Synthesis and Structure of a New Macrocyclic Polyhydroxylated Gadolinium Chelate Used as a Contrast Agent for Magnetic Resonance Imaging

Autor:	D. Sülzle, P. Blaszkiewicz, G. Michl, Peter Luger, B. Radüchel, A. Müller-Fahrnow, J. Platzek, H. Gries
Rok vydání:	1997
Předmět:	Gadolinium-Chelate Chemistry Ligand Stereochemistry Crystal structure Gadobutrol Inorganic Chemistry Crystal chemistry.chemical_compound Crystallography medicine Molecule Hydroxymethyl Carboxylate Physical and Theoretical Chemistry medicine.drug
Zdroj:	Inorganic Chemistry. 36:6086-6093
ISSN:	1520-510X 0020-1669
Popis:	Three approaches to the synthesis of a new ligand 1,4,7-tris(carboxymethyl)-10-(1-(hydroxymethyl)-2,3-dihydroxypropyl)-1,4,7,10-tetraazacyclododecane (6) are described. This ligand forms the both thermodynamically and kinetically very stable gadolinium chelate Gadobutrol (1), which is a neutral and highly hydrophilic compound that is used for magnetic resonance imaging in the clinic. According to the crystal structure the Gd(III) ion in 1 is nine coordinated. The ligand provides eight coordination sites whereas the ninth coordination partner surprisingly is a carboxylate oxygen of a neighboring centrosymmetrically-related complex molecule. Ligand 6 was also utilized to prepare the calcium complex 12 which is used as an additive in the pharmaceutical formulation of 1. For the calcium complex 12, two complex molecules adopting almost identical conformations are present in the crystal.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::70449427126676617384351dacac1d18 https://doi.org/10.1021/ic970123t Zobrazit plný text záznamu