Ampiroxicam

Chemical compound
  • none
Legal statusLegal status
  • In general: ℞ (Prescription only)
Identifiers
  • (RS)-Ethyl 1-[2-methyl-1,1-dioxo-3-(pyridin-2-ylcarbamoyl)benzo[e]thiazin-4-yl]oxyethyl carbonate
CAS Number
  • 99464-64-9 checkY
PubChem CID
  • 2176
ChemSpider
  • 2091 checkY
UNII
  • 0PV32JZB1J
KEGG
  • D01397 checkY
ChEBI
  • CHEBI:31210 ☒N
ChEMBL
  • ChEMBL1909052 ☒N
CompTox Dashboard (EPA)
  • DTXSID6046474 Edit this at Wikidata
ECHA InfoCard100.235.757 Edit this at WikidataChemical and physical dataFormulaC20H21N3O7SMolar mass447.46 g·mol−13D model (JSmol)
  • Interactive image
ChiralityRacemic mixture
  • 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) checkY
  • Key:LSNWBKACGXCGAJ-UHFFFAOYSA-N checkY
 ☒NcheckY (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.
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Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones /
pyrazolidinessalicylatesacetic acid derivatives
and related substancesoxicamspropionic acid
derivatives (profens)n-arylanthranilic
acids (fenamates)COX-2 inhibitors
(coxibs)otherNSAID
combinations
Key: underline indicates initially developed first-in-class compound of specific group; #WHO-Essential Medicines; withdrawn drugs; veterinary use.
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Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
  • Antagonists: AH-6809
  • ONO-8130
  • SC-19220
  • SC-51089
  • SC-51322
EP2Tooltip Prostaglandin EP2 receptor
  • Antagonists: AH-6809
  • PF-04418948
  • TG 4-155
EP3Tooltip Prostaglandin EP3 receptor
  • Antagonists: L-798106
EP4Tooltip Prostaglandin EP4 receptor
  • Antagonists: Grapiprant
  • GW-627368
  • L-161982
  • ONO-AE3-208
Unsorted
  • Agonists: 16,16-Dimethyl Prostaglandin E2
  • Aganepag
  • Carboprost
  • Evatanepag
  • Gemeprost
  • Nocloprost
  • Omidenepag
  • Prostaglandin F (dinoprost)
  • Simenepag
  • Taprenepag
FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
  • Antagonists: RO1138452
TP (TXA2)Tooltip Thromboxane receptor
  • Agonists: Carbocyclic thromboxane A2
  • I-BOP
  • Thromboxane A2
  • U-46619
  • Vapiprost
Unsorted
  • Arbaprostil
  • Ataprost
  • Ciprostene
  • Clinprost
  • Cobiprostone
  • Delprostenate
  • Deprostil
  • Dimoxaprost
  • Doxaprost
  • Ecraprost
  • Eganoprost
  • Enisoprost
  • Eptaloprost
  • Esuberaprost
  • Etiproston
  • Fenprostalene
  • Flunoprost
  • Froxiprost
  • Lanproston
  • Limaprost
  • Luprostiol
  • Meteneprost
  • Mexiprostil
  • Naxaprostene
  • Nileprost
  • Nocloprost
  • Ornoprostil
  • Oxoprostol
  • Penprostene
  • Pimilprost
  • Piriprost
  • Posaraprost
  • Prostalene
  • Rioprostil
  • Rivenprost
  • Rosaprostol
  • Spiriprostil
  • Tiaprost
  • Tilsuprost
  • Tiprostanide
  • Trimoprostil
  • Viprostol
Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
HQL-79
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators
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