Oxicam

Oxicam
Piroxicam

Oxicam are members of a class of non-steroidal anti-inflammatory drugs (NSAIDs) that bind closely to plasma proteins.[1] Most oxicams are unselective inhibitors of the cyclooxygenase (COX) enzymes. The exception is meloxicam with a slight (10:1) preference for COX-2, which, however, is only clinically relevant at low doses.[2]

Examples include:

Chemistry

The physico-chemical characteristics of these molecules vary greatly depending upon the environment.[3]

In contrast to most other NSAIDs, cosas are not carboxylic acids. They are still acidic because they contain a vinylogous carboxylic acid that exhibits a form of keto-enol tautomerism, here exemplified by lornoxicam:

Lornoxicam skeletal.svg ↔ Lornoxicam 2.png

References

  1. ^ Olkkola KT, Brunetto AV, Mattila MJ (1994). "Pharmacokinetics of oxicam nonsteroidal anti-inflammatory agents". Clinical pharmacokinetics 26 (2): 107–20. doi:10.2165/00003088-199426020-00004. PMID 8162655. 
  2. ^ Mutschler, Ernst; Gerd Geisslinger, Heyo K. Kroemer, Monika Schäfer-Korting (2001) (in German). Arzneimittelwirkungen (8 ed.). Stuttgart: Wissenschaftliche Verlagsgesellschaft. p. 233. ISBN 3-8047-1763-2. 
  3. ^ Banerjee R, Chakraborty H, Sarkar M (2003). "Photophysical studies of oxicam group of NSAIDs: piroxicam, meloxicam and tenoxicam". Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 59 (6): 1213–22. doi:10.1016/S1386-1425(02)00300-1. PMID 12659890. 
v · d · eAnti-inflammatory products (M01A)
Pyrazolidine/Butylpyrazolidines
Acetic acid derivatives
and related substances
Oxicams
Propionic acid derivatives
Fenamates
Coxibs
Other

M: MUS, DF+DRCT

anat (h/n, u, t/d, a/p, l)/phys/devp/hist

noco(m, s, c)/cong(d)/tumr, sysi/epon, injr

proc, drug (M1A/3)
v · d · eNon-steroidal anti-inflammatory drug (NSAID) products (primarily M01A and M02A, also N02BA)
Salicylates
Arylalkanoic acids
2-Arylpropionic acids
(profens)
N-Arylanthranilic acids
(fenamic acids)
Pyrazolidine derivatives
Oxicams
COX-2 inhibitors
Celecoxib • Deracoxib‡ • Etoricoxib • Firocoxib‡ • Lumiracoxib† • Parecoxib • Rofecoxib† • Valdecoxib†
Sulfonanilides
Topically used products
COX-inhibiting nitric oxide donators
Others
Items listed in bold indicate initially developed compounds of specific groups. †Withdrawn drugs. ‡Veterinary use medications.


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