US4980147A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Radiolabeled technetium chelates for use in renal function determinations
Assignee: University of Utah Research Foundation Inc
•
Filing: 1985-05-14
•
Granted: 1990-12-25
•
Expires: 2005-05-14
Abstract
Abstract The present invention is directed to novel radiopharmaceutical imaging agents incorporating Tc-99m as a radiolabel. In particular, the novel imaging agents disclosed herein have relatively high renal extraction efficiencies, and hence are useful for conducting renal function imaging procedures. The novel Tc-99m compounds of a present invention have the following general formula: <IMAGE> wherein X is S or N; and wherein Y is-H or wherein Y is <IMAGE> and where R1 is -H, -CH3, or -CH2CH3; R2 is -H, -CH2CO2H, -CH2CONH2, -CH2CH2CO2H, -CH2CH2CONH2, -CH3, -CH2CH3, CH2C6H5, or -CH2OH; and Z is -H, -CO2H, -CONH2, -SO3H, -SO2NH2, or -CONHCH2CO2H; and the Tc is Tc-99m; and water-soluble salts thereof. Of the foregoing, the presently preferred Tc-99m compound of the present invention is Tc-99m-mercaptoacetylglycylglycylglycine (Tc-99m-MAGGG). The present invention is also directed to novel chelating agents that may be reacted with Tc-99m to form the foregoing compounds. Such novel chelating agents have the following general formula. <IMAGE> where X and Y have the same definitions as above, and wherein Y' is -H2 when X is N, or wherein Y' is -H, or a suitable protective group such as -COCH3, -COC6H5, -CH2NHCOCH3, -COCF3, or -COCH2OH when X is S. The present invention also provides methods for preparing and using the novel Tc-99m compounds.
Inventors
- 👤 Alan Fritzberg
- 👤 Sudhakar Kasina
- 👤 Dennis L. Johnson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:13
CPC Classifications
C; C07; C07C; C07C233/00; C07C233/01; C07C233/56; A; A61; A61K; A61K51/00; A61K51/02; A61K51/04; A61K51/0474; A61K51/0478; A61K51/08; C07F; C07F13/00; C07F13/005; C07K; C07K5/00; C07K5/02; C07K5/0202; A61K2123/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
56 words
A method of evaluating renal function by scintigraphic urography, wherein the improvement comprises the steps of: injecting a suitable Tc-99m-MAGG-amino acid into a patient; waiting a suitable period of time while a suitable portion of the Tc-99m-MAGG-amino acid is removed from the patient's blood by the patient's kidneys; and obtaining a scintigraphic image of the kidneys.
Claim 2
Independent Claim
56 words
A method of evaluating renal function by scintigraphic urography, wherein the improvement comprises the steps of: injecting a suitable Tc-99m-MAGG-amino acid into a patient; waiting a suitable period of time while a suitable portion of the Tc-99m-MAGG-amino acid is removed from the patient's blood by the patient's kidneys; and obtaining a scintigraphic image of the kidneys.
Claim 3
Dependent Claim
21 words
A method of evaluating renal function as defined in claim 1, wherein the Tc-99m-MAGG-amino acid is Tc-99M-MAGGG; Tc-99m-MAGG-Alanine; Tc-99m-MAGG-Asparagine; or Tc99m-MAGG-Glutamine.
Claim 4
Dependent Claim
109 words
A compound of the formula ##STR18## wherein X is S or N; and wherein Y is --H or wherein Y is ##STR19## and wherein R 1 is --H, --CH 3 , or --CH 2 CH 3 ; R 2 is --H, --CH 2 CO 2 H, --CH 2 CONH 2 , --CH 2 CH 2 CO 2 H, --CH 2 CH 2 CONH 2 , --CH 3 , --CH 2 CH 3 , --CH 2 OH; and Z is --H, --CO 2 H, --CONH 2 , --SO 3 H, --SO 2 NH 2 , or --CONCH 2 CO 2 H; and the Tc is Tc-99m; and water-soluble salts thereof.
Claim 5
Dependent Claim
109 words
A compound of the formula ##STR18## wherein X is S or N; and wherein Y is --H or wherein Y is ##STR19## and wherein R 1 is --H, --CH 3 , or --CH 2 CH 3 ; R 2 is --H, --CH 2 CO 2 H, --CH 2 CONH 2 , --CH 2 CH 2 CO 2 H, --CH 2 CH 2 CONH 2 , --CH 3 , --CH 2 CH 3 , --CH 2 OH; and Z is --H, --CO 2 H, --CONH 2 , --SO 3 H, --SO 2 NH 2 , or --CONCH 2 CO 2 H; and the Tc is Tc-99m; and water-soluble salts thereof.
Claim 6
Dependent Claim
11 words
A compound as defined in claim 1, wherein X is S.
Claim 7
Dependent Claim
15 words
A compound as defined in claim 4, wherein Y is --CH 2 CO 2 H.
Claim 8
Dependent Claim
31 words
A compound as defined in claim 4, wherein Y is --CHCH 3 CO CO 2 H; --CH(CH 2 CONH 2 )CO 2 H; or --CH(CH 2 CH 2 CONH 2 )COOH.
Claim 9
Dependent Claim
164 words
A compound of the formula ##STR20## wherein X is S or N; and wherein Y is --H or wherein Y is ##STR21## and where R 1 is --H, --CH 3 , or --CH 2 CH 3 ; R 2 is --H, --CH 2 CO 2 H, --CH 2 CONH 2 , --CH 2 CH 2 CO 2 H, --CH 2 CH 2 CONH 2 , --CH 3 , --CH 2 CH 3 , or --CH 2 OH; and Z is --H, --CO 2 H, --CONH 2 , --SO 3 H, --SO 2 NH 2 , or --CONHCH 2 CO 2 H; wherein when X is S then element a comprises two hydrogens and at least two of elements b-f are double-bonded oxygens, and other of elements b-f each comprise two hydrogens; wherein when X is N then at least two of elements a-f are double-bonded oxygens, and the other elements a-f each comprise two hydrogens; and the Tc is Tc-99m; and water-soluble salts thereof.
Claim 10
Dependent Claim
164 words
A compound of the formula ##STR20## wherein X is S or N; and wherein Y is --H or wherein Y is ##STR21## and where R 1 is --H, --CH 3 , or --CH 2 CH 3 ; R 2 is --H, --CH 2 CO 2 H, --CH 2 CONH 2 , --CH 2 CH 2 CO 2 H, --CH 2 CH 2 CONH 2 , --CH 3 , --CH 2 CH 3 , or --CH 2 OH; and Z is --H, --CO 2 H, --CONH 2 , --SO 3 H, --SO 2 NH 2 , or --CONHCH 2 CO 2 H; wherein when X is S then element a comprises two hydrogens and at least two of elements b-f are double-bonded oxygens, and other of elements b-f each comprise two hydrogens; wherein when X is N then at least two of elements a-f are double-bonded oxygens, and the other elements a-f each comprise two hydrogens; and the Tc is Tc-99m; and water-soluble salts thereof.
Claim 11
Dependent Claim
138 words
A chelate comprising Tc-99m and a ligand having the formula comprising: ##STR22## wherein X is S or N; Y' is --H or a group which protects the sulfur from oxidation where X is S, or where Y' is --H 2 where X is N; and Y is --H 2 or where Y is ##STR23## and where R 1 is --H, --CH 3 , or --CH 2 CH 3 ; R 2 is --H, --CH 2 CO 2 H, --CH 2 CONH 2 , --CH 2 CH 2 CO 2 H, --CH 2 CH 2 CONH 2 , --CH 3 , --CH 2 CH 3 , or --CH 2 OH; and Z is --H, --CO 2 H, --CONH 2 , --SO 3 H, --SO 2 NH 2 , or --CONHCH 2 CO 2 H; and the water-soluble salts thereof.
Claim 12
Dependent Claim
138 words
A chelate comprising Tc-99m and a ligand having the formula comprising: ##STR22## wherein X is S or N; Y' is --H or a group which protects the sulfur from oxidation where X is S, or where Y' is --H 2 where X is N; and Y is --H 2 or where Y is ##STR23## and where R 1 is --H, --CH 3 , or --CH 2 CH 3 ; R 2 is --H, --CH 2 CO 2 H, --CH 2 CONH 2 , --CH 2 CH 2 CO 2 H, --CH 2 CH 2 CONH 2 , --CH 3 , --CH 2 CH 3 , or --CH 2 OH; and Z is --H, --CO 2 H, --CONH 2 , --SO 3 H, --SO 2 NH 2 , or --CONHCH 2 CO 2 H; and the water-soluble salts thereof.
Claim 13
Dependent Claim
33 words
A ligand as defined in claim 8, wherein the suitable protective group comprising Y' is --COCH, --COC 6 H 5 , --CH 2 NHCOCH 3 , --COCF 3 , or --COCH 2 OH.
References Cited (Backward Citations)
US3833509A
Cited
US3830746A
Cited
US3912935A
Cited
US4048296A
Cited
US4296785A
Cited
US4444690A
Cited
US4615876A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-12-24 | 1994-06-25 | 1994-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-12-24 | 1998-06-25 | 1998-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-12-24 | 2002-06-25 | 2002-12-25 | $7700.00 | Window Closed / Lapsed |