2-amino-2-oxazolines as subtype selective alpha(2) adrenoceptor agonists.
Cyclohexylamino oxazoline 1 (AGN 190837), an analogue of 2 (Bay a6781), is a potent alpha(2) adrenoceptor agonist. On the basis of a design generated by receptor-ligand modeling, a number of cyclohexyl and norbornyl analogues were synthesized wherein the propyl group of 1 was replaced by phenylalkyl subsituents. This resulted in compound 6 being an alpha(2c) selective agonist, as well as 7 and 9 being alpha(2a)/alpha(2c) selective.
Wong
W C
WC
Deparment of Chemistry, Synaptic Pharmaceutical Corporation, 215 College Road, Paramus, New Jersey 07652, USA. WAI.WONG.B@BAYER.COM
Sun
W
W
Cui
W
W
Chen
Y
Y
Forray
C
C
Vaysse
P J
PJ
Branchek
T A
TA
Gluchowski
C
C
D058647:Adrenergic alpha-2 Receptor Agonists; D000316:Adrenergic alpha-Agonists / Q000138:chemical synthesis* / Q000494:pharmacology; D000959:Antihypertensive Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D003001:Cloning, Molecular; D006801:Humans; D007202:Indicators and Reagents; D008958:Models, Molecular; D009010:Monte Carlo Method; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D058647:Adrenergic alpha-2 Receptor Agonists; D000316:Adrenergic alpha-Agonists; D000959:Antihypertensive Agents; D007202:Indicators and Reagents; D010080:Oxazoles; C409962:cyclohexylamino oxazoline; C003822:BAY-a 6781