Method of producing highly water-soluble cyclodextrin complex

Details Method of producing highly water-soluble cyclodextrin complex Method of producing highly water-soluble cyclodextrin complex

C - Chemistry, Metallurgy

08

B

C08B 37/16 (2006.01) A61K 31/715 (2006.01) A61K 47/48 (2006.01)

Patent

CA 2088428

ABSTRACT OF THE DISCLOSURE The present invention provides 1) a method of producing a complex of a fumagillol derivative of the formula: Image (I) wherein R1 is hydrogen; R2 is halogen, N(O)mR5R6, N+R5R6R7 X- or S(O)nR5, wherein R5, R6 and R7 are independently an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group; X - is a counter anion; m is 0 or 1; n is an integer of 0 to 2; and R5 and R6 together with the adjacent nitrogen or sulfur atom may form an optionally substituted nitrogen- or sulfur-containing heterocyclic group which may form condensed ring; or R1 and R2 are combined to represent a chemical bond; R3 is 2-methyl-1-propenyl group or isobutyl group; A is oxygen or NR8, wherein R8 is hydrogen or an optionally substituted lower alkyl or aryl group; and R4 is hydrogen, an optionally substituted hydrocarbon group or an optionally substituted acyl group; or a physiologically acceptable salt thereof, with a highly water-soluble cyclodextrin derivative, which comprises mixing the fumagillol derivative or a physiologically acceptable salt thereof with the highly water-soluble cyclodextrin derivative into an aqueous solution, the concentration of the highly water-soluble cyclodextrin derivative being at about 100 mg/m1 or more, and 2) the complex of the fumaggillol derivative (I) or physiologically acceptable salt thereof with the highly water-soluble cyclodextrin derivative obtained by the production method 1). The complex of the fumagillol derivative (I) or physiologically acceptable salt thereof with the highly water-soluble cyclodextrin derivative is highly soluble in water, highly stable in storage and can be used as a preparation for injection.

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