Back to results
US 5,130,119 AGranted
Method of using fluorosubstituted benzene derivatives in F-NMR imaging
AssigneeSchering Corporation
InventorsPeter Blaszkiewicz, Ulrich Niedballa, Heinz Gries, Hans Bauer, Hanns-Joachim Weinmann
Life of this patent
Estimating the term…
Abstract
Fluorosubstituted benzene derivatives of Formula I ##STR1## wherein Y, R.sup.2, R.sup.3 and R.sup.4 are defined herein, are NMR diagnostic agents.
Claims26
In a method of F-NMR imaging comprising administering an effective amount of an imaging agent to a subject, the improvement wherein said imaging agent is a fluorosubstituted benzene derivative of Formula I ##STR14## wherein Y is OH or --NHSO.sub.2 R.sup.1
- wherein
- R.sup.1 is ##STR15## or a straight-chain or branched-chain C.sub.1-10 -alkylene, optionally substituted by 1 to 6 fluorine atoms, each terminating in a fluorine atom or a radical --V,
- V independently stands for H, --U--OR.sup.5 or ##STR16## wherein U is CO or SO.sub.2,
- R.sup.5 is H, a saturated, unsaturated, straight-chain or branched-chain or cyclic C.sub.1-16 hydrocarbon radical, optionally substituted by 1 to 6 hydroxy groups,
- R.sup.6 and R.sup.7, each independently are H, a straight-chain or branched-chain C.sub.1-16 -hydrocarbon, optionally substituted by 1 to 6 hydroxy groups or 1 to 12 fluorine atoms, or
- R.sup.6 and R.sup.7 together with the nitrogen atom are a saturated five- or six-membered heterocyclic ring, optionally containing another heteroatom,
- X.sup.1 and X.sup.2 each independently stand for fluorine, --V, a straight-chain or branched-chain C.sub.1-10 -alkylene, optionally substituted by 1 to 6 fluorine atoms, and terminating in a fluorine atom or --V, or --N(R.sup.6)--CO--R.sup.8,
- wherein R.sup.8 is a straight-chain or branched-chain C.sub.1-16 -hydrocarbon optionally substituted by 1 to 6 hydroxy groups and optionally substituted by 1 to 12 fluorine atoms and optionally interrupted by 1 to 3 oxygen atoms;
- m is 0, 1, 2, 3 or 4,
- n is 0 or 1, and
- n and m do not simultaneously mean 0;
- R.sup.2 is hydrogen, fluorine, --N(R.sup.6)--CO--R.sup.8, a straight-chain or branched-chain ##STR17## optionally substituted with 1 to 6 fluorine atoms, and l stands for the numbers 0 or 1, or ##STR18## wherein Q is --(CF.sub.2).sub.k -- or --(C.sub.6 F.sub.4)-- wherein k is 1, 2, 3, 4, 5, or 6;
- R.sup.3 and R.sup.4 each independently are H, fluorine, a straight-chain or branched-chain C.sub.1-10 -alkyl optionally substituted by 1 to 6 fluorine atoms, --V or --N(R.sup.6)--CO--R.sup.8 ;
- provided that at least two fluorine atoms are present in the molecule, or
- a physiologically acceptable salt thereof with an organic or inorganic base.
12 more elements
In a method of non-invasively measuring pH in living tissue in a subject, the improvement comprising administering to said subject an effective amount of a fluorosubstituted benzene derivative of Formula I ##STR24## wherein Y is OH or --NHSO.sub.2 R.sup.1
- wherein
- R.sup.1 is ##STR25## or a straight-chain or branched -chain C.sub.1-10 -alkylene, optionally substituted by 1 to 6 fluorine atoms, each terminating in a fluorine atom or a radical --V,
- V independently stands for H, --U--OR.sup.5 or ##STR26## wherein U is CO or SO.sub.2,
- R.sup.5 is H, a saturated, unsaturated, straight-chain or branched-chain or cyclic C.sub.1-16 hydrocarbon radical, optionally substituted by 1 to 6 hydroxy groups,
- R.sup.6 and R.sup.7, each independently are H, a straight-chain or branched-chain C.sub.1-16 -hydrocarbon, optionally substituted by 1 to 6 hydroxy groups or 1 to 12 fluorine atoms, or
- R.sup.6 and R.sup.7 together with the nitrogen atom are a saturated five- or six-membered heterocyclic ring, optionally containing another heteroatom,
- X.sup.1 and X.sup.2 each independently stand for fluorine, --V, a straight-chain or branched-chain C.sub.1-10 -alkylene, optionally substituted by 1 to 6 fluorine atoms, and terminating in a fluorine atom or --V, or --N(R.sup.6)--CO--R.sup.8,
- wherein R.sup.8 is a straight-chain or branched-chain C.sub.1-16 -hydrocarbon optionally substituted by 1 to 6 hydroxy groups and optionally substituted by 1 to 12 fluorine atoms and optionally interrupted by 1 to 3 oxygen atoms;
- m is 0, 1, 2, 3 or 4,
- n is 0 or 1, and
- n and m do not simultaneously mean 0;
- R.sup.2 is hydrogen, fluorine, --N(R.sup.6)--CO--R.sup.8, a straight-chain or branched-chain ##STR27## optionally substituted with 1 to 6 fluorine atoms, and 1 stands for the numbers 0 or 1, or ##STR28## wherein Q is --(CF.sub.2).sub.k -- or --(C.sub.6 F.sub.4)-- wherein k is 1, 2, 3, 4, 5, or 6;
- R.sup.3 and R.sup.4 each independently are H, fluorine, a straight-chain or branched-chain C.sub.1-10 -alkyl optionally substituted by 1 to 6 fluorine atoms, --V or --N(R.sup.6)--CO--R.sup.8 ;
- provided that at least two fluorine atoms are present in the molecule, or
- a physiologically acceptable salt thereof with an organic or inorganic base.
12 more elements
Dependencies are inferred from the claim text.