Lithiation of functionalized fluoroquinolines: synthesis of dihalo-2-phenylquinoline-4-carboxamides and in vitro evaluation as NK-3 receptor ligands for medical imaging studies.
Fluoroiodo-2-phenylquinoline-4-carboxamides, analogues of NK-3 antagonist SB 223412, were synthesized and evaluated as NK-3 ligands with the aim of developing radioligands suitable for both Positron Emission Tomography (PET) and Single Photon Emission Computed Tomography (SPECT) studies. The key step utilizes metalation directed by the fluorine atom for iodination of the quinoline ring.
Bennacef
Idriss
I
Laboratoire de Chimie Moléculaire et Thioorganique, CNRS UMR 6507, ENSICAEN, Université de Caen-Basse Normandie, 6 Boulevard Maréchal Juin, 14050 Caen Cedex, France.
Tymciu
Sylvie
S
Dhilly
Martine
M
Mongin
Florence
F
Quéguiner
Guy
G
Lasne
Marie-Claire
MC
Barré
Louisa
L
Perrio
Cécile
C
D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000494:pharmacology; D007202:Indicators and Reagents; D008024:Ligands; D008094:Lithium / Q000737:chemistry; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology; D011869:Radioligand Assay / Q000379:methods; D018042:Receptors, Neurokinin-3 / Q000037:antagonists & inhibitors*; D014055:Tomography, Emission-Computed / Q000379:methods*; D015899:Tomography, Emission-Computed, Single-Photon / Q000379:methods*
D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; D008024:Ligands; D011804:Quinolines; D018042:Receptors, Neurokinin-3; C106716:SB 223412; D008094:Lithium