US4880007A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Contrast agent for NMR scanning
Assignee: Guerbet SA
•
Filing: 1986-07-11
•
Granted: 1989-11-14
•
Expires: 2006-07-11
Abstract
Abstract Complexes formed between (a) an amino di- or poly-phosphonate in which phosphonate groups comprise separate carbon atoms and (b) a paramagnetic metal ion such as Gd 3+ , have calcified tissue seeking properties which make them useful as contrast agents for investigating bone metabolism by NMR scanning. Two preferred poly-phosphonates are ethylenediamine tetramethylphosphonate and meta-xylene-diamine tetramethylphosphonate.
Inventors
- 👤 Peter J. Sadler
- 👤 Charles T. Harding
- 👤 James D. Kelly
- 👤 Andrew B. McEwen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:42
CPC Classifications
C; C07; C07F; C07F13/00; C07F13/005; A; A61; A61K; A61K49/00; A61K49/06; C07F11/00; C07F11/005; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3808; C07F9/3817; Y; Y10; Y10T; Y10T436/00; Y10T436/24
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
46 words
A method of investigating calcified tissue, which method comprises administering to a human patient a complex formed between (a) an amino di- or poly-phosphonate in which phosphonate groups comprise different carbon atoms, and (b) a paramagnetic metal ion, and thereafter subjecting the patient to NMR scanning.
Claim 2
Independent Claim
46 words
A method of investigating calcified tissue, which method comprises administering to a human patient a complex formed between (a) an amino di- or poly-phosphonate in which phosphonate groups comprise different carbon atoms, and (b) a paramagnetic metal ion, and thereafter subjecting the patient to NMR scanning.
Claim 3
Dependent Claim
24 words
A method as claimed in claim 1, wherein the di- or poly-phosphonate contain the groups --N(CH 2 PO 3 H 2 ) 2 .
Claim 4
Dependent Claim
67 words
A method as claimed in claim 1, wherein the poly-phosphonate has the general formula NX 2 CH 2 PO 3 H 2 , where the two groups X are the same or different and each is --CH 2 PO 3 H 2 or --(CH 2 ) n N(CH 2 PO 3 H 2 ) 2 , and n is up to 10, or a non-toxic salt thereof.
Claim 5
Dependent Claim
13 words
A method as claimed in claim 3, wherein the poly-phosphonate is ethylenediamine tetramethylphosphonate.
Claim 6
Dependent Claim
13 words
A method as claimed in claim 1, wherein the poly-phosphonate is meta-xylene-diamine tetramethylphosphonate.
Claim 7
Dependent Claim
14 words
A method as claimed in claim 1, wherein the paramagnetic metal ion is Gd(III).
Claim 8
Dependent Claim
31 words
A method as claimed in claim 6, wherein the complex is formed from (a) ethylenediamine tetramethylphosphonate and (b) Gd(III) in a molar ratio of (a) to (b) of at least 1.5.
Claim 9
Dependent Claim
27 words
A method as claimed in claim 7, wherein the complex is present in solution at a concentration of from 1 to 20 mM with respect to Gd.
Claim 10
Dependent Claim
41 words
A method as claimed in claim 1, wherein there is injected into the patient from 1 to 100 ml of an aqueous solution of the complex that is from 0.1 mM to 250 mM with respect to the paramagnetic metal ion.
Claim 11
Dependent Claim
32 words
An adduct comprising hydroxy apatite and a complex formed between (a) an amino di- or poly-phosphonate in which phosphonate groups are comprised of different carbon atoms, and (b) a paramagnetic metal ion.
Claim 12
Dependent Claim
32 words
An adduct comprising hydroxy apatite and a complex formed between (a) an amino di- or poly-phosphonate in which phosphonate groups are comprised of different carbon atoms, and (b) a paramagnetic metal ion.
Claim 13
Dependent Claim
83 words
An adduct comprising hydroxy apatite and a complex formed between (a) a di- or poly-phosphonate having the formula YN(CH.sub.2 PO.sub.3 H.sub.2).sub.2 or Z[N(CH.sub.2 PO.sub.3 H.sub.2).sub.2 ].sub.2 where each of Y and Z is an aliphatic or aromatic group containing 1 to 12 carbon atoms including at least one continuous chain of 3 or more carbon atoms, which group may also contain one or more hydroxyl, ether, carboxylate, sulphonate, amine or aminomethylphosphonate groups, or a non-toxic salt thereof, and (b) a paramagnetic metal ion.
Claim 14
Dependent Claim
83 words
An adduct comprising hydroxy apatite and a complex formed between (a) a di- or poly-phosphonate having the formula YN(CH.sub.2 PO.sub.3 H.sub.2).sub.2 or Z[N(CH.sub.2 PO.sub.3 H.sub.2).sub.2 ].sub.2 where each of Y and Z is an aliphatic or aromatic group containing 1 to 12 carbon atoms including at least one continuous chain of 3 or more carbon atoms, which group may also contain one or more hydroxyl, ether, carboxylate, sulphonate, amine or aminomethylphosphonate groups, or a non-toxic salt thereof, and (b) a paramagnetic metal ion.
Claim 15
Dependent Claim
15 words
The adduct as claimed in claim 11, wherein the paramagnetic metal is GD 3+ .
Claim 16
Dependent Claim
16 words
A complex formed from meta-xylene-diamine tetramethylphosphonic acid or a non-toxic salt thereof, and Gd 3+ .
Claim 17
Dependent Claim
16 words
A complex formed from meta-xylene-diamine tetramethylphosphonic acid or a non-toxic salt thereof, and Gd 3+ .
Claim 18
Independent Claim
42 words
A method for investigating calcified tissue by NMR scanning, which comprises employing as a contrast agent, a complex formed between (a) an amino di- or poly-phosphonate in which phosphonate groups are comprised of different carbon atoms, and (b) a paramagnetic metal ion.
Claim 19
Independent Claim
42 words
A method for investigating calcified tissue by NMR scanning, which comprises employing as a contrast agent, a complex formed between (a) an amino di- or poly-phosphonate in which phosphonate groups are comprised of different carbon atoms, and (b) a paramagnetic metal ion.
Claim 20
Dependent Claim
24 words
The method as claimed in claim 14, wherein the di- or poly-phosphonate contains the group --N(CH 2 PO 3 H 2 ) 2 .
Claim 21
Dependent Claim
67 words
The method as claimed in claim 14, wherein the poly-phosphonate has the general formula NX 2 CH 2 PO 3 H 2 , where the two groups X are the same or different and each is --CH 2 PO 3 H 2 or --(CH 2 ) n N(CH 2 PO 3 H 2 ) 2 , and n is up to 10, or a non-toxic salt thereof.
Claim 22
Dependent Claim
13 words
The method as claimed in claim 16, wherein the poly-phosphonate is ethylenediamine tetramethylphosphonate.
Claim 23
Dependent Claim
13 words
The method as claimed in claim 14, wherein the poly-phosphonate is meta-xylene-diamine tetramethylphosphonate.
Claim 24
Dependent Claim
16 words
The method as claimed in claim 14, wherein the paramagnetic metal ion is Gd(III) or Fe(III).
Claim 25
Dependent Claim
31 words
The method as claimed in claim 19, wherein the complex is formed from (a) ethylenediamine tetramethylphosphonate and (b) Gd(III) in a molar ratio of (a) to (b) of at least 1.5.
Claim 26
Dependent Claim
27 words
The method as claimed in claim 20, wherein the complex is present in solution at a concentration of from 1 to 20 mM with respect to Gd.
References Cited (Backward Citations)
EP0071564A1
Cited
EP0169299A2
Cited
US4647447A
Cited
EP0133603A1
Cited
EP0173163A1
Cited
US4749560A
Cited
US4639364A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-11-13 | 1993-05-15 | 1993-11-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-11-13 | 1997-05-15 | 1997-11-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-11-13 | 2001-05-15 | 2001-11-14 | $7700.00 | Window Closed / Lapsed |