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US5206370A Expired / Lapsed US ⏱️ 0.0 years remaining

Certain pyridyl hydrazines and hydrazides useful for protein labeling

Assignee: Genzyme Corp
•
Filing: 1992-05-26
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Granted: 1993-04-27
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Expires: 2012-05-26
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Abstract

Abstract Bifunctional aromatic compounds which are capable of linking metal ions to biologically useful molecules. The bifunctional compounds are characterized as having a hydrazine or hydrazide group and a protein reactive group. The hydrazine or hydrazide group may be protected as a lower alkyl hydrazone. Conjugates of the bifunctional compounds with macromolecules are also described and labelled macromolecules comprised of the conjugates and metal ions are provided. Additionally, a method is provided for forming a labelled macromolecule by reacting a conjugate with a metal species The compounds and method of this invention are particularly useful in the fields of biology and medicine for imaging and/or therapy.

Inventors

  • 👤 David A. Schwartz
  • 👤 Michael J. Abrams
  • 👤 Christen M. Giadomenico
  • 👤 Jon A. Zubieta

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 20:52
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/34; C07D207/36; C07D207/40; C07D207/404; A; A61; A61K; A61K47/00; A61K47/50; A61K47/51; A61K47/56; A61K47/68; A61K47/6801; A61K47/6803; A61K47/6889; C07D207/46; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/56; C07D401/00; C07D401/02; C07D401/04; C07D401/12; C07D417/00; C07D417/02; C07D417/12; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/534; Y; Y10; Y10S; Y10S436/00; Y10S436/804

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 80 words
A hydrazine or hydrazide compound of the formula (I) or (II): ##STR5## wherein: A is a carbon or nitrogen atom; B is carbon or nitrogen atom except that only one of said terms A and B is nitrogen; D is a direct bond or ##STR6## E represents ##STR7## and F is ##STR8## or E and F together represent ##STR9## r is hydrogen or lower alkyl; R' and R" independently represent hydrogen and lower alkyl; and X is a negative counterion.
Claim 2
Dependent Claim 80 words
A hydrazine or hydrazide compound of the formula (I) or (II): ##STR5## wherein: A is a carbon or nitrogen atom; B is carbon or nitrogen atom except that only one of said terms A and B is nitrogen; D is a direct bond or ##STR6## E represents ##STR7## and F is ##STR8## or E and F together represent ##STR9## r is hydrogen or lower alkyl; R' and R" independently represent hydrogen and lower alkyl; and X is a negative counterion.
Claim 3
Dependent Claim 18 words
The compound of the claim 1 wherein D is a direct bond to the 4-position of the ring.
Claim 4
Dependent Claim 29 words
The compound of claim 2 wherein E is carbonyl and F is N-oxysuccinimidyl and X is selected from the group consisting of a halide, nitrate, trifluoroacetate, tetrafluoroborate and sulfate.
Claim 5
Dependent Claim 21 words
The compound of claim 2 wherein R is hydrogen or methyl, E is carbonyl, F is N-oxysuccinimidyl, and X is Cl.
Claim 6
Dependent Claim 18 words
The compound of claim 4 wherein one of A and B is carbon and the other is nitrogen.
Claim 7
Dependent Claim 16 words
The compound of claim 4 wherein A is carbon, B is nitrogen, and R is hydrogen.

References Cited (Backward Citations)

GB2101118A Cited
US4861869A Cited
EP0271806A2 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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