Spirovesamicols

• US 5,457,207 A
• Filed: 10/05/1993
• Issued: 10/10/1995
• Est. Priority Date: 10/05/1993
• Status: Expired due to Term

• Current Assignee: Regents of the University of California (University of California)
• Original Assignee: Regents of The University of Minnesota (University of Minnesota)
• Inventors: Parsons, Stanley M., Efange, Simon M. N.
• Primary Examiner(s): CHANG, CELIA C
• Application Number:
  US08/131,887
• Time in Patent Office: 735 Days
• Field of Search: 544/392, 546/17, 546/19, 546/44, 546/150, 546/187, 546/206, 546/240, 546/241, 514/278, 514/282, 514/307, 514/316, 514/317
• US Class Current: 546/17
• CPC Class Codes: A61K 2123/00 Preparations for testing in vivo
• CPC Class Codes: A61K 51/0457 Vesamicol
• CPC Class Codes: C07D 221/20 Spiro-condensed ring systems
• CPC Class Codes: C07D 401/04 directly linked by a ring-member-to-ring-member bond

Abstract

The compounds are vesamicol (hydroxylated phencyclidine (PCP) isomer trans-2-(4-phenyl-piperidino)cyclohexanol) derivatives with anticholinergic properties termed herein "spirovesamicols" which are spirofused piperidines. The compounds bind to the vesamicol receptor, a site on the cholinergic synaptic vesicle, which is associated with the vesicular transporter of acetylcholine.

Claims

1. A vesamicol receptor ligand compound selected from the structural formula:

##STR1## wherein X is --CH═

CH--, --CH₂ CH₂ --, --(CH₂)₃, --CY═

CZ--, --CHY--CHZ--;

Y is H, halogen;

Z is H, halogen;

R is H or halogen; and

W is an aliphatic hydrocarbon group containing between 0 and 4 carbons.