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US5204370A Expired / Lapsed US ⏱️ 0.0 years remaining

Bis-(hydroxyalkylamino)-anthraquinone inhibitors of protein kinase C

Assignee: Eli Lilly and Co
•
Filing: 1990-11-05
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Granted: 1993-04-20
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Expires: 2010-11-05
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Abstract

Abstract The present invention provides novel substituted anthraquinones having the formula <IMAGE> wherein R1 and R2 are independently H, C1-C10 alkyl, aryl, arylalkyl, alkylaryl; n and m are independently 1, 2, or 3; A is Halogen, OH, alkoxy, OCO(NR3R4), S-C(NH2)=NR5, or when m=1, comprises an oxirane ring with the adjacent oxygen atom; R3, R4, and R5 are independently H, alkyl, or aryl; X is H, OH, NR6R7, Cl, Br, I, F, alkyl, aryl, alkoxy, aryloxy, COOR8, or CONR9R10; and R6, R7, R8, R9, and R10 are independently H, lower alkyl, or aryl useful for inhibiting protein kinase C and treating conditions related to, or affected by inhibition of protein kinase C, particularly cancer tumors, inflammatory disease, reperfusion injury, and cardiac dysfunctions related to reperfusion injury.

Inventors

  • 👤 Jack B. Jiang
  • 👤 Mary G. Johnson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 16:12
CPC Classifications
C; C07; C07C; C07C225/00; C07C225/24; C07C225/26; C07C225/32; C07C225/34; C07C225/36; C07D; C07D303/00; C07D303/02; C07D303/36

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 124 words
A substituted anthraquinone having the formula ##STR4## wherein R 1 and R 2 are independently H, C 1 -C 10 alkyl, aryl, arylalkyl, alkylaryl; n and m are independently 1, 2, or 3; A is Halogen, OH, alkoxy, OCO(NR 3 R 4 ), S--C(NH 2 )═NR 5 , or when m=1, comprises an oxirane ring with the adjacent oxygen atom; R 3 , R 4 , and R 5 are independently H, alkyl, or aryl; X is H, OH, NR 6 R 7 , Cl, Br, I, F, alkyl, aryl, alkoxy, aryloxy, COOR 8 , or CONR 9 R 10 ; and R 6 , R 7 , R 8 , R 9 , and R 10 are independently H, lower alkyl, or aryl.
Claim 2
Dependent Claim 124 words
A substituted anthraquinone having the formula ##STR4## wherein R 1 and R 2 are independently H, C 1 -C 10 alkyl, aryl, arylalkyl, alkylaryl; n and m are independently 1, 2, or 3; A is Halogen, OH, alkoxy, OCO(NR 3 R 4 ), S--C(NH 2 )═NR 5 , or when m=1, comprises an oxirane ring with the adjacent oxygen atom; R 3 , R 4 , and R 5 are independently H, alkyl, or aryl; X is H, OH, NR 6 R 7 , Cl, Br, I, F, alkyl, aryl, alkoxy, aryloxy, COOR 8 , or CONR 9 R 10 ; and R 6 , R 7 , R 8 , R 9 , and R 10 are independently H, lower alkyl, or aryl.
Claim 3
Dependent Claim 76 words
The substituted anthraquinone of claim 1 wherein R 1 and R 2 independently are H or lower alkyl; n and m are independently 1 or 2; A is halogen, OCO(NR 3 R 4 ), SC(NH 2 )═NR 5 , or when m=1, comprises an oxirane ring with the adjacent oxygen atom; R 3 , R 4 , and R 5 are independently H or alkyl; and X is H, HO, Cl, Br, I, F, or alkoxy.
Claim 4
Dependent Claim 64 words
The substituted anthraquinone of claim 2 wherein R 1 and R 2 independently are lower alkyl; m and n are 1; A is Cl, Br, OCO(NR 3 R 4 ), SC(NH 2 )═NR 5 , or when m=1, comprises an oxirane ring with the adjacent oxygen atom; R 3 , R 4 , and R 5 are H; and X is H or OH.
Claim 5
Dependent Claim 22 words
A pharmaceutical composition for inhibiting protein kinase C comprising a substituted anthraquinone of claim 1 and a pharmaceutically acceptable carrier or diluent.
Claim 6
Dependent Claim 22 words
A pharmaceutical composition for inhibiting protein kinase C comprising a substituted anthraquinone of claim 2 and a pharmaceutically acceptable carrier or diluent.
Claim 7
Dependent Claim 22 words
A pharmaceutical composition for inhibiting protein kinase C comprising a substituted anthraquinone of claim 3 and a pharmaceutically acceptable carrier or diluent.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-04-19 1996-10-19 1997-04-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-04-19 2000-10-19 2001-04-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-04-19 2004-10-19 2005-04-20 $7700.00 Window Closed / Lapsed

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