US 6,306,903 B1 · Alpha-aminoamide derivatives useful as analgesic agents

Abstract

The present invention relates to novel and known alpha-aminoamide compounds, to a process for their preparation, to pharmaceutical composition containing them and to their use as therapeutic agents. In particular, the compounds of the present invention are endowed with analgesic properties and are particularly useful for the treatment and alleviation of chronic and neuropathic pain. Accordingly, one object of the present invention is to provide the use of a compound of formula (I) wherein: A is a —(CH2)m—, —(CH2)n—X— or —(CH2)v—O— group wherein m is an integer of 1 to 4, n is zero or an integer of 1 to 4, X is —S— or —NH—, and v is zero or an integer of 1 to 5; s is 1 or 2; R is a furyl, thienyl, or pyridyl ring or a phenyl ring optionally substituted by one or two substitutents independently chosen from halogen, cyano, C1-C4 alkyl, C1-C4 alkoxy and trifluoromethyl; R1 is hydrogen or C1-C4 alkyl; one of R2 and R3 is hydrogen and the other is hydrogen or C1-C4 alkyl optionally substituted by hydroxy or phenyl; or R2 and R3 taken together with the carbon atom to which they are linked form a C3-C6 cycloalkyl ring; or R2 and R3 are both methyl; R4 is hydrogen or C1-C4 alkyl.

Claims12

Dependent claims

A method of treating pain in a patient in need thereof, said method comprising administering to the patient a medicament comprising an effective amount of an analgesic which is an alpha-aminoamide compound of formula (I)

wherein:
A is a —(CH2)m—, —(CH2)n—X— or —(CH2)v—O— group wherein m is an integer of 1 to 4, n is zero or an integer of 1 to 4, X is —S— or —NH—, and v is zero or an integer of 1 to 5;
s is 1 or 2;
R is a ring or a phenyl ring optionally substituted by one or two substituents independently chosen from halogen, cyano, C1-C4 alkyl, C1-C4 alkoxy and trifluoromethyl;
R1 is hydrogen or C1-C4 alkyl;
one of R2 and R3 is hydrogen and the other is hydrogen or C1-C4 alkyl optionally substituted by hydroxy or phenyl;
or R2 and R3 taken together with the carbon atom to which they are linked form a C3-C6 cycloalkyl ring;
or R2 and R3 are both methyl;
R4 is hydrogen or C1-C4 alkyl;
or a pharmaceutically acceptable salt thereof;
with the provisos that,
when A is a —(CH2)5—O— group then s is 1, R is a phenyl group optionally substituted by one or two substituents selected independently from halogen, trifluoromethyl and C1-C4 alkoxy, R1 is hydrogen and one of R2 and R3 is hydrogen and the other is hydrogen or C1-C4 alkyl optionally substituted hydroxy;
and
when R2 and R3 are both methyl then R is other than a furyl, thienyl or pyridyl ring.

11 more elements

Dependencies are inferred from the claim text.

Alpha-aminoamide derivatives useful as analgesic agents

Life of this patent

Alpha-aminoamide derivatives useful as analgesic agents

Life of this patent

Abstract

Claims12