Tumor protease activated prodrugs of phosphoramide mustard analogs with toxification and detoxification functionalities
US5659061A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 20, 1995 |
| Grant date | Aug 19, 1997 |
| Priority date | — |
| Expiry date | Apr 20, 2015 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07F9/2458
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The composition, synthesis, and applications of tumor associated protease activated prodrugs of phosphoramide mustard, isophosphoramide mustard and analogs with detoxification functionalities are described. These drugs release a cytotoxic phosphoramide mustard analog following activation by tumor associated proteases and esterases. The general structure for these drugs is: ##STR1## Wherein R1 is a beta-X-ethyl-amino group which may optionally bear substituents on the nitrogen or carbon atoms; wherein X is a good leaving group such as a halogen; R2 is a beta-X-ethyl-amino group which may optionally bear substituents on the nitrogen or carbon atoms; or an amino group (NH.sub.2) which may optionally be substituted. Wherein A is a benzyloxy derivative with one or more acyloxy or acylamino groups in para or ortho portions relative to the phosphoester; and wherein the acyloxy or acylamino groups are not (substituted or unsubstituted) p-guanidino-benzoyloxy groups or p-guanidino-benzoylamino groups.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.