US4994558A
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US
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Immunoglobulin conjugates
Assignee: Eli Lilly and Co
•
Filing: 1989-01-09
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Granted: 1991-02-19
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Expires: 2009-01-09
Abstract
Abstract Immunoglobulin conjugates formed by reacting a difluoronucleoside with an immunoglobulin via an alkane dioic acid linking group.
Inventors
- 👤 Henry K. Armour
- 👤 G. Davon Kennedy
- 👤 Gary A. Koppel
- 👤 William L. Scott
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 10:25
CPC Classifications
A; A61; A61K; A61K47/00; A61K47/50; A61K47/51; A61K47/68; A61K47/6801; A61K47/6803; A61K47/6807
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
142 words
A conjugate of the formula (Q) n --Im where Im is an immunoglobulin or immunoglobulin fragment, n is about 1-10, and Q is an acylated difluoronucleoside of the formula ##STR6## wherein the --R--NH-- moiety is ##STR7## R 1 is hydrogen, C 1 -C 4 alkyl, --COR 3 , or --COXCO--; R 2 is hydrogen or --COXCO--; R 4 is hydrogen, C 1 -C 4 alkyl, amino, bromo, fluoro, chloro, or iodo; R 3 is hydrogen or C 1 -C 4 alkyl; X is a bond, C 1 -C 10 straight chain alkylene, C 2 -C 10 branched alkylene, C 2 -C 10 alkenylene, C 3 -C 10 alkynylene, C 3 -C 6 cycloalkylene, phenylene, or hydroxysubstituted C 1 -C 10 alkylene, and A is N or C-R 4; provided that one and only one of R 1 and R 2 is --COXCO--.
Claim 2
Dependent Claim
142 words
A conjugate of the formula (Q) n --Im where Im is an immunoglobulin or immunoglobulin fragment, n is about 1-10, and Q is an acylated difluoronucleoside of the formula ##STR6## wherein the --R--NH-- moiety is ##STR7## R 1 is hydrogen, C 1 -C 4 alkyl, --COR 3 , or --COXCO--; R 2 is hydrogen or --COXCO--; R 4 is hydrogen, C 1 -C 4 alkyl, amino, bromo, fluoro, chloro, or iodo; R 3 is hydrogen or C 1 -C 4 alkyl; X is a bond, C 1 -C 10 straight chain alkylene, C 2 -C 10 branched alkylene, C 2 -C 10 alkenylene, C 3 -C 10 alkynylene, C 3 -C 6 cycloalkylene, phenylene, or hydroxysubstituted C 1 -C 10 alkylene, and A is N or C-R 4; provided that one and only one of R 1 and R 2 is --COXCO--.
Claim 3
Dependent Claim
10 words
A conjugate of claim 1 wherein R 2 is hydrogen.
Claim 4
Dependent Claim
11 words
A conjugate of claim 2 wherein --R--NH-- is a 4-amino-2-oxo-1-pyrimidinyl radical.
Claim 5
Dependent Claim
13 words
A conjugate of claim 3 wherein X is C 2 -C 4 alkylene.
Claim 6
Dependent Claim
9 words
A conjugate of claim 4 wherein Q is 5'-O-(1,4-dioxobutyl)-2'-deoxy-2',2'-difluorocytidinyl.
Claim 7
Dependent Claim
16 words
A conjugate according to claim 1 in which IM is an immunoglobulin which specifically binds antigen.
Claim 8
Dependent Claim
14 words
A conjugate according to claim 6 in which the immunoglobulin is a monoclonal antibody.
Claim 9
Dependent Claim
14 words
A conjugate according to claim 7 in which the MoAb recognizes human cancer cells.
Claim 10
Dependent Claim
36 words
A conjugate according to claim 8 in which the MoAb recognizes human cancer cells selected from the group consisting of adenocarcinoma, squamous cell carcinoma, transitional cell carcinoma, melanoma, neuroblastoma, small cell carcinoma, leukemia, lymphoma, and sarcoma.
Claim 11
Dependent Claim
10 words
A conjugate according to claim 9 wherein Q is 5'-O-(1,4-dioxobutyl)-2'-deoxy-2',2'-difluorocytidinyl.
Claim 12
Dependent Claim
17 words
A conjugate according to claim 9 wherein the MoAb is adapted for recognition of human adenocarcinoma cells.
Claim 13
Dependent Claim
17 words
A conjugate according to claim 10 wherein the MoAb is adapted for recognition of human adenocarcinoma cells.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-02-18 | 1994-08-20 | 1995-02-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-02-18 | 1998-08-20 | 1999-02-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-02-18 | 2002-08-20 | 2003-02-19 | $7700.00 | Window Closed / Lapsed |