Introduction of a conformational switching element on a pyrrolidine ring. Synthesis and evaluation of (R*,R*)-(+/-)-methyl 3-acetyl-4-[3- (cyclopentyloxy)-4-methoxyphenyl]-3-methyl-1-pyrrolidinecarboxylate, a potent and selective inhibitor of cAMP-specific phosphodiesterase.
Stafford
J A
JA
Glaxo Wellcome Research, Research Triangle Park, North Carolina 27709, USA.
Veal
J M
JM
Feldman
P L
PL
Valvano
N L
NL
Baer
P G
PG
Brackeen
M F
MF
Brawley
E S
ES
Connolly
K M
KM
Domanico
P L
PL
Han
B
B
D015105:3',5'-Cyclic-AMP Phosphodiesterases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D000818:Animals; D002417:Cattle; D006801:Humans; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010726:Phosphodiesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011760:Pyrrolidinones / Q000494:pharmacology; D020889:Rolipram; D013329:Structure-Activity Relationship
C097590:GW 3600; D010726:Phosphodiesterase Inhibitors; D011759:Pyrrolidines; D011760:Pyrrolidinones; D015105:3',5'-Cyclic-AMP Phosphodiesterases; D020889:Rolipram