US4826673A
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Methods and compositions for enhancing magnetic resonance imaging
Assignee: Mallinckrodt Inc
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Filing: 1985-01-09
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Granted: 1989-05-02
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Expires: 2005-01-09
Abstract
Abstract The disclosure is directed to compounds of the formula: ##STR1## wherein n=0, 1, 2, 3 or 4, and R 1 and R 2 may be the sam e or different and are selected from the group consisting of hydrogen and lower alkyl and hydroxy lower alkyl groups containing between 1 and 6 carbon atoms. Complexes of iron(II), iron(III), manganese(II), manganese(III), gadolinium(III), chromium(III), cobalt(II), and nickel(II) and such compounds are useful for enhancing magnetic resonance images of body organs and tissues. Illustrative complexes include (N,N"-bis[N-(2,3-dihydroxypropyl) carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)-iron(III), (N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)manganese(II), (N,N"-bis[N-(2,3-dihydroxypropyl) )carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)gadolinium(III) and (N,N'-bis[N-(2,3-dihydroxypropyl)-carbamoylmethyl]ethylenediamine-N,N'-diaceto)manganese(II).
Inventors
- 👤 Richard T. Dean
- 👤 Youlin Lin
- 👤 Robert W. Weber
- 👤 David H. White
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 22:37
CPC Classifications
C; C07; C07C; C07C237/00; C07C237/02; C07C237/04; C07C237/08; A; A61; A61K; A61K49/00; A61K49/06; Y; Y10; Y10S; Y10S436/00; Y10S436/806; Y10T; Y10T436/00; Y10T436/24
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
42 words
A compound of the formula: ##STR8## wherein n=0,1, 2, 3, or 4, and R 1 is selected from the group consisting of hydrogen and lower alkyl and R 2 is a hydroxy lower alkyl group containing between 1 and 6 carbon atoms.
Claim 2
Dependent Claim
42 words
A compound of the formula: ##STR8## wherein n=0,1, 2, 3, or 4, and R 1 is selected from the group consisting of hydrogen and lower alkyl and R 2 is a hydroxy lower alkyl group containing between 1 and 6 carbon atoms.
Claim 3
Dependent Claim
19 words
A compound as set forth in claim 1 wherein n=1, R 1 is hydrogen and R 2 is 2,3-dihydroxypropyl.
Claim 4
Dependent Claim
19 words
A compound as set forth in claim 1 wherein n=0, R 1 is hydrogen and R 2 is 2,3-dihydroxypropyl.
Claim 5
Dependent Claim
12 words
A compound as set forth in claim 1 which is N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N'N"-triacetic acid.
Claim 6
Dependent Claim
12 words
A compound as set forth in claim 1 which is N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]ethylenediamine-N,N'-diacetic acid.
Claim 7
Dependent Claim
83 words
A complex for use in enhancing magnetic resonance images of the body organs and tissues, said complex comprising one or more central metal ions selected from the group consisting of iron(II), iron(III), manganese(II), manganese(III), gadolinium(III), chromium(III), cobalt(II) and nickel(II) and a compound of the formula: ##STR9## wherein n=0, 1, 2, 3, or 4, and R 1 is selected from the group consisting of hydrogen and lower alkyl and R 2 is a hydroxy lower alkyl group containing between 1 and 6 carbon atoms.
Claim 8
Dependent Claim
83 words
A complex for use in enhancing magnetic resonance images of the body organs and tissues, said complex comprising one or more central metal ions selected from the group consisting of iron(II), iron(III), manganese(II), manganese(III), gadolinium(III), chromium(III), cobalt(II) and nickel(II) and a compound of the formula: ##STR9## wherein n=0, 1, 2, 3, or 4, and R 1 is selected from the group consisting of hydrogen and lower alkyl and R 2 is a hydroxy lower alkyl group containing between 1 and 6 carbon atoms.
Claim 9
Dependent Claim
15 words
A complex as set forth in claim 6 wherein said central metal ion is iron(III).
Claim 10
Dependent Claim
15 words
A complex as set forth in claim 6 wherein said central metal ion is manganese(II).
Claim 11
Dependent Claim
15 words
A complex as set forth in claim 6 wherein said central metal ion is gadolinium(III).
Claim 12
Dependent Claim
11 words
A complex as set forth in claim 6 which is (N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)iron(III).
Claim 13
Dependent Claim
11 words
A complex as set forth in claim 6 which is (N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)manganese(II).
Claim 14
Dependent Claim
11 words
A complex as set forth in claim 6 which is (N,N'-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)gadolinium(III).
Claim 15
Dependent Claim
11 words
A complex as set forth in claim 6 which is (N,N'-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]ethyllenediamine-N,N'-diaceto)manganese(II).
Claim 16
Independent Claim
101 words
A method for enhancing magnetic resonance images of body organs and tissues which comprises administering to a mammal a complex of one or more central metal ions selected from the group consisting of iron(II), manganese(II), manganese(III), gadolinium(III), chromium(III), cobalt(II) and nickel(II) and a compound of the formula: ##STR10## wherein n=0, 1, 2, 3, or 4, and R 1 is from the group consisting of hydrogen and lower alkyl and R 2 is a hydroxy lower alkyl group containing between 1 and 6 carbon atoms, in a sufficient amount to provide enhancement of magnetic resonance images of said body organs and tissues.
Claim 17
Independent Claim
101 words
A method for enhancing magnetic resonance images of body organs and tissues which comprises administering to a mammal a complex of one or more central metal ions selected from the group consisting of iron(II), manganese(II), manganese(III), gadolinium(III), chromium(III), cobalt(II) and nickel(II) and a compound of the formula: ##STR10## wherein n=0, 1, 2, 3, or 4, and R 1 is from the group consisting of hydrogen and lower alkyl and R 2 is a hydroxy lower alkyl group containing between 1 and 6 carbon atoms, in a sufficient amount to provide enhancement of magnetic resonance images of said body organs and tissues.
Claim 18
Dependent Claim
15 words
A method as set forth in claim 14 wherein said central metal ion is iron(III).
Claim 19
Dependent Claim
15 words
A method as set forth in claim 14 wherein said central metal ion is manganese(II).
Claim 20
Dependent Claim
15 words
A method as set forth in claim 14 wherein said central metal ion is gadolinium(III).
Claim 21
Dependent Claim
13 words
A method as set forth in claim 14 wherein said complex is (N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)iron(III).
Claim 22
Dependent Claim
13 words
A method as set forth in claim 14 wherein said complex is (N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)manganese(II).
Claim 23
Dependent Claim
13 words
A method as set forth in claim 14 wherein said complex is (N,N"-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]diethylenetriamine-N,N',N"-triaceto)gadolinium(III).
Claim 24
Dependent Claim
13 words
A method as set forth in claim 14 wherein said complex is (N,N'-bis[N-(2,3-dihydroxypropyl)carbamoylmethyl]ethylenediamine-N,N'-diaceto)manganese(II).
Claim 25
Dependent Claim
18 words
A method as set forth in claim 14 wherein magnetic resonance images of the hepatobiliary system are enhanced.
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) | 1992-05-01 | 1992-10-31 | 1993-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-05-01 | 1996-10-31 | 1997-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-05-01 | 2000-10-31 | 2001-05-02 | $7700.00 | Window Closed / Lapsed |