Prodrugs for the improved delivery of non-steroidal anti-inflamm

Drug – bio-affecting and body treating compositions – Antigen – epitope – or other immunospecific immunoeffector – Fungus – except allergen – or component thereof or substance...

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26032613A, A61K 3140, C07D20918

Patent

active

042062209

ABSTRACT:
Novel prodrug forms of carboxylic acid, non-steroidal, anti-inflammatory agents are disclosed, having the structural formula ##STR1## wherein ##STR2## represents the acyloxy residue of any non-steroidal anti-inflammatory drug which contains a carboxylic acid function; R.sub.1 and R.sub.2, which can be the same or different, each represents a member selected from the group consisting of C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, aryl, aralkyl, C.sub.5 -C.sub.6 cycloalkyl and C.sub.5 -C.sub.6 cycloalkenyl; or R.sub.1 and R.sub.2 are combined so that --NR.sub.1 R.sub.2 together form a member selected from the group consisting of a cycloheteroalkyl radical such as morpholino, 1-pyrrolidinyl, 4-methyl-1-piperazinyl or piperidino and a heteroaryl radical, such as 1-imidazolyl or 1-pyrazolyl; and the nontoxic pharmaceutically acceptable acid addition salts thereof.
These compounds exhibit oral and topical anti-inflammatory activity when administered to warmblooded animals and are characterized as being more readily bioavailable, less irritating to topical and gastric mucosal membranes and more permeable through topical membranes, e.g., ophthalmic membrane, skin, etc., than are the "parent" non-steroidal anti-inflammatory drugs from which they are derived.

REFERENCES:
Open Chain Nitrogen Compounds, Smith (1966) pp. 96-97 by W. A. Benjamin Inc., New York, Amsterdam.
Chem. Abst, vol. 84, 43747a, (1976).

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