Patent · US Expired

Prodrugs for the improved delivery of non-steroidal anti-inflammatory agents

US4206220A · kind A · utility

17Cited by
0References
11Claims
0Family size

Assignee

Inventor

Key dates

Filing dateJul 13, 1978
Grant dateJun 3, 1980
Priority date
Expiry dateJul 13, 1998

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D209/28
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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 …

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.