title: Synthesis and neurokinin antagonist activity of 2-benzylidene- and 2-benzyl-3-benzylamino quinuclidines.
abstract: Molecular modeling studies based on the potent NK-1 antagonist CP-96,345 led us to the identification of some 2-benzylidene- and 2-benzyl-3-benzylaminoquinuclidine derivatives as potential antagonists at the NK receptor subtypes. The synthesized compounds, whose Z/E isomerism has been defined by X-ray analysis, show only moderate potency on the three neurokinin receptors. The possible reasons of the low potency exhibited by the tested compounds are discussed.
authors.affiliation: Dipartimento di Chimica Farmaceutica e Tossicologica, Università degli Studi di Napoli Federico II, Italy.
authors.forename: G
authors.initials: G
authors.lastname: Caliendo
authors.forename: G
authors.initials: G
authors.lastname: Greco
authors.forename: E
authors.initials: E
authors.lastname: Perissutti
authors.forename: V
authors.initials: V
authors.lastname: Santagada
authors.forename: C
authors.initials: C
authors.lastname: Silipo
authors.forename: A
authors.initials: A
authors.lastname: Vittoria
authors.forename: L
authors.initials: L
authors.lastname: Turbanti
authors.forename: A R
authors.initials: AR
authors.lastname: Renzetti
authors.forename: E
authors.initials: E
authors.lastname: Benedetti
authors.forename: C
authors.initials: C
authors.lastname: Pedone
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001713:Biphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D006168:Guinea Pigs; D008958:Models, Molecular; D008969:Molecular Sequence Data; D064729:Neurokinin-1 Receptor Antagonists; D051381:Rats; D018041:Receptors, Neurokinin-2 / Q000037:antagonists & inhibitors; D018042:Receptors, Neurokinin-3 / Q000037:antagonists & inhibitors; D013237:Stereoisomerism
chemical_list: D001713:Biphenyl Compounds; D064729:Neurokinin-1 Receptor Antagonists; D018041:Receptors, Neurokinin-2; D018042:Receptors, Neurokinin-3; C066892:CP 96345