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US 2024/0182431 A1Published application
New contrast agent for use in magnetic resonance imaging
AssigneeBayer Aktiengesellschaft
InventorsThomas BRUMBY, Jessica LOHRKE, Simon Anthony HERBERT, Olaf PANKNIN, Thomas FRENZEL, Claudia GREEN, Gregor JOST, Hubertus PIETSCH, Markus BERGER, Sven WITTROCK
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Abstract
The present invention relates to a new class of compounds of general formula (I), the Gd3+ chelate complexes thereof, to methods of preparing said compounds, and to the use of said compounds as MRI contrast agents. Formula (I)
Claims15
A compound of general formula (I),
- in which
- Ar represents a group selected from
- wherein #indicates the point of attachment to X,
- X represents a group selected from
- CH2, (CH2)2, (CH2)3, (CH2)4 and *—(CH2)2—O—CH2—#,
- wherein * indicates the point of attachment to Ar and #indicates the point of attachment to the acetic acid moiety,
- R1, R2 and R3 represent, independently for each occurrence, a hydrogen atom or a group selected from C1-C3-alkyl, —CH2OH, —(CH2)2OH and —CH2OCH3,
- R4 represents a group selected from
- C2-C5-alkoxy, (C1-C3-alkoxy)-(CH2)2—O—, (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O— and
- (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O—(CH2)2—O—,
- wherein said C1-C3-alkoxy groups and C2-C5-alkoxy groups are optionally substituted, one, two, three or four times, with a fluorine atom,
- R5 represents a hydrogen atom or a group selected from
- C2-C5-alkoxy, (C1-C3-alkoxy)-(CH2)2—O—, (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O— and
- (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O—(CH2)2—O—,
- and
- R6 represents a hydrogen atom or a group selected from
- C2-C5-alkoxy, (C1-C3-alkoxy)-(CH2)2—O—, (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O— and
- (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O—(CH2)2—O—,
- or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same.
16 more elements
10-15. (canceled)
(canceled)
A method of preparing a contrast agent for magnetic resonance imaging, comprising mixing a compound of general formula (I),
- in which
- Ar represents a group selected from
- wherein #indicates the point of attachment to X,
- X represents a group selected from
- CH2, (CH2)2, (CH2)3, (CH2)4 and *—(CH2)2—O—CH2—#,
- wherein * indicates the point of attachment to Ar and #indicates the point of attachment to the acetic acid moiety,
- R1, R2 and R3 represent, independently for each occurrence, a hydrogen atom or a group selected from C1-C3-alkyl, —CH2OH, —(CH2)2OH and —CH2OCH3,
- R4 represents a group selected from
- C2-C5-alkoxy, (C1-C3-alkoxy)-(CH2)2—O—, (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O— and
- (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O—(CH2)2—O—,
- wherein said C1-C3-alkoxy groups and C2-C5-alkoxy groups are optionally substituted,
- one, two, three or four times, with a fluorine atom,
- R5 represents a hydrogen atom or a group selected from
- C2-C5-alkoxy, (C1-C3-alkoxy)-(CH2)2—O—, (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O— and
- (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O—(CH2)2—O—,
- and
- R6 represents a hydrogen atom or a group selected from C2-C5-alkoxy, (C1-C3-alkoxy)-(CH2)2—O—, (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O— and (C1-C3-alkoxy)-(CH2)2—O—(CH2)2—O—(CH2)2—O—,
- or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same,
- and
- a compound of general formula (I) in the form of a complex with Gd3+, or a stereoisomer, a tautomer, an N-oxide, a hydrate, a solvate, or a salt thereof, or a mixture of same.
17 more elements
Dependencies are inferred from the claim text.