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Bifunctional-bis-quinolinols, and their metal chelates

Assignee: Individual
•
Filing: 1992-01-23
•
Granted: 1993-06-15
•
Expires: 2012-01-23
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Abstract

Abstract Novel bifunctional bis-quinolinols are provided as well as their chelates and processes for their production. The quinolinols can be attached to organic substrates before or after chelation and are useful for diagnostic and therapeutic purposes.

Inventors

  • 👤 Spyros Theodoropulos

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 09:40
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/24; C07D215/26; C07D215/48

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 152 words
A compound of the formula: ##STR12## wherein n is 1 to 5; x is CH 2 or --C═O; Y is NO 2 , NH 2 , --N═C═S, --N═C=O, N 3 , --NH--CO--NHNH 2 , --NH--C(═S)--NHNH 2 , maleimido, --NH--C(═S)--NH--alkyl or --NH--C(═S)--NH--aryl; wherewith term alkyl in y contains 1 to 18 carbon atoms and is an unsubstituted alkyl group or an alkyl group substituted with at least one carboxylic group, and the term hydrocarbon aryl in y contains 6 to 18 carbon atoms and is an unsubstituted hydrocarbon aryl group or an aryl group substituted with one or more carboxyl groups; R 1 , R 2 and R 3 are hydrogen, COOH, NO 2 , NO, SO 3 H, halogen, PO 3 H, an azo group, NH 2 , alkyl, alkenyl or hydrocarbon aryl groups of from 1 to 18 carbon atoms and which may be substituted with one or more carboxyl groups.
Claim 2
Dependent Claim 152 words
A compound of the formula: ##STR12## wherein n is 1 to 5; x is CH 2 or --C═O; Y is NO 2 , NH 2 , --N═C═S, --N═C=O, N 3 , --NH--CO--NHNH 2 , --NH--C(═S)--NHNH 2 , maleimido, --NH--C(═S)--NH--alkyl or --NH--C(═S)--NH--aryl; wherewith term alkyl in y contains 1 to 18 carbon atoms and is an unsubstituted alkyl group or an alkyl group substituted with at least one carboxylic group, and the term hydrocarbon aryl in y contains 6 to 18 carbon atoms and is an unsubstituted hydrocarbon aryl group or an aryl group substituted with one or more carboxyl groups; R 1 , R 2 and R 3 are hydrogen, COOH, NO 2 , NO, SO 3 H, halogen, PO 3 H, an azo group, NH 2 , alkyl, alkenyl or hydrocarbon aryl groups of from 1 to 18 carbon atoms and which may be substituted with one or more carboxyl groups.
Claim 3
Dependent Claim 32 words
A compound of the formula: ##STR13## wherein R is an biological organic substrate and n, X, Y and R 1 , R 2 and R 3 are as indicated in claim 1.
Claim 4
Dependent Claim 32 words
A compound of the formula: ##STR14## wherein M is a metal ion and n, X, Y and R, R 1 , R 2 and R 3 are as indicted in claim 2.
Claim 5
Dependent Claim 31 words
A compound of the formula: ##STR15## wherein M is a metal ion and n, X, Y and R 1 , R 2 and R 3 are as indicted in claim 2.
Claim 6
Dependent Claim 38 words
A compound of the formula: ##STR16## wherein n is 1 to 5; Y is NO 2 , NH 2 NO, --N═C═S, --N═C═O, N 3 , --NH--C(═S)--NHNH 2 , --NH--CO--NHNH 2 or maleimido; and Q is a 4,8-dihydroxyquinolinyl group.
Claim 7
Dependent Claim 38 words
A compound of the formula: ##STR16## wherein n is 1 to 5; Y is NO 2 , NH 2 NO, --N═C═S, --N═C═O, N 3 , --NH--C(═S)--NHNH 2 , --NH--CO--NHNH 2 or maleimido; and Q is a 4,8-dihydroxyquinolinyl group.
Claim 8
Dependent Claim 6 words
A compound of the formula: ##STR17##
Claim 9
Dependent Claim 6 words
A compound of the formula: ##STR17##
Claim 10
Dependent Claim 6 words
A compound of the formula: ##STR18##
Claim 11
Dependent Claim 6 words
A compound of the formula: ##STR18##
Claim 12
Dependent Claim 12 words
A chelate of a metal ion with the compound of claim 6.
Claim 13
Dependent Claim 12 words
A chelate of a metal ion with the compound of claim 7.
Claim 14
Dependent Claim 17 words
The compound of claim 6 which is attached to an biological organic substrate through the nitro group.
Claim 15
Dependent Claim 12 words
A chelate of a metal ion with the compound of claim 10.
Claim 16
Dependent Claim 25 words
The chelate of the compound of claim 11 wherein the metal ion is selected from the group consisting of technetium-99m, indium-111, yttrium-90, rhenium-188 and holmium.
Claim 17
Dependent Claim 9 words
The compound of claim 5 wherein Q is hydrogen.

References Cited (Backward Citations)

US4152401A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-06-14 1996-12-14 1997-06-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-06-14 2000-12-14 2001-06-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-06-14 2004-12-14 2005-06-15 $7700.00 Window Closed / Lapsed

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