Synthesis and evaluation of 1,4,5,6-tetrahydropyridazine derivatives as influenza neuraminidase inhibitors.
1,4,5,6-Tetrahydropyridazine derivative 15 and its C-5 epimer 19, which possessed side chains similar to GS4071, were synthesized via a hetero Diels-Alder reaction, and evaluated as influenza neuraminidase inhibitors. Compounds 15 and 19 exhibited a microM range of influenza neuraminidase inhibitory activity.
Gilead Sciences Inc., Foster City, CA 94404, USA.
L
L
Zhang
M A
MA
Williams
D B
DB
Mendel
P A
PA
Escarpe
X
X
Chen
K Y
KY
Wang
B J
BJ
Graves
G
G
Lawton
C U
CU
Kim
D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D009980:Influenza A virus / Q000187:drug effects* / Q000201:enzymology; D009981:Influenza B virus / Q000187:drug effects* / Q000201:enzymology; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008958:Models, Molecular; D009439:Neuraminidase / Q000037:antagonists & inhibitors*; D011724:Pyridazines / Q000138:chemical synthesis* / Q000494:pharmacology*
D004791:Enzyme Inhibitors; D011724:Pyridazines; D009439:Neuraminidase