Use of aryl nitrone compounds in methods for treating neuropathic pain
AssigneeRenovis, Inc.
InventorsL. David Waterbury, Paul L. Wood, M. Amin Khan, Ravindra B. Upasani
Life of this patent
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Abstract
3,4,5-trisubstituted aryl nitrone compounds having the formula: 1 where R1—R4 are as defined in the specification are useful as therapeutics for neuropathic pain conditions in mammals.
Claims35
A method for treating neuropathic pain is a patient comprising administering an effective neuropathic pain-treating dose of a pharmaceutical composition comprising a compound of formula I:
- 15
- R1 is selected from the group consisting of hydrogen, alkyl
- 16
- each R2 is independently selected from a group of the formula:
- 17
- R3 is selected from the group consisting of hydrogen, alkyl, cycloalkyl and aryl;
- R4 is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- R5 is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- R6 and R7 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- or R6 and R7 can be joined to form an alkylene or substituted alkylene group having from 2 to 10 carbon atoms;
- R8 is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- R9 is selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- or R8 and R9 can be joined to form an alkylene or substituted alkylene group having from 2 to 10 carbon atoms;
- R10 is selected from the group consisting of hydrogen, lower alkyl and lower cycloalkyl;
- or R1 and R10 can be joined to form an alkylene, substituted alkylene, —C(O)— —S(O)— or —S(O)2— group;
- R11 and R12 are independently selected from the group consisting of lower alkyl and lower cycloalkyl;
- or R11 and R12 can be joined to form an alkylene group having from 2 to 10 carbon atoms;
- X is oxygen, sulfur, —S(O)— or —S(O)2—;
- and
- W is oxygen or sulfur;
- and pharmaceutically-acceptable salts thereof.
A pharmaceutical composition for the treatment of neuropathic pain comprising a pharmaceutically acceptable carrier and a pharmaceutically effective neuropathic pain-treating amount of a compound of formula I:
- 22
- wherein
- R1 is selected from the group consisting of hydrogen:
- 23
- each R2 is independently selected from a group of the formula:
- 24
- R3 is selected from the group consisting of hydrogen, alkyl, cycloalkyl and aryl;
- R4 is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- R5 is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- R6 and R7 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- or R6 and R7 can be joined to form an alkylene or substituted alkylene group having from 2 to 10 carbon atoms;
- R8 is selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- R9 is selected from the group consisting of hydrogen, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, cycloalkyl, substituted cycloalkyl, cycloalkenyl and substituted cycloalkenyl;
- or R8 and R9 can be joined to form an alkylene or substituted alkylene group having from 2 to 10 carbon atoms;
- R10 is selected from the group consisting of hydrogen, lower alkyl and lower cycloalkyl;
- or R1 and R10 can be joined to form an alkylene, substituted alkylene, —C(O)— —S(O)— or —S(O)2— group;
- R11 and R12 are independently selected from the group consisting of lower alkyl and lower cycloalkyl;
- or R11 and R12 can be joined to form an alkylene group having from 2 to 10 carbon atoms;
- X is oxygen, sulfur, —S(O)— or —S(O)2—;
- and
- W is oxygen or sulfur;
- and pharmaceutically-acceptable salts thereof.
Dependencies are inferred from the claim text.