Large substitutent, non-phenolic opioids and methods of use thereof

Patent metadata

Field	Value
Publication number	US-2016257677-A1
Application number	US-201514878526-A
Country	US
Kind code	A1
Filing date	Oct 8, 2015
Priority date	Jul 21, 2005
Publication date	Sep 8, 2016
Grant date	—

Abstract

8-Substituted-2,6-methano-3-benzazocines of general structure

are useful as analgesics, anti-diarrheal agents, anticonvulsants, antitussives and anti-addiction medications.

First claim

I claim:

1 . A compound of formula:

wherein
Q is

A is (CH 2 ) n , wherein one or more CH 2 may be replaced by —O—, cycloalkyl or CR 1a R 1b ;
R 1a and R 1b are chosen independently from hydrogen, halogen, lower alkyl, lower alkoxy and lower alkylthio;

is an aryl or heteroaryl residue of one to three rings;
R 10 is one or two residues chosen independently from hydrogen, hydroxyl, halogen, (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy, halo(C 1 -C 6 )alkyl and halo(C 1 -C 6 )alkoxy and (C 1 -C 6 )alkylthio;
R 11 is H or

is an aryl or heteroaryl residue of one to three rings;
A′ is (CH 2 ) m wherein one or more CH 2 may be replaced by —O—, cycloalkyl, —CR 1a R 1b , —C(═O)— or —NH—; R 12 is chosen from hydrogen and lower alkyl; R 15 is one or two residues chosen independently from hydrogen, hydroxyl, halogen, (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy, halo(C 1 -C 6 )alkyl and halo(C 1 -C 6 )alkoxy and (C 1 -C 6 )alkylthio; m is zero or an integer from 1 to 6; and n is an integer from 1 to 6.

2 . A method of treating a patient suffering from a disease or condition wherein said disease or condition is chosen from the group consisting of pain, pruritis, diarrhea, irritable bowel syndrome, gastrointestinal motility disorder, obesity, respiratory depression, convulsions, coughing, hyperalgesia, dyskinesia and drug addiction comprising administering to said patient a compound of claim 1 or a pharmaceutically acceptable salt thereof.

Assignees

• Rensselaer Polytech Inst

Inventors

• Wentland Mark P

Classifications

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• A61P3/04

  Anorexiants; Antiobesity agents · CPC title

• A61P25/02

  for peripheral neuropathies · CPC title

• A61P25/04

  Centrally acting analgesics, e.g. opioids · CPC title

• A61P25/36

  Opioid-abuse · CPC title