Bradykinin B1 antagonists: SAR studies in the 2,3-diaminopyridine series

Scott D Kuduk; Ronald K Chang; Christina Ng; Kathy L Murphy; Richard W Ransom; Cuyue Tang; Thomayant Prueksaritanont; Roger M Freidinger; Douglas J Pettibone; Mark G Bock

doi:10.1016/j.bmcl.2005.05.133

Bradykinin B1 antagonists: SAR studies in the 2,3-diaminopyridine series

Bioorg Med Chem Lett. 2005 Sep 1;15(17):3925-9. doi: 10.1016/j.bmcl.2005.05.133.

Authors

Scott D Kuduk¹, Ronald K Chang, Christina Ng, Kathy L Murphy, Richard W Ransom, Cuyue Tang, Thomayant Prueksaritanont, Roger M Freidinger, Douglas J Pettibone, Mark G Bock

Affiliation

¹ Department of Medicinal Chemistry, Sumneytown Pike, PO Box 4, West Point, PA 19486, USA. [email protected]

PMID: 15993596
DOI: 10.1016/j.bmcl.2005.05.133

Abstract

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.

MeSH terms

Aminopyridines / chemical synthesis*
Aminopyridines / pharmacokinetics
Aminopyridines / pharmacology
Animals
Bradykinin / antagonists & inhibitors
Bradykinin B1 Receptor Antagonists*
Humans
Pharmacokinetics
Protein Binding
Rats
Rats, Sprague-Dawley
Structure-Activity Relationship

Substances

Aminopyridines
Bradykinin B1 Receptor Antagonists
2,3-diaminopyridine
Bradykinin