US 12,465,659 B2
Iron(III) complexes having new contrast agent properties, for magnetic resonance imaging
Eyk Schellenberger, Berlin (DE); Ralf Hauptmann, Berlin (DE); Akvile Häckel, Lutherstadt Wittenberg (DE); Jing Xie, Berlin (DE); Jörg Schnorr, Oranienburg (DE); and Bernd Hamm, Berlin (DE)
Assigned to CHARITÉ —UNIVERSITÄTSMEDIZIN BERLIN, Berlin (DE)
Appl. No. 17/642,668
Filed by CHARITÉ—UNIVERSITÄTSMEDIZIN BERLIN, Berlin (DE)
PCT Filed Oct. 16, 2020, PCT No. PCT/EP2020/079182
§ 371(c)(1), (2) Date Mar. 11, 2022,
PCT Pub. No. WO2021/074368, PCT Pub. Date Apr. 22, 2021.
Claims priority of application No. 19203859 (EP), filed on Oct. 18, 2019.
Prior Publication US 2022/0331454 A1, Oct. 20, 2022
Int. Cl. A61K 49/10 (2006.01); C07C 229/16 (2006.01)
CPC A61K 49/106 (2013.01) [C07C 229/16 (2013.01)] 15 Claims
 
1. An iron(III) complex with formula (1) or (2):

OG Complex Work Unit Chemistry
in which
m=1 to 5;
Y1 and Y2, independently of one another, are selected from the group comprising O, NH and NR, wherein R represents C1-C15 alkyl or C3-C10 cycloalkyl;
Y3 is selected from the group comprising O, NH and NR, wherein R represents C1-C15 alkyl or C3-C10 cycloalkyl;
Y4 is selected from the group comprising OH, OR, NH2, NHR and NR5R6·, wherein R, R5 and R6 represent C1-C15 alkyl or C3-C10 cycloalkyl and R5 and R6 are selected independently of each other;
Z represents a bridge in accordance with one of formulae (3) to (10):

OG Complex Work Unit Chemistry
in which
n=0 to 4;
o=0 to 4;
* and *′ represent binding sites for the bridge Z to Y1 and Y2 of formula (1) or Y3 and Y4 of formula (2); and
R1, R2, R3 and R4, independently of one another, are selected from the group comprising H, C1-C15 alkyl and C3-C10 cycloalkyl.