Improved prodrugs of cc-1065 analogs

Details Improved prodrugs of cc-1065 analogs Improved prodrugs of cc-1065 analogs

C - Chemistry, Metallurgy

07

F

C07F 9/02 (2006.01) A61K 31/404 (2006.01) A61K 31/407 (2006.01) A61K 31/4545 (2006.01) A61K 31/496 (2006.01) A61K 31/661 (2006.01) A61K 31/675 (2006.01) A61K 47/48 (2006.01) C07D 209/60 (2006.01) C07D 401/14 (2006.01) C07D 403/14 (2006.01) C07D 407/14 (2006.01) C07D 487/02 (2006.01) C07D 491/02 (2006.01) C07F 9/572 (2006.01) C07F 9/6558 (2006.01)

Patent

CA 2480759

Prodrugs of analogs of the anti-tumor antibiotic CC-1065 having a cleavable protective group such as a piperazino carbamate, a 4-piperidino-piperidino carbamate or a phosphate, in which the protecting group confers enhanced water solubility and stability upon the prodrug, and in which the prodrug also has a moiety, such as a disulfide, that can conjugate to a cell binding reagent such as an antibody. The therapeutic use of such prodrug conjugates is also described; such prodrugs of cytotoxic agents have therapeutic use because they can deliver cytotoxic prodrugs to a specific cell population for enzymatic conversion to cytoxic drugs in a targeted fashion.

La présente invention concerne des promédicaments d'analogues de l'antibiotique antitumoral CC-1065 qui possèdent un groupe de protection clivable tel qu'un piperazino carbamate, qu'un 4-piperidino-piperidino carbamate ou qu'un phosphate, ce groupe de protection conférant une solubilité dans l'eau renforcée et une stabilité sur ce promédicament, et ce promédicament possédant aussi une fraction, telle qu'un bisulfure, qui peut se conjuguer avec un réactif de liaison cellulaire tel qu'un anticorps. Cette invention concerne aussi l'utilisation thérapeutique de ces conjugués de promédicament, ces promédicaments d'agents cytotoxiques présentent cette utilisation thérapeutique car ils peuvent distribuer des promédicaments cytotoxiques à une population de cellules spécifique en vue d'une transformation en médicaments cytotoxiques de façon ciblée.

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