US4758422A
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Ferrioxamine paramagnetic contrast agents for MR imaging
Assignee: Amersham Health Salutar Inc
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Filing: 1986-02-06
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Granted: 1988-07-19
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Expires: 2006-02-06
Abstract
Abstract In the NMR imaging of a subject comprising administering to such subject a composition containing an image-modifying effective amount of an image enhancer, permitting the enhancer to move through the subject, and after a time interval taking an NMR image of the subject, the improvement which comprises employing as said enhancer a complex of an oxamine and a polyvalent paramagnetic metal, e.g. ferrioxamine. Novel complexes of trihydroxamic acids, optionally N-acylated, with polyvalent metals other than iron, are also described.
Inventors
- 👤 Steven C. Quay
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 20:18
CPC Classifications
C; C07; C07F; C07F15/00; C07F15/02; C07F15/025; A; A61; A61K; A61K49/00; A61K49/06; C07F13/00; C07F13/005; Y; Y10; Y10S; Y10S436/00; Y10S436/806; Y10T; Y10T436/00; Y10T436/24
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
18 words
A complex of a des-ferrioxamine and a metal selected from the group consisting of a lanthanide and manganese.
Claim 2
Dependent Claim
18 words
A complex of a des-ferrioxamine and a metal selected from the group consisting of a lanthanide and manganese.
Claim 3
Dependent Claim
19 words
A complex according to claim 1, wherein the metal is selected from the group consisting of gadolinium and manganese.
Claim 4
Dependent Claim
13 words
A complex according to claim 1, wherein the des-ferrioxamine is a trihydroxamic acid.
Claim 5
Dependent Claim
34 words
A complex according to claim 1, wherein the des-ferrioxamine is of the formula ##STR2## in which R each independently is hydrogen, C 1-18 -alkyl, C 3-8 -cycloalkyl, C 1-18 -alkyl-CO- or C 3-8 -cycloalkyl-CO-.
Claim 6
Dependent Claim
17 words
A complex according to claim 4, in which R each independently is hydrogen or C 12-18 -alkyl-CO-.
Claim 7
Dependent Claim
27 words
A composition for modifying the relaxation times in NMR imaging, comprising an amount effective therefor of a complex according to claim 1 and a physiologically acceptable carrier.
Claim 8
Dependent Claim
39 words
A stable aqueous solution of a complex of a des-ferrioxamine and a polyvalent paramagnetic metal selected from the group consisting of a lanthanide and manganese, containing alkali in amount sufficient to bring the pH to about 4 to 6.
Claim 9
Dependent Claim
39 words
A stable aqueous solution of a complex of a des-ferrioxamine and a polyvalent paramagnetic metal selected from the group consisting of a lanthanide and manganese, containing alkali in amount sufficient to bring the pH to about 4 to 6.
Claim 10
Dependent Claim
14 words
A solution according to claim 7, wherein the pH is about 4.5 to 5.5.
Claim 11
Dependent Claim
26 words
A solution according to claim 7, wherein the metal is selected from the group consisting of gadolinium and manganese, and the des-ferrioxamine is a trihydroxamine acid.
Claim 12
Dependent Claim
34 words
A solution according to claim 9, wherein the des-ferrioxamine is of the formula ##STR3## in which R each independently is hydrogen, C 1-18 -alkyl, C 3-8 -cycloalkyl, C 1-18 -alkyl-CO- or C 3-8 -cycloalkyl-CO-.
Claim 13
Dependent Claim
21 words
A solution according to claim 10, wherein the metal is iron and R each independently is hydrogen or C 12-18 -alkyl-CO-.
Claim 14
Dependent Claim
86 words
A process for making a complex of a polyvalent metal and an N-substituted oxamine of the formula ##STR4## in which R each independently is C 1-18 -alkyl, C3-8-cycloalkyl, C 1-18 -alkyl-CO- or C 3-8 -cycloalkyl-CO-, and one R may be hydrogen which comprises reacting an oxamine of the formula ##STR5## with a salt of the polyvalent metal thereby to form a complex of the polyvalent metal and the oxamine acid, and thereafter reacting said complex with an acylating or alkylating agent to replace H by R.
Claim 15
Dependent Claim
86 words
A process for making a complex of a polyvalent metal and an N-substituted oxamine of the formula ##STR4## in which R each independently is C 1-18 -alkyl, C3-8-cycloalkyl, C 1-18 -alkyl-CO- or C 3-8 -cycloalkyl-CO-, and one R may be hydrogen which comprises reacting an oxamine of the formula ##STR5## with a salt of the polyvalent metal thereby to form a complex of the polyvalent metal and the oxamine acid, and thereafter reacting said complex with an acylating or alkylating agent to replace H by R.
Claim 16
Dependent Claim
32 words
A process according to claim 12, wherein the polyvalent metal is iron and the complex is reacted with an acid halide or anhydride of an acid of the formula C 1-18 -alkyl-COOH.
Claim 17
Dependent Claim
61 words
In the NMR imaging of a subject comprising administering to such subject a composition containing an image-modifying effective amount of an image enhancer, permitting the enhancer to move through the subject, and after a time interval taking an NMR image of the subject, the improvement which comprises employing as said enhancer a complex of an oxamine and a polyvalent paramagnetic metal.
Claim 18
Dependent Claim
61 words
In the NMR imaging of a subject comprising administering to such subject a composition containing an image-modifying effective amount of an image enhancer, permitting the enhancer to move through the subject, and after a time interval taking an NMR image of the subject, the improvement which comprises employing as said enhancer a complex of an oxamine and a polyvalent paramagnetic metal.
Claim 19
Dependent Claim
29 words
A process according to claim 14, wherein the metal is selected from the group consisting of gadolinium, manganese, copper, cobalt and iron, and the oxamine is a trihydroxamic acid.
Claim 20
Dependent Claim
34 words
A process according to claim 15, wherein the oxamine is of the formula ##STR6## in which R each independently is hydrogen, C 1-18 -alkyl, C 3-8 -cycloalkyl, C 1-18 -alkyl-CO- or C 3-8 -cycloalkyl-CO-.
Claim 21
Dependent Claim
21 words
A process according to claim 16, wherein the metal is iron and R each independently is hydrogen or C 12-18 -alkyl-CO-.
Claim 22
Dependent Claim
29 words
A process according to claim 17, wherein at least one R is C 12-18 -alkyl-CO- and the imaging is of an organ of the hepatobiliary system of the subject.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-07-19 | 1992-01-18 | 1992-07-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-07-19 | 1996-01-18 | 1996-07-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-07-19 | 2000-01-18 | 2000-07-19 | $7700.00 | Window Closed / Lapsed |