Patent FR-2921661-A1 (FR)
Title: New solid crystalline porous metal organic framework with modified surface, useful as medical imaging marker, a medicament and as a contrast agent, comprises three-dimensional units
Inventor: HORCAJADA CORTES PATRICIA
IPC: A61K9/14
Filed: 2007-10-01
Abstract: Solid crystalline porous metal organic framework with modified surface comprising three-dimensional units (I), is new, where the modified surface comprises at least an organic surface agent. Solid crystalline porous metal organic framework with modified surface comprising three-dimensional units of formula (M mO kX lL p) (I), is new, where the modified surface comprises at least an organic surface agent. M : metallic ion comprising Fe 2+>, Fe 3+>, Zn 2+>, Ti 3+>, Ti 4+>, Zr 2+>, Zr 4+>, Ca 2+>, Cu 2+>, Gd 3+>, Mg 2+>, Mn 2+>, Mn 3+>, Mn 4+>or Si 4+>; m, k, l, p : >= 0; X : ligand comprising OH ->, Cl ->, F ->, I ->, Br ->, SO 4 2->, NO 3 ->, ClO 4 ->, PF 6 ->, R 1>-(COO) n ->, R 1>-(SO 3) n ->or R 1>-(PO 3) n ->; R 1> : H or 1-8C alkyl; n : 1-6; L : spacer ligand comprising radical R comprising q groups A; q : 1-6; A : carboxylate (asterisk-C(=O(a1)-O(a1))), phosphate (asterisk-P(=O(a1)(ORA1)-O(a1))), sulfonate (asterisk-S(=O(a1)(=O)-O(a1))), amine (asterisk-N(a1)(RA1)-(RA2)), imine (asterisk-C(RA1)=N(a1)-(RA2)), amide (asterisk-C=O(a1)-N(a1)(RA1)-(RA2)), carboxyamide (asterisk-C=O(a1)-NH 2(a1)), pyridine of formula (i), pyridine oxide of formula (ii) or imidazole of formula (iii); asterisk : attachment point of group A with the radical R; a1 : attachment point of group A with the metallic ion; RA1, RA2 : H, 1-12C alkyl, 2-12C alkene, 2-12C alkyne (optionally substituted), mono- or poly-cyclic aryl comprising 6-50C (optionally branched and/or branched); R : 1-12C alkyl, 2-12C alkene, 2-12C alkyne, mono- or poly-cyclic aryl (optionally fused) comprising 6-50C, mono- or poly-cyclic heteroaryl (optionally fused) comprising 1-50C, organic radical comprising a metallic element comprising ferrocene, porphyrin, phthalocyanine or schiff base (RX1RX2-C=N-RX3) (all optionally substituted by one or more R 2>groups comprising 1-10C alkyl, 2-10C alkene, 2-10C alkyne, 3-10C cycloalkyl, 1-10C heteroalkyl, 1-10C haloalkyl, 6-10C aryl, 3-10C heteroaryl, 5-20C heterocyclic, 1-10C alkyl-6-10C aryl, 1-10C alkyl-3-10C heteroaryl, 1-10C alkoxy, 6-10C aryloxy, 3-10C heteroalkoxy, 3-10C heteroaryloxy, 1-10C alkylthio, 6-10C arylthio, 1-10C heteroalkylthio, 3-10C heteroarylthio, F, Cl, Br, I, -NO 2, -CN, -CF 3, -CH 2CF 3, -CHCl 2, -OH, -CH 2OH, -CH 2CH 2OH, -NH 2, -CH 2NH 2, -NHCOH, -COOH, -CONH 2, SO 3H, -CH 2SO 2CH 3, -PO 3H 2, -B 1>(ORG1) 2or GR(G1) function); G : -O-, -S-, -NR(G2)-, -OC(=O)-, -S(=O)-, -SO 2-, -C(=O)O-, -C(=O)NR(G2)-, -OC(=O)-, NR(G2)C(=O)-, -OC(=O)O-, -OC (=O)NR(G2)-, -NR(G2)C(=O)O-, -NR(G2)C(=O)NR(G2)-, -C(=S)-, -C(=S)S-, -SC(=S)-, -SC(=S)S-, -C(=NR(G2))-, -C(=NR(G2))O-, -C(=NR(G2))NR(G3)-, -OC(=NR(G2))-, NR(G2)C(=NR(G3))-, -NR(G2)SO 2-, -NR(G2)SO 2NR(G3)-, -NR(G2)C(=S)-, SC(=S)NR(G2)-, -NR(G2)C(=S)S-, -NR(G2)C(=S)NR(G2)-, -SC(=NR(G2))-, -C(=S)NR(G2)-, -OC(=S)NR(G2)-, -NR(G2)C(=S)O-, -SC(=O)NR(G2)-, -NR(G2)C(=O)S-, -C(=O)S-, -SC(=O)-, -SC(=O)S-, -C(=S)O-, -OC(=S)-, -OC(=S)O- or -SO 2NR(G2)-; RX1, RX2 : H, 1-12C alkyl, 2-12C alkene, 2-12C alkyne (all optionally substituted) or mono- or poly-cyclic aryl comprising 6-50C (optionally branched and substituted); RX3 : 1-12C alkyl, 2-12C alkene, 2-12C alkyne (all optionally substituted) or mono- or poly-cyclic aryl comprising 6-50C (optionally branched and substituted); either R(G1), R(G2), R(G3) : H, halo, 1-12C alkyl, 1-12C heteroalkyl, 2-10C alkene, 2-10C alkyne (all optionally substituted), 6-10C aryl, 3-10C heteroaryl, 5-10C heterocycle, 1-10C alkyl-6-10C aryl or 1-10C alkyl-3-10C heteroaryl (all optionally substituted); or NR(G1)R(G2) : heterocycle or heteroaryl (both optionally substituted). An independent claim is included for the preparation of the solid. [Image].