Ampiroxicam

Ampiroxicam

Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name (RS)-Ethyl 1-[2-methyl-1,1-dioxo-3-(pyridin-2-ylcarbamoyl)benzo[e]thiazin-4-yl]oxyethyl carbonate
CAS Number	99464-64-9^Y
PubChem CID	2176
ChemSpider	2091^Y
UNII	0PV32JZB1J
KEGG	D01397^Y
ChEBI	CHEBI:31210^N
ChEMBL	ChEMBL1909052^N
CompTox Dashboard (EPA)	DTXSID6046474
ECHA InfoCard	100.235.757
Chemical and physical data
Formula	C20H21N3O7S
Molar mass	447.46 g·mol^−1
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES CCOC(=O)OC(C)OC1=C(N(S(=O)(=O)C2=CC=CC=C21)C)C(=O)NC3=CC=CC=N3
InChI 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)^Y Key:LSNWBKACGXCGAJ-UHFFFAOYSA-N^Y
^NY (what is this?)  (verify)

Ampiroxicam (INN) is a non-steroidal anti-inflammatory drug (NSAID). It is a prodrug of piroxicam.^[1] It has been studied for potential anticancer activity, but preliminary results did not show evidence of such activity.^[2][3]

References

1. Carty TJ, Marfat A, Moore PF, Falkner FC, Twomey TM, Weissman A (July 1993). "Ampiroxicam, an anti-inflammatory agent which is a prodrug of piroxicam". Agents and Actions. 39 (3–4): 157–165. doi:10.1007/BF01998969. PMID 8304243. S2CID 24284281.
2. Choi KH, Shim JH, Huong LD, Cho NP, Cho SD (July 2011). "Inhibition of myeloid cell leukemia-1 by tolfenamic acid induces apoptosis in mucoepidermoid carcinoma". Oral Diseases. 17 (5): 469–475. doi:10.1111/j.1601-0825.2010.01774.x. PMID 21496182.
3. Shim JH, Shin JA, Jung JY, Choi KH, Choi ES, Cho NP, et al. (March 2011). "Chemopreventive effect of tolfenamic acid on KB human cervical cancer cells and tumor xenograft by downregulating specificity protein 1". European Journal of Cancer Prevention. 20 (2): 102–111. doi:10.1097/CEJ.0b013e328341e38f. PMID 21131823.