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US5206249A Expired / Lapsed US ⏱️ 0.0 years remaining

Bis-naphthalimides containing amino-acid derived linkers as anticancer agents

Assignee: Bristol Myers Squibb Pharma Co
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Filing: 1991-12-11
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Granted: 1993-04-27
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Expires: 2011-12-11
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Abstract

Abstract This invention relates to bis-naphthalimides, including 2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione] and 2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione], processes for their preparation, pharmaceutical compositions containing them, and methods of using them to treat cancer in mammals.

Inventors

  • 👤 Jung-Hui Sun

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 09:32
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/14; A; A61; A61P; A61P35/00; C07C; C07C209/00; C07C209/44; C07C209/50

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 33 words
A compound, or a pharmaceutically acceptable salt thereof, which si selected from the group consisting of: (S,S)-2,2'-[1,2-ethanedylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de ]disoquinoline-1,3(2H)-dione]; (Racemic+Meso)-2,2'-[1,2-ethanedylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione; (R,R)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de ]isoquinoline-1,3(2H)-dione]; (Meso)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3)(2H)-dione]; (S,S)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3-(2H)-dione]; (Racemic+Meso)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione]; (R,R)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione]; (Meso)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione].
Claim 2
Dependent Claim 33 words
A compound, or a pharmaceutically acceptable salt thereof, which si selected from the group consisting of: (S,S)-2,2'-[1,2-ethanedylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de ]disoquinoline-1,3(2H)-dione]; (Racemic+Meso)-2,2'-[1,2-ethanedylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione; (R,R)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de ]isoquinoline-1,3(2H)-dione]; (Meso)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3)(2H)-dione]; (S,S)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3-(2H)-dione]; (Racemic+Meso)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione]; (R,R)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis[5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione]; (Meso)-2,2'-[1,2-ethanediylbis[imino(2-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione].
Claim 3
Dependent Claim 13 words
The compound, or a pharmaceutically acceptable salt thereof, which is (R,R)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2l H)-dione].
Claim 4
Dependent Claim 13 words
The compound, or a pharmaceutically acceptable salt thereof, which is (R,R)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]-bis [5-nitro-1H-benz[de]isoquinoline-1,3(2l H)-dione].
Claim 5
Dependent Claim 20 words
A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a therapeutically effective tumor-inhibiting amount of a compound of claim 1.
Claim 6
Dependent Claim 20 words
A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a therapeutically effective tumor-inhibiting amount of a compound of claim 2.
Claim 7
Dependent Claim 29 words
A method of treating a solid tumor carcinoma in a mammal comprising administering to a mammal bearing such a tumor, a tumor-inhibiting amount of a compound of claim 1.
Claim 8
Dependent Claim 29 words
A method of treating a solid tumor carcinoma in a mammal comprising administering to a mammal bearing such a tumor, a tumor-inhibiting amount of a compound of claim 2.

References Cited (Backward Citations)

US4665071A Cited
US4919848A Cited
US4874863A Cited
US5086059A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-04-26 1996-10-26 1997-04-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-04-26 2000-10-26 2001-04-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-04-26 2004-10-26 2005-04-27 $7700.00 Window Closed / Lapsed

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