Ampiroxicam is a COX-1 and COX-2 inhibitor with anti-inflammatory activity.

Reference

1: Sai S, Fujii K, Hiranuma K, Sato T, Nemoto T. Preoperative ampiroxicam reduces
postoperative pain after hand surgery. J Hand Surg Br. 2001 Aug;26(4):377-9.
PubMed PMID: 11469844.

2: Sasaki T, Tokuyama S, Shimizu H, Kawada H, Soh I, Sueki H, Iijima M, Yamamoto
T, Kuroiwa Y. Differential property of antigenic characterization between
piroxicam and ampiroxicam in contact hypersensitivity. Res Commun Mol Pathol
Pharmacol. 1999;105(1-2):147-54. PubMed PMID: 10850378.

3: Nishimura M, Uzu T, Inenaga T, Kimura G. Membranous nephropathy induced by
treatment with ampiroxicam, a nonsteroidal antiinflammatory drug. Nephron.
1999;83(3):272-3. PubMed PMID: 10529636.

4: Sasaki T, Shimizu H, Tokuyama S, Hariya T, Soh I, Sueki H, Iijima M, Yamamoto
T, Kuroiwa Y. Antigenic characterization in ampiroxicam-induced photosensitivity
using an in vivo model of contact hypersensitivity. J Dermatol Sci. 1999
Nov;21(3):170-5. PubMed PMID: 10527378.

5: Ogiso T, Iwaki M, Tanaka H, Kobayashi E, Tanino T, Sawada A, Uno S.
Pharmacokinetic drug interactions between ampiroxicam and sulfaphenazole in rats.
Biol Pharm Bull. 1999 Feb;22(2):191-6. PubMed PMID: 10077440.

6: Chishiki M, Kawada A, Fujioka A, Hiruma M, Ishibashi A, Banba H.
Photosensitivity due to ampiroxicam. Dermatology. 1997;195(4):409-10. PubMed
PMID: 9529571.

7: Toyohara A, Chen KR, Miyakawa S, Inada M, Ishiko A. Ampiroxicam-induced
photosensitivity. Contact Dermatitis. 1996 Aug;35(2):101-2. PubMed PMID: 8917829.

8: Kurumaji Y. Ampiroxicam-induced photosensitivity. Contact Dermatitis. 1996
Apr;34(4):298-9. PubMed PMID: 8730175.

9: Carty TJ, Marfat A, Moore PF, Falkner FC, Twomey TM, Weissman A. Ampiroxicam,
an anti-inflammatory agent which is a prodrug of piroxicam. Agents Actions. 1993
Jul;39(3-4):157-65. PubMed PMID: 8304243.

10: Falkner FC, Twomey TM, Borgers AP, Garg D, Weidler D, Gerber N, Browder IW.
Disposition of ampiroxicam, a prodrug of piroxicam, in man. Xenobiotica. 1990
Jun;20(6):645-52. PubMed PMID: 2219958.