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Details for Patent: 5,087,439

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Details for Patent: 5,087,439

Title: Paramagnetic metal-diethylenetriamine-pentaacetic acid partial amide complexes for magnetic resonance imaging
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: ##STR1## 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 --(CH.sub.2).sub.n CH.sub.3 where n is zero or an integer of from 1 to 17, are disclosed. These complexes are useful as magnetic resonance imaging contrast enhancers.
Inventor(s): Quay; Steven C. (Palo Alto, CA)
Assignee: Salutar, Inc. (Sunnyvale, CA)
Filing Date:Jul 31, 1989
Application Number:07/386,806
Claims:1. 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.sub.2).sub.n CH.sub.3 where n is zero or an integer of from 1 to 17.

2. 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.

3. A process according to claim 1, wherein there is administered a said complex wherein the paramagnetic metal is iron.

4. 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.

5. A process according to claim 1, wherein there is administered a said complex wherein the paramagnetic metal is gadolinium.

6. A process according to claim 1, wherein said complex is administered orally or parenterally at a dosage of 1 to 100 .mu.mol complex/kg bodyweight.

7. A process according to claim 2 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 .mu.mol complex/kg bodyweight.

8. A process according to claim 3 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 .mu.mol complex/kg bodyweight.

9. A process according to claim 4 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 .mu.mol complex/kg bodyweight.

10. A process according to claim 5 wherein said complex is administered orally or parenterally at a dosage of 1 to 100 .mu.mol complex/kg bodyweight.

11. 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.

12. 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.

13. 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.

14. 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.

15. 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.

16. 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.

17. 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.

18. 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.

19. 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.

20. 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.

21. 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-triazaundecanedioi c acid.
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