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Paramagnetic metal-diethylenetriamine-pentaacetic acid partial amide complexes for magnetic resonance imaging

Assignee: AMERICAN HEALTH SALUTAR Inc
•
Filing: 1989-07-31
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Granted: 1992-02-11
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Expires: 2009-07-31
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Abstract

Abstract Complexes of a highly paramagnetic polyvalent metal, e.g., a lanthanide such as gadolinium, or of a less paramagnetic metal, e.g., iron, manganese, copper, cobalt, chromium or nickel, with a bisalkylamide of diethylenetriaminepentaacetic acid of the formula: <IMAGE> wherein three groups M are hydroxyl groups and the remaining two groups M are NHR groups in which each group R is an alkyl group of the formula -(CH2)nCH3 where n is zero or an integer of from 1 to 17, are disclosed. These complexes are useful as magnetic resonance imaging contrast enhancers.

Inventors

  • 👤 Steven C. Quay

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 18:56
CPC Classifications
G; G01; G01R; G01R33/00; G01R33/20; G01R33/44; G01R33/48; G01R33/54; G01R33/56; G01R33/5601; A; A61; A61K; A61K49/00; A61K49/06; Y; Y10; Y10S; Y10S436/00; Y10S436/806; Y10T; Y10T436/00; Y10T436/24

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 116 words
In a process of NMR imaging of a subject comprising administering to said 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 administering as said enhancer a complex of a paramagnetic polyvalent metal and a partial amide of diethylenetriaminepentaacetic acid of formula I ##STR4## in which three groups M are hydroxyl groups and the remaining two groups M are NHR groups, where each group R is an alkyl group of formula --(CH 2 ) n CH 3 where n is zero or an integer of from 1 to 17.
Claim 2
Dependent Claim 116 words
In a process of NMR imaging of a subject comprising administering to said 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 administering as said enhancer a complex of a paramagnetic polyvalent metal and a partial amide of diethylenetriaminepentaacetic acid of formula I ##STR4## in which three groups M are hydroxyl groups and the remaining two groups M are NHR groups, where each group R is an alkyl group of formula --(CH 2 ) n CH 3 where n is zero or an integer of from 1 to 17.
Claim 3
Dependent Claim 31 words
A process according to claim 1, wherein there is administered a said complex wherein the paramagnetic metal is selected from the group consisting of iron, manganese, copper, cobalt, chromium and nickel.
Claim 4
Dependent Claim 19 words
A process according to claim 1, wherein there is administered a said complex wherein the paramagnetic metal is iron.
Claim 5
Dependent Claim 40 words
A process according to claim 1, wherein there is administered a said complex wherein the paramagnetic metal is selected from the group consisting of gadolinium, lanthanum, cerium, praseodymium, neodymium, promethium, samarium, europium, terbium, dysprosium, holmium, erbium, thulium, ytterbium and lutetium.
Claim 6
Dependent Claim 19 words
A process according to claim 1, wherein there is administered a said complex wherein the paramagnetic metal is gadolinium.
Claim 7
Dependent Claim 24 words
A process according to claim 1, wherein said complex is administered orally or parenterally at a dosage of 1 to 100 μmol complex/kg bodyweight.
Claim 8
Dependent Claim 24 words
A process according to claim 2 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 μmol complex/kg bodyweight.
Claim 9
Dependent Claim 24 words
A process according to claim 3 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 μmol complex/kg bodyweight.
Claim 10
Dependent Claim 24 words
A process according to claim 4 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 μmol complex/kg bodyweight.
Claim 11
Dependent Claim 24 words
A process according to claim 5 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 μmol complex/kg bodyweight.
Claim 12
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(methylcarbamoylmethyl)-3,6,9-triazundecanedioic acid.
Claim 13
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(ethylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 14
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(propylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 15
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(butylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 16
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(pentylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 17
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(hexylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 18
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-j,9-bis(heptylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 19
Dependent Claim 20 words
A process according to claim 11 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(octylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 20
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(nonylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 21
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(decylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.
Claim 22
Dependent Claim 20 words
A process according to claim 1 comprising administering as said complex a complex of a paramagnetic metal and 6-carboxymethyl-3,9-bis(hexadecylcarbamoylmethyl)-3,6,9-triazaundecanedioic acid.

References Cited (Backward Citations)

JPS4922422A Cited
US4352751A Cited
US4647447A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-02-10 1995-08-12 1996-02-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-02-10 1999-08-12 2000-02-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-02-10 2003-08-12 2004-02-11 $7700.00 Window Closed / Lapsed

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