Percutaneous absorption promoter, a tape plaster and a method of promoting percutaneous absorption

Abstract

A percutaneous absorption promoter comprises a derivative of amino acid in which the amino group has or does not have an acyl substituent or a hydrocarbon substituent, the carboxylic group has a hydrocarbon substituent and the part between the amino group and the carboxylic group has a specified structure. A tape plaster comprises the percutaneous absorption promoter described above. The method utilizes the the percutaneous absorption promoter described above. The percutaneous promoter of the invention has excellent ability of promoting the percutaneous absorption of pharmacologically active substances and excellent safety simultaneously, capable of delivering the desired pharmacologically active substances rapidly to the location of treatment or to all parts of the body through the circulating system and effective for curing various kinds of disease. The tape plaster comprising it and the method of promoting percutaneous absorption by utilizing it have the same advantages.

What is claimed is: 
     
       1. A percutaneous absorption promoter composition which comprises (a) a pharmaceutically active substance and (b) a derivative of amino acid having the formula:   R.sup.1 NH--R.sup.3 --COOR.sup.2     wherein R 1  is an acyl group having 1 to 20 carbon atoms, R 2  is a hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms and R 3  is ##STR2## R 4  being a hydrogen atom, methyl group, isopropyl group, 2-methylpropyl group or 1-methylpropyl group.   
     
     
       2. A percutaneous absorption promoter as claimed in claim 1 wherein R 1  is a saturated or unsaturated aliphatic acyl group having 1 to 20 carbon atoms and R 2  is a saturated or unsaturated aliphatic hydrocarbon group having 1 to 4 carbon atoms. 
     
     
       3. A percutaneous absorption promoter as claimed in claim 1 wherein R 1  is a saturated or unsaturated linear aliphatic acyl group having 2 to 16 carbon atoms and R 2  is a saturated or unsaturated aliphatic hydrocarbon group having 1 to 4 carbon atoms. 
     
     
       4. A percutaneous absorption promoter as claimed in claim 1 wherein R 4  is a hydrogen atom. 
     
     
       5. A tape plaster comprising a percutaneous absorption promoter composition as claimed in claim 1 said tape plaster comprising an adhesive material containing the amino acid derivative and at least one pharmacologically active substance coated on a tape substrate. 
     
     
       6. A tape plaster as claimed in claim 5 wherein R 1  is a saturated or unsaturated aliphatic acyl group having 1 to 20 carbon atoms and R 2  is a saturated or unsaturated aliphatic hydrocarbon group having 1 to 4 carbon atoms. 
     
     
       7. A tape plaster as claimed in claim 5 wherein R 1  is a saturated or unsaturated linear aliphatic acyl group having 2 to 16 carbon atoms and R 2  is a saturated or unsaturated aliphatic hydrocarbon group having 1 to 4 carbon atoms. 
     
     
       8. A tape plaster as claimed in claim 5 wherein R 4  is a hydrogen atom. 
     
     
       9. A tape plaster as claimed in claim 5 wherein the pharmacologically active substance is selected from the group consisting of indomethacin, ketoprofen, predonisolone and pindolol. 
     
     
       10. A tape plaster as claimed in claim 5 wherein the pharmacologically active substance is selected from the group consisting of indomethacin, predonisolone and pindolol. 
     
     
       11. A method of promoting percutaneous absorption which comprises promoting percutaneous absorption of a pharmacologically active substance by applying a percutaneous absorption promoter in combination with the pharmacologically active substance to a patient topically and percutaneously, the percutaneous absorption promoter comprising a derivative of amino acid having the formula:   R.sup.1 NH--R.sup.3 --COOR.sup.2     wherein R 1  is an acyl group having 1 to 20 carbon atoms, R 2  is hydrocarbon group having 1 to 4 carbon atoms and R 3  is ##STR3## R 4  being a hydrogen atom, methyl group, isopropyl group, 2-methylpropyl group or 1-methylpropyl group.   
     
     
       12. A method of promoting percutaneous absorption as claimed in claim 11 wherein R 1  is a saturated or unsaturated aliphatic acyl group having . .!.!. .Iadd.1 .Iaddend.to 20 carbon atoms and R 2  is a saturated or unsaturated aliphatic hydrocarbon group having 1 to 4 carbon atoms. 
     
     
       13. A method of promoting percutaneous absorption as claimed in claim 11 wherein R 1  is a saturated or unsaturated linear aliphatic acyl group having 2 to 16 carbon atoms and R 2  is a saturated or unsaturated aliphatic hydrocarbon group having 1 to 4 carbon atoms. 
     
     
       14. A method of promoting percutaneous absorption as claimed in claim 11 wherein R 4  is a hydrogen atom. 
     
     
       15. A method of promoting percutaneous absorption as claimed in claim 11 wherein the pharmacologically active substance is selected from the group consisting of indomethacin, ketoprofen, predonisolone and pindolol. 
     
     
       16. A method of promoting percutaneous absorption as claimed in claim 11 wherein the pharmacologically active substance is selected from the group consisting of indomethacin, predonisolone and pindolol. 
     
     
       17. A percutaneous absorption promoter composition as claimed in claim 1 which further comprises an adhesive effective to cause the composition to adhere to skin to which it is applied. 
     
     
       18. The percutaneous absorption promoter of claim 1, where R 3  is ##STR4## 
     
     
       19. The tape plaster of claim 5, wherein R 3  is ##STR5## 
     
     
       20. The method of promoting percutaneous absorption of claim 11, wherein R 3  is ##STR6## 
     
     
       21. A percutaneous absorption promoter composition which comprises (a) a pharmaceutically active substance and (b) a derivative of an amino acid having the formula: ##STR7## wherein R 1  is .Iadd.a hydrogen atom, .Iaddend.an acyl group having 1 to 20 carbon atoms, .Iadd.or a hydrocarbon group having 1 to 20 carbon atoms, .Iaddend.and R 2  is a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. 
     
     
       22. A method of promoting percutaneous absorption which comprises promoting percutaneous absorption of a pharmaceutically active substance by applying a percutaneous absorption promoter composition of claim 21 to a patient topically and percutaneously.