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US4935518A Expired / Lapsed US ⏱️ 0.0 years remaining

Manganese(II), chelate contrast agents derived from N,N'-bis-(pyridoxal ethylene diamine-N,N')-diacetic acid and derivatives thereof

Assignee: Amersham Health Salutar Inc
•
Filing: 1987-05-08
•
Granted: 1990-06-19
•
Expires: 2007-05-08
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Abstract

Abstract Managanese(II) chelates of N,N'-bis-(pyridoxal)-alkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)-1,2-cycloalkylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)-1,2-arylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)-alkylenediamine-N-acetic acids, N,N'-bis-(pyridoxal)-1,2-cycloalkylenediamine-N-acetic acids, N,N'-bis-(pyridoxal)-1,2-arylenediamine-N-acetic acids, and their salts are highly stable, superior NMRI contrast agents. They maintain the manganese(II) ion in the +2 valence state. Preferred contrast agents are manganese(II) ion chelates of N,N'-bis-(pyridoxal)ethylenediamine- N,N'-diacetic acid, N,N'-bis-(pyridoxal)trans-1,2-cyclohexylenediamine-N,N'-diacetic acid, and the salts and esters thereof. Novel chelate forming compounds are the N,N'-bis-(pyridoxal)-1,2-cycloalkylenediamine-N,N'-diacetic acids and N,N'-bis-(pyridoxal)-1,2,-arylenediamine-N,N'-diacetic acids, N,N'-bis-(pyridoxal)-alkylenediamine-N-acetic acids, N,N'-bis(pyridoxal)-1,2-cycloalkylenediamine-N-acetic acids, N,N'-bis-(pyridoxal)-1,2-arylenediamine-N-acetic acids, and their salts and esters.

Inventors

  • 👤 Scott M. Rocklage
  • 👤 Steven C. Quay

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 10:28
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/62; C07D213/63; C07D213/65; C07D213/66; A; A61; A61K; A61K49/00; A61K49/06; C07F; C07F13/00; C07F13/005; Y; Y10; Y10T; Y10T436/00; Y10T436/24

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 105 words
A manganese (II) chelate NMRI contrast agent of the compound of the formula ##STR9## wherein the compound of the formula is chelated with the manganese (II) ion; R is hydroxy, alkoxy having from 1 to 18 carbons, amino or alkylamido having from 1 to 18 carbons; R 1 is hydrogen or ##STR10## R 2 is hydroxy, alkoxy having from 1 to 18 carbons, amino or alkylamido having from 1 to 8 carbons; and R 3 is alkylene having from 1 to 8 carbons, 1,2-cycloalkylene having from 5 to 8 carbons, or 1,2-arylene having from 6 to 10 carbons, or the pharmaceutically acceptable water-soluble salts thereof.
Claim 2
Dependent Claim 105 words
A manganese (II) chelate NMRI contrast agent of the compound of the formula ##STR9## wherein the compound of the formula is chelated with the manganese (II) ion; R is hydroxy, alkoxy having from 1 to 18 carbons, amino or alkylamido having from 1 to 18 carbons; R 1 is hydrogen or ##STR10## R 2 is hydroxy, alkoxy having from 1 to 18 carbons, amino or alkylamido having from 1 to 8 carbons; and R 3 is alkylene having from 1 to 8 carbons, 1,2-cycloalkylene having from 5 to 8 carbons, or 1,2-arylene having from 6 to 10 carbons, or the pharmaceutically acceptable water-soluble salts thereof.
Claim 3
Dependent Claim 32 words
A manganese (II) chelate of claim 1 wherein R 1 and R 2 are individually hydroxy, alkoxy having from 1 to 8 carbons, amino or alkylamido having from 1 to 8 carbons.
Claim 4
Dependent Claim 20 words
As a manganese (II) chelate of claim 1, a manganese (II) chelate of a N,N'-bis-(pyridoxal)alkylenediamine-N-N'-diacetic acid or a salt thereof.
Claim 5
Dependent Claim 20 words
As a manganese (II) chelate of claim 3, a manganese (II) chelate of a N,N'-bis-(pyridoxal)ethylenediamine-N,N'-diacetic acid or a salt thereof.
Claim 6
Dependent Claim 17 words
As a manganese(II) chelate of claim 1, a manganese(II) chelate of N,N'-bis-(pyridoxal)-1,2-cycloalkylenediamine-N,N'-diacetic acid or a salt thereof.
Claim 7
Dependent Claim 18 words
As a manganese(II) chelate of claim 5, a manganese(II) chelate of a N,N'-bis-(pyrodoxal)-1,2-cyclohexylenediamine-N,N'-diacetic acid or a salt thereof.
Claim 8
Dependent Claim 17 words
As a manganese(II) chelate of claim 1, a manganese(II) chelate of N,N'-bis-(byridoxal)-1,2-arylenediamine-N,N'-diacetic acid or a salt thereof.
Claim 9
Dependent Claim 17 words
As a manganese(II) chelate of claim 7, a manganese(II) chelate of N,N'-bis-(pyridoxal)-1,2-phenylenediamine-N,N'-diacetic acid or a salt thereof.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-06-18 1993-12-18 1994-06-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-06-18 1997-12-18 1998-06-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-06-18 2001-12-18 2002-06-19 $7700.00 Window Closed / Lapsed

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