Patent ID: 8580826

Claim:
A hydroxybenzoate salt formed as the reaction product of (4E)-N-methyl-5-(5-isopropoxy-3-pyridinyl)-4-penten-2-amine and a hydroxybenzoic acid, where the hydroxybenzoic acid has the formula: where the hydroxy group can be present at a position ortho, meta or para to the carboxylic acid group, Z represents a non-hydrogen substituent selected from the group consisting of alkyl, substituted alkyl, alkenyl, substituted alkenyl, heterocyclyl, substituted heterocyclyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, alkylaryl, substituted alkylaryl, arylalkyl, substituted arylalkyl, F, Cl, Br, T, NR′R″, CF3, CN, NO 2 , C 2 R′, SH, SCH 3 , N 3 , SO 2 CH 3 , OR′, (CR′R″) q OR′, O—(CR′R″) q C 2 R′, SR′, C(═O)NR′R″, NRC(═O)R″, C(═O)R′, C(═O)OR′, OC(═O)R′, (CR′R″) q OCH 2 C 2 R′, (CR′R″) q C(═O)R′, (CR′R″) q C(CHCH 3 )OR′, O(CR′R″) q C(═O)OR′, (CR′R″) q C(═O)NR′R″, (CR′R″) q NR′R″, CH═CHR′, OC(═O)NR′R″, and NR′C(═O)OR″, where q is an integer from 1 to 6 and R′ and R″ are individually hydrogen, C 1-10 alkyl, cycloalkyl, a non-aromatic heterocyclic ring wherein the heteroatom of the heterocyclic moiety is separated from any other nitrogen, oxygen or sulfur atom by at least two carbon atoms, or an aromatic group-containing species selected from the group consisting of pyridinyl, quinolinyl, pyrimidinyl, furanyl, phenyl, and benzyl, where any of the foregoing can be suitably substituted with at least one substituent group, such as alkyl, hydroxyl, alkoxyl, halo, or amino substituents, and j is a number from zero to three, representing the number of Z substituents that can be present on the ring, wherein the molar ratio of (4E)-N-methyl-5-(5-isopropoxy-3-pyridinyl)-4-penten-2-amine to hydroxybenzoic acid ranges from 1:2 to 2:1.