218
category and has significant anti-inflammatory and analgesic properties with
reduced gastrointestinal toxicity. Rofecoxib analogues were prepared by substituting 2-, 3- or 4-acetoxy moiety on the C-3 phenyl group with increased IC 50 value (c)
(Fig. 9.20).
Diarylheterocycles Have a Central 6-Membered Pyridine Ring Etoricoxib belongs
to this category with good anti-inflammatory activity but causes severe risk to cardiovascular system (COX 2 IC 50 = 0.08 μM and COX 1 IC 50 = 12 μM) (Chauret et al.
2001) (Fig. 9.21).
SO 2 NH 2
SO 2 Me
MeO 2 S
Me
N
N
N
O
O
O
F 3 C
F 3 C
a
b
c
Fig. 9.19 Chemical structure of COX inhibitors with a central 5-membered isoxazole ring
SO 2 Me
MeO 2 S
SO 2 Me
SO 2 NH 2
O
O
O
O
O
O
OAc
O
3
4
2
F
F
O
a
b
c
d
Fig. 9.20 Chemical
structure of COX inhibitors
with a central 5-membered
furanone ring
N
N
Me
Cl
SO 2 Me
Fig. 9.21 Chemical
structure of etoricoxib
C.S. Sharanya and M. Haridas
category and has significant anti-inflammatory and analgesic properties with
reduced gastrointestinal toxicity. Rofecoxib analogues were prepared by substituting 2-, 3- or 4-acetoxy moiety on the C-3 phenyl group with increased IC 50 value (c)
(Fig. 9.20).
Diarylheterocycles Have a Central 6-Membered Pyridine Ring Etoricoxib belongs
to this category with good anti-inflammatory activity but causes severe risk to cardiovascular system (COX 2 IC 50 = 0.08 μM and COX 1 IC 50 = 12 μM) (Chauret et al.
2001) (Fig. 9.21).
SO 2 NH 2
SO 2 Me
MeO 2 S
Me
N
N
N
O
O
O
F 3 C
F 3 C
a
b
c
Fig. 9.19 Chemical structure of COX inhibitors with a central 5-membered isoxazole ring
SO 2 Me
MeO 2 S
SO 2 Me
SO 2 NH 2
O
O
O
O
O
O
OAc
O
3
4
2
F
F
O
a
b
c
d
Fig. 9.20 Chemical
structure of COX inhibitors
with a central 5-membered
furanone ring
N
N
Me
Cl
SO 2 Me
Fig. 9.21 Chemical
structure of etoricoxib
C.S. Sharanya and M. Haridas