Prolinal derivatives

• US 5,091,406 A
• Filed: 02/07/1990
• Issued: 02/25/1992
• Est. Priority Date: 02/04/1987
• Status: Expired due to Fees

• Current Assignee: ONO Pharmaceutical Company Limited
• Original Assignee: ONO Pharmaceutical Company Limited
• Inventors: Toda, Masaaki, Ohno, Hiroyuki, Ohuchida, Shuichi
• Primary Examiner(s): Lee, Mary C.
• Assistant Examiner(s): Miltenberger, Lenora Ara
• Application Number:
  US07/479,493
• Time in Patent Office: 748 Days
• Field of Search: 548/517, 548/525, 548/527, 514/422
• US Class Current: 514/422
• CPC Class Codes: C07D 207/08 with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms

Abstract

A prolinal derivative of general formula: ##STR1## [wherein A represents alkylene group of from 1 to 4 carbon atom(s) or saturated hydrocarbon ring of from 3 to 7 carbon atoms,

n represents a number 2, 3 or 4,

D represents carbocyclic or heterocyclic ring unsubstituted or

substituted by from one to three of halogen atom, alkyl or alkoxy group of from 1 to 4 carbon atom(s), nitro group or trifluoromethyl group.]. possess inhibitory activity on prolyl endopeptidase, and therefore be useful for treating and/or preventing agent for amnesia.

Claims

1. A prolinal derivative of the formula:

##STR37## wherein A represents alkylene group of from 1 to 4 carbon atom(s) or saturated hydrocarbon ring of from 3 to 7 carbon atoms, n represents a number 2, 3 or 4, D represents heterocyclic ring selected from the group consisting of furan, thiophene, pyran, benzofuran, benzothiophene, chromene and xanthene ring, wherein said heterocyclic ring represented by D is unsubstituted or substituted by from one to three of halogen atom, alkyl group of from 1 to 4 carbon atoms, alkoxy group of from 1 to 4 carbon atom(s), nitro group or trifluoromethyl group.

2. A compound according to claim 1, which is a compound of the formula:

##STR38## represents saturated hydrocarbon ring of from 3 to 7 carbon atoms and the other symbols have the same meaning as defined in claim 1.

3. A compound according to claim 1, which is a compound of the formula:

##STR39## wherein AlK represents alkylene group of from 1 to 4 carbon atom(s), the other symbols are the same meaning as defined in claim 1.

4. A pharmaceutical composition for treating amnesia which comprises, as an active ingredient, an effective amount of prolinal derivative of the formula (I) depicted in claim 1 and pharmaceutical acceptable carrier and/or coating.

5. The method for treatment of amnesia which comprises administering a therapeutically effective amount of prolinal derivative of the formula (I) depicted in claim 1.