Method of making prodrugs and targeted therapeutic compounds
AssigneeInspyr Therapeutics, Inc.
InventorsJohn K. Lynch, Jeffrey Hutchison, Thomas R. Benson
Life of this patent
Estimating the term…
Abstract
Provided is a method for making the compound of Formula 1. Various compounds utilized in that method are also provided, as are methods of making those compounds. Also provided is a compound having the formula XO—CO—(CH2)nNH2, where n is an integer greater than 2. A method of making that compound is additionally provided. Further provided is a method of making a prodrug of a bioactive compound.
Claims25
A method for making the compound of Formula 1:
- the method comprising
- (a) reacting the compound of Formula 2:
- with X—OH in the presence of an acid catalyst to produce the compound of Formula 3a
- wherein X is a substituent that forms an ester that can be cleaved from the compound of Formula 5a
- to produce the compound of Formula 6:
- (b) reacting the compound of Formula 3a with the compound of Formula 4:
- to produce the compound of Formula 5a;
- (c) removing the X group from the compound of Formula 5a to produce the compound of Formula 6:
- (d) reacting the compound of Formula 6 with the compound of Formula 7:
- to produce the compound of Formula 8:
- and
- (e) converting the compound of Formula 8 into the compound of Formula 1.
8-11. (canceled)
A compound having the formula of Formula 3, Formula 3a, Formula 5, Formula 5a or Formula 6.
13-20. (canceled)
A compound having the formula XO—CO—(CH2)nNH2, wherein X is a substituent that forms an ester that can be cleaved from the compound of Formula 5a,
- and wherein n is an integer greater than 2.
24-26. (canceled)
A method of making a prodrug of a bioactive compound, the method comprising
- (a) reacting the compound of Formula 3a with a masking moiety (MM) to form the compound X-linker-MM;
- (b) removing an X group from the X-linker-MM compound to produce the compound OH-linker-MM;
- and
- (c) reacting a bioactive compound with the compound OH-linker-MM to produce the prodrug of the bioactive compound.
(canceled)
(canceled)
Dependencies are inferred from the claim text.