Synthesis of polyazamacrocycles with more than one type of...

C - Chemistry – Metallurgy – 07 – D

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C07D 257/02 (2006.01) A61K 49/00 (2006.01) A61K 49/06 (2006.01) C07D 259/00 (2006.01) C07F 5/00 (2006.01) C07F 9/547 (2006.01) C07F 9/6515 (2006.01) C07F 9/6524 (2006.01)

Patent

CA 2125773

2125773 9312097 PCTABS00022 The pH controlled selectivity of the sulfomethylation reaction is used to prepare a series of di-, tri-, tetra- and hexaazacyclomacrocycles with specified patterns of pendent side-chain chelating groups. The prepared mono and diacetic acid derivatives, together with monomethylenephosphonate and monomethylenephosphinate derivatives of [12]aneN4, [12]aneN3 and [9]aneN3, make these types of ligands easily available by a synthetic pathway that avoids the use of protective groups. The invention thus comprises a variety of compounds, methods and uses characterized by relatively high synthetic yields of polyazamacrocyclic ligands exhibiting a wide and predictable choice of metal ion binding constants and water and lipid solubilities by reason of their substituent pendent groups.

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