- Patent Title: 2,11-diaza-[3.3](2,6)pyridinophane compounds and their application as ligands of essential metal ion based MRI contrast agents and 52MN based PET contrast agents
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Application No.: US15778489Application Date: 2016-11-25
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Publication No.: US10968224B2Publication Date: 2021-04-06
- Inventor: Richárd Botár , Zoltán Garda , Tamás Fodor , Ferenc Krisztián Kálmán , Viktória Nagy , Gyula Tircsó , Imre Tóth
- Applicant: DEBRECENI EGYETEM
- Applicant Address: HU Debrecen
- Assignee: DEBRECENI EGYETEM
- Current Assignee: DEBRECENI EGYETEM
- Current Assignee Address: HU Debrecen
- Agency: Smith, Gambrell & Russell, LLP
- Priority: HUP1500565 20151126,HUP1600582 20161018
- International Application: PCT/HU2016/000074 WO 20161125
- International Announcement: WO2017/089848 WO 20170601
- Main IPC: A61K51/00
- IPC: A61K51/00 ; A61M36/14 ; C07D471/18 ; A61K51/04
pyridinophane compounds and their application as ligands of essential metal ion based MRI contrast agents and 52MN based PET contrast agents](/abs-image/US/2021/04/06/US10968224B2/abs.jpg.150x150.jpg)
Abstract:
The one subject of the invention is the compounds of general formula (I), their isomers, their physiologically acceptable salts and/or Mn(II), Fe(II), Fe(III), Co(II) and Ni(II) complexes. The other subject of the invention is the application of the above compounds. The compounds of general formula (I): wherein —NRR1 group may refer to: a) —NRR1 with N atom in the ring means a ring of 4 to 7, that in certain cases may contain another heteroatom, and in specific cases the ring may be replaced with an aryl group (of 5 to 7 carbon atoms) substituted with —COOH, —OH, —OCH3, —NO2, —NH2, —NCS, —NHS-activated ester, aryl (of 5 to 7 carbon atoms), or nitro-, amino- or isothiocyanate group, or b) in the —NRR1 group R means a H atom, alkyl, aryl, nitroaryl, aminoaryl or isothiocyanate-aryl group (of 1 to 6 carbon atoms) and R4 is a H atom, alkyl (of 1 to 6 carbon atoms) or —(CH2)n—COOH group, whereas n=1 to 10 integer, or c) —NRR1 group is one of the following groups: (formula II) whereas R2 is a H atom, carboxyl- or alkyl-carbonyl group (of 1 to 4 carbon atoms); (formula III) and R2 is a H atom or alkyl or aryl group (of 1 to 6 carbon atoms), and X means independently from one another H atom, —CH3, —COOH, —OH, —OCH3, alkoxy- (of 2 to 6 carbon atoms), —NO2, —NH2, —NCS, —NHS-activated ester, alkyl (of 2 to 12 carbon atoms) or aryl (of 5 to 7 carbon atoms) group, in certain cases the latter may be substituted with hydroxyl, hydroxyalkyl (of 1 to 6 carbon atoms), nitro, amino or isothiocyanate group.
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