Abstract
In this paper we report the design, synthesis, antinociceptive and anti-inflammatory activities of a series of benzothiazine N-acylhydrazones 14a–h, planned by structural modification of piroxicam (1), a non steroidal anti-inflammatory drug. Among the synthesized analogues, compounds 14f (LASSBio-1637) and 14g (LASSBio-1639) were identified as novel antinociceptive and anti-inflammatory prototypes, active by oral administration, acting by a mechanism of action that seems to be different from that of piroxicam, since they were inactive as an inhibitor of cyclooxygenase (COX-1 and COX-2) at concentrations of 10 mM.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Administration, Oral
-
Analgesics* / chemical synthesis
-
Analgesics* / pharmacology
-
Animals
-
Anti-Inflammatory Agents* / chemical synthesis
-
Anti-Inflammatory Agents* / pharmacology
-
Benzothiadiazines / chemical synthesis
-
Benzothiadiazines / pharmacology
-
Cyclooxygenase 1 / chemistry
-
Cyclooxygenase 2 / chemistry
-
Cyclooxygenase Inhibitors / pharmacology*
-
Membrane Proteins / chemistry
-
Mice
-
Molecular Structure
-
Piroxicam* / analogs & derivatives
-
Piroxicam* / chemical synthesis
-
Piroxicam* / chemistry
-
Piroxicam* / pharmacology
Substances
-
Analgesics
-
Anti-Inflammatory Agents
-
Benzothiadiazines
-
Cyclooxygenase Inhibitors
-
Membrane Proteins
-
Piroxicam
-
Ptgs2 protein, mouse
-
Cyclooxygenase 1
-
Cyclooxygenase 2
-
Ptgs1 protein, mouse