Patent ID: 6251931
Filing Date: 2001-06-26
Classification: A61K,C07C,C07D

Abstract:
A method for inhibiting gap junction mediated chemical and electrical transmission in glial cells by contact with an oleamide agonist represented by the structure: ##STR3##wherein:X is a diradical selected from the group represented by the following structures: ##STR4##wherein Z is a radical selected from the group consisting of: --CH.sub.2 and O;Y is a diradical selected from the group consisting of: --CH.sub.2 --, --CH(CH.sub.3)--, --C(CH.sub.3).sub.2 --, --O--, --NH--, --CH(SH)--, --CHSAc)--, --CH(OH)--, --CHCl--, --C(.dbd.O)--, --C(.dbd.O)CH.sub.2 --, --CH.sub.2 NHC(.dbd.O)--, and --CH.sub.2 N(CH.sub.3)C(.dbd.O)--;R.sub.1 is a radical selected from the group consisting of: hydrogen, --NH.sub.2, OH, MeNH--, Me.sub.2 N--, EtNH--, Et.sub.2 N--, CH.sub.2.dbd.CHCH.sub.2 NH--, n-propyl-NH--, i-propyl-NH--, cyclopropyl-NH--, i-propyl-NMe-, butyl-NH--, pyrrolidine-, phenyl-NH--, phenyl(CH.sub.2).sub.3 NH--, HONH--, MeONMe-, NH.sub.2 NH--, CH.sub.3 O--, CH.sub.3 CH.sub.2 O--, CH.sub.3 (CH.sub.2).sub.2 O--, Me.sub.2 CHCH.sub.2 O--, H--, CF.sub.3 --, BrCH.sub.2 --, ClCH.sub.2 --, N.sub.2 CH--, HOCH.sub.2 CH.sub.2 NH--, (HOCH.sub.2 CH.sub.2).sub.2 N--, HOCH.sub.2 CH.sub.2 CH.sub.2 NH-- and HOCH.sub.2 CH(OAc)CH.sub.2 O--;R.sub.2 is a radical selected from the group consisting of: --CH.sub.3, --(CH.sub.2).sub.2 CH.sub.3, --(CH.sub.2).sub.4 CH.sub.3, --(CH.sub.2).sub.6 CH.sub.3, --CH.sub.2 OCH.sub.3, --CH.sub.2 OH, --CNOH.sub.2 and --CO.sub.2 H;n is an integer from 0 to 15; m is an integer from 0 to 15 with the requirement that the sum of n+m is an integer from 11 to 15;with the following provisos:if Y is CH.sub.2, n is 4, m is 7, and R.sub.2 is CH.sub.3, then R.sub.1 cannot be a radical selected from the group consisting of --CF.sub.3 and hydrogen;if Y is CH.sub.2, n is 5, m is 7, and R.sub.2 is CH.sub.3, then R.sub.1 cannot be a radical selected from the group consisting of --CF.sub.3, --CH.sub.2 Cl, --NHOH, --C(O)NH.sub.2, --CN.sub.2, and --C(O)OEt;if Y is CHCl, n is 4, m is 7, and R.sub.2 is CH.sub.3, then R.sub.1 cannot be NH.sub.2 ;if Y is CH(OH), n is 4, m is 7, and R.sub.2 is CH.sub.3, then R.sub.1 cannot be NH.sub.2 ;if Y is C(.dbd.O), n is 4, m is 7, and R.sub.2 is CH.sub.3, then R.sub.1 cannot be NH.sub.2 and CH.sub.3 CH.sub.2 O--;if Y is CH.sub.2, 4.ltoreq.n.ltoreq.9, 4.ltoreq.n.ltoreq.7, and R.sub.2 is CH.sub.3, then R.sub.1 cannot be NH.sub.2 and OH.