Salts of 5-aminolevulinic acid and derivatives
The present disclosure provides new salts of 5-aminolevulinic acid (5-ALA) and new salts of 5-ALA esters, their preparation, formulation and use as photosensitizing agents in photodynamic therapy, diagnosis and cosmetic cares.
1. A salt having formula (I):
H 2 NCH 2 COCH 2 CH 2 COOR.Cl 3 C—COOH (I)
wherein R is selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, sec-propyl, sec-butyl, tert-butyl, sec-pentyl, sec-hexyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, benzyl, 2-methylbenzyl, 4-methylbenzyl, 4-chloro-benzyl, 2-nitro-benzyl, 4-nitro-benzyl, 2-isopropylbenzyl, 4-isopropylbenzyl, and 4-fluoro-benzyl.
2. The salt of claim 1 , wherein R is selected from the group consisting of hydrogen, methyl.
3. A salt of claim 1 selected from the group consisting of 5-aminolevulinic acid 2,2,2-trichloroacetate, methyl 5-aminolevulinate 2,2,2-trichloroacetate, hexyl 5-aminolevulinate 2,2,2-trichloroacetate, benzyl 5-aminolevulinate 2,2,2-trichloroacetate, and 4-methylbenzyl 5-aminolevulinate 2,2,2-trichloroacetate.
4. A pharmaceutical composition comprising the salt of claim 1 and at least one pharmaceutically or cosmetically acceptable carrier or an excipient.
5. A salt of claim 1 , wherein the salt is 5-aminolevulinic acid 2,2,2-trichloroacetate.
6. A salt of claim 1 , wherein the salt is methyl 5-aminolevulinate 2,2,2-trichloroacetate.
7. A salt of claim 1 , wherein the salt is hexyl 5-aminolevulinate 2,2,2-trichloroacetate.
8. A salt of claim 1 , wherein the salt is benzyl 5-aminolevulinate 2,2,2-trichloroacetate.
9. A salt of claim 1 , wherein the salt is 4-methylbenzyl 5-aminolevulinate 2,2,2-trichloroacetate.
10. The pharmaceutical composition of claim 4 , wherein the salt is selected from the group consisting of 5-aminolevulinic acid 2,2,2-trichloroacetate, methyl 5-aminolevulinate 2,2,2-trichloroacetate, hexyl 5-aminolevulinate 2,2,2-trichloroacetate, benzyl 5-aminolevulinate 2,2,2-trichloroacetate, and 4-methylbenzyl 5-aminolevulinate 2,2,2-trichloroacetate.
11. The pharmaceutical composition of claim 4 , wherein the salt is 5-aminolevulinic acid 2,2,2-trichloroacetate.
12. The pharmaceutical composition of claim 4 , wherein the salt is methyl 5-aminolevulinate 2,2,2-trichloroacetate.
13. The pharmaceutical composition of claim 4 , wherein the salt is hexyl 5-aminolevulinate 2,2,2-trichloroacetate.