Therapeutic compound for pain and synthesis thereof

Patent metadata

Field	Value
Publication number	US-10155762-B2
Application number	US-201615254965-A
Country	US
Kind code	B2
Filing date	Sep 1, 2016
Priority date	Sep 4, 2015
Publication date	Dec 18, 2018
Grant date	Dec 18, 2018

Abstract

The invention provides compounds of Formula XXIII:

wherein R 1 is hydrogen, alkyl, acyl, or silyl, R 2 is hydrogen, alkyl, benzyl, acyl, or ester, and R 3 is hydrogen, alkyl, an aromatic group, azacyclic, carbocycle, aryl, cycloalkyl, heterocycloalkyl, heterocycle, heteroaryl, heteroalkyl, acyl, or ester, as well as derivatives and stereoisomers, pharmaceutically acceptable salts and derivatives thereof; and methods of making and using such compounds. The invention includes pharmaceutical compositions containing such compounds, and the use of such compounds in methods of treating conditions, diseases, or disorders.

First claim

What is claimed is:

1. A compound of Formula XXIII:

wherein: R 1 is tert-butyldiphenylsilyl, benzyl or hydrogen; R 2 is benzyl or hydrogen; and R 3 is COOR 4 , BOC, or hydrogen, wherein R 4 is selected from the group consisting of alkyl and benzyl, or
a stereoisomers, pharmaceutically acceptable salt, or mixture thereof.

2. The compound of claim 1 , wherein R 4 is benzyl or an alkyl having 1 to 8 carbon atoms.

3. The compound of claim 1 , wherein R 4 is ethyl or tert-butyl.

4. A compound having the Formula XXII:

or a stereoisomer, pharmaceutically acceptable salt, or mixture thereof.

5. A compound of the Formula I

or a stereoisomer, pharmaceutically acceptable salt, or mixture thereof.

6. A pharmaceutical composition comprising a compound of anyone one of claims 1 , 4 , or 5 , and a pharmaceutically acceptable carrier or diluent.

7. A method for treating a subject suffering from pain, comprising administering to the subject an effective amount of the compound of claim 4 .

8. The method of claim 7 , wherein the compound is administered to effect localized delivery to the subject.

9. The method of claim 7 , wherein the compound is administered to effect systemic delivery to the subject.

10. The method of claim 7 , wherein the pain is neuropathic pain or chronic pain.

11. The compound of claim 5 , wherein the compound has the Formula I.

12. The compound of claim 5 , wherein the compound has the Formula II.

13. The compound of claim 5 , wherein the compound has the Formula III.

14. The compound of claim 5 , wherein the compound has the Formula IV.

15. The compound of claim 5 , wherein the compound has the Formula V.

16. The compound of claim 5 , wherein the compound has the Formula VI.

Assignees

• Janssen Pharmaceutica Nv

Inventors

• Decorte Bart
• Russcher Jacob Cornelis
• Monnee Menno Cornelis Franciscus

Classifications

• A61P29/02

  without antiinflammatory effect · CPC title

• A61P29/00

  Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] · CPC title

• A61P25/04

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

• A61P25/02

  for peripheral neuropathies · CPC title

• C07D451/12

  acylated by aromatic or heteroaromatic carboxylic acids, e.g. cocaine · CPC title