Patent ID: 6676928
Filing Date: 2004-01-13
Classification: A61K,C07D

Abstract:
Perfluoroalkyl-containing complexes with polar radicals of formula I in whichRf is a perfluorinated, straight-chain or branched carbon chain with the formula â€”CnF2nE, in which E is a terminal fluorine, chlorine, bromine, iodine or hydrogen atom, and n is a number from 4-30, K is a metal complex of formula II in whichR1 is a hydrogen atom or a metal ion equivalent of atomic numbers 21-29, 31-33, 37-39, 42-44, 49 or 57-83, provided that at least two are R1 are metal ion equivalents, R2 and R3, independently of one another, are hydrogen, C1-C7 alkyl, benzyl, phenyl, â€”CH2OH or â€”CH2OCH3, and U is â€”C6H4â€”Oâ€”CH2-&ohgr;-, â€”(CH2)1-5-&ohgr;, a phenylene group, â€”CH2â€”NHCOâ€”CHâ€”CH(CH2COOH)â€”C6H4-&ohgr;-, â€”C6H4â€”(OCH2COOH)â€”CH2-&ohgr; or a C1-C12 alkylene group or C7-C12â€”C6H4â€”O group that is optionally interrupted by one or more oxygen atoms, 1 to 3â€”NHCO groups or 1- to 3â€”CONH groups and/or is substituted with 1 to 3â€”(CH2)0.5 COOH groups, whereby &ohgr; stands for the binding site to â€”COâ€”, or of fomuila III in which R1 has the above-mentioned meaning, R4 is hydrogen or a metal ion equivalent that is mentioned under R1, and U1 represents â€”C6H4â€”Oâ€”CH2-&ohgr;-, whereby &ohgr; means the binding site to â€”COâ€”, or of formula IV in which R1 and R2 have the above-mentioned meaningor of formula V A of V B in which R1 has the above-mentioned meaning, or of formula VI in which R1 has the above-mentioned meaning, or of formula VII in which R1 has the above-mentioned meaning, andU1 is â€”C6H4â€”Oâ€”CH2-&ohgr;-, whereby &ohgr; means the binding site to â€”COâ€”, and in radical K, optionally present free acid groups optionally can be present as salts of organic and/or inorganic bases or amino acids or amino acid amides, G is a radical that is functionalized in at least three places and that is selected from radicals a) to i) below: whereby &agr; is the binding site of G to complex K, &bgr; is the binding site of G to radical R and &ggr; represents the binding site of G to radical Z,Z is &ggr;-C(O)CH2O(CH2)2-&xgr;, whereby &ggr; is the binding site of Z to radical G, and &xgr; is the binding site of Z to perfluorinated radical Rf, R is: a polar radical selected from complexes K of formula II as to VII, whereby R1 here is a hydrogen atom or a metal ion equivalent of atomic numbers 20-29, 31-33, 37-39, 42-44, 49 or 57-83, and radicals R2, R3, R4, U and U1 have the above-indicated meaning, with the proviso that, when G is the residue (c) or (d) and R is selected from formula II or V, R shall not be identical with K of formula I if Z stands for &ggr;-C(O)CH2O(CH2)-&egr;, or a folic acid radical, or a carbon chain with 2-30 C-atoms that is bonded via â€”COâ€”, â€”SO2â€” or a direct bond to radical G, in a straight line or branched, saturated or unsaturated, optionally interrupted by 1-10 oxygen atoms, 1-5â€”NHCO groups, 1-5 â€”CONH groups, 1-2 sulfur atoms, 1-5 â€”NH groups or 1-2 phenylene groups, which phenylene groups optionally can be substituted with 1-2 OH groups, 1-2 NH2 groups, 1-2 â€”COOH groups, or 1-2 â€”SO3H groups, the carbon chain also optionally substituted with 1-8 OH groups, 1-5 â€”COOH groups, 1-2 SO3H groups, 1-5 NH2 groups, 1-5 C1-C4 alkoxy groups, and l, m, and p, independently of one another, mean the whole numbers 1 or 2.