Enantiospecific, selective cyclooxygenase-2 inhibitors
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References (13)
- et al.
Methods Enzymol.
(1990) - et al.
J. Biol. Chem.
(1999) - et al.
J. Biol. Chem.
(1996) - et al.
J. Biol. Chem.
(1996) - et al.
Bioorg. Med. Chem. Lett.
(1996) - et al.
Proc. Natl. Acad. Sci. U.S.A.
(1973)
Cited by (20)
Green synthesis of coumarin-pyrazolone hybrids: In vitro anticancer and anti-inflammatory activities and their computational study on COX-2 enzyme
2018, Chemical Data CollectionsCitation Excerpt :Selectively targeting for COX-2 reduces the risk of peptic ulceration which is the main feature of some drugs such as celecoxib, rofecoxib [8,9], sulfonanilide derivatives and nimesulide [10,11]. Over the past few years, several attempts have been made to exploit traditional NSAIDs as starting points for the design of novel COX-2 selective inhibitors, including aspirin, meloxicam, meclofenamic acid, ketoprofen, and indomethacin [12–16]. After several COX-2 inhibiting drugs were approved for marketing, the data from clinical trials revealed that COX-2 inhibitors caused a significant increase in heart attacks and strokes, with some drugs in the class having worse risks than others.
Novel pyrazoles and pyrazolo[1,2-a]pyridazines as selective COX-2 inhibitors; Ultrasound-assisted synthesis, biological evaluation, and DFT calculations
2017, Bioorganic and Medicinal Chemistry LettersThe novel phosphoramidate derivatives of NSAID 3-hydroxypropylamides: Synthesis, cytostatic and antiviral activity evaluations
2009, European Journal of Medicinal ChemistryCitation Excerpt :C16H25NO2) C, H, N. The synthesis of compound 3d was previously published but no spectral data were available [17]. Mp 130–131 °C; IR (KBr, ν/cm−1) 3428, 3314, 3093, 2928, 2884, 1673, 1620, 1561, 1478, 1317, 1071, 835, 755; 1H NMR (DMSO-d6) δ 8.02 (t, 1H, NH), 7.71–7.63 (q, 4H, 13, 14, 16, 17), 7.12–7.11 (s, 1H, 9), 6.96–6.93 (d, 1H, 7), 6.72–6.69 (dd, 1H, 6), 4.43 (t, 1H, OH), 3.77 (s, 3H, 2′), 3.49 (s, 2H, 2), 3.42–3.37 (q, 2H, 3″), 3.15–3.08 (q, 2H, 1″), 2.23 (s, 3H, 1′), 1.60–1.51 (m, 2H, 2″).
Structural basis of enantioselective inhibition of cyclooxygenase-1 by S-α-substituted indomethacin ethanolamides
2007, Journal of Biological ChemistryCitation Excerpt :Hemin was purchased from Sigma. Compound 8 (indomethacin-(R)-α-ethyl-ethanolamide) and compound 9 (indomethacin-(S)-α-ethyl-ethanolamide) used in crystallization experiments were synthesized according to the procedures described in Kozak et al. (15). The nomenclature as 8 and 9 refers to their earlier designation (15).
Evaluation of glycolamide esters of indomethacin as potential cyclooxygenase-2 (COX-2) inhibitors
2006, Bioorganic and Medicinal Chemistry