Bradykinin B1 antagonists: SAR studies in the 2,3-diaminopyridine series.
SAR study of the biphenyl region of 2,3-diaminopyridine bradykinin B1 antagonists was investigated with non-aromatic carbo- and heterocyclic rings. A piperidine ring was found to be a good replacement for the proximal phenyl ring while replacement of the distal phenyl was optimal with a cyclohexyl group leading to a dramatic improvement in affinity for the B1 receptor.
Department of Medicinal Chemistry, Sumneytown Pike, PO Box 4, West Point, PA 19486, USA. scott_d_kuduk@merck.com
Scott D
SD
Kuduk
Ronald K
RK
Chang
Christina
C
Ng
Kathy L
KL
Murphy
Richard W
RW
Ransom
Cuyue
C
Tang
Thomayant
T
Prueksaritanont
Roger M
RM
Freidinger
Douglas J
DJ
Pettibone
Mark G
MG
Bock
D000631:Aminopyridines / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology; D000818:Animals; D001920:Bradykinin / Q000037:antagonists & inhibitors; D065169:Bradykinin B1 Receptor Antagonists; D006801:Humans; D010599:Pharmacokinetics; D011485:Protein Binding; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship
D000631:Aminopyridines; D065169:Bradykinin B1 Receptor Antagonists; C038615:2,3-diaminopyridine; D001920:Bradykinin