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- W2054290475 abstract "The high-affinity muscarinic receptor antagonist (R,R) I-QNB(1) [(R)-(-)-1-Azabicyclo [2.2.2]oct-3-yl- (R) - (+) - α-hydroxy-α-(4-[127I]iodophenyl)-α-phenyl Acetate (6a)] has been labeled with iodine-123 to give a suitable ligand for SPECT (Single photon emission computed tomography) imaging of the human brain. The radiolabeling is achieved using a copper(I) assisted nucleophilic exchange mechanism(2) to give high specific activity (R,R)123I-QNB in reasonable overall yield (36%). The radiolabeling reaction is carried out in the presence of excess reducing agent and the product (R,R)123I-QNB purified on a Sep-Pak cartridge eliminating the need for h.p.l.c. purification the synthesis of the precursor (127I-QNB) for the radiolabeling step is a modification of the procedure reported by Rzeszotarski et. al(3) (R)-α-Hydroxy-α-(4-nitrophenyl)-α-phenylacetic acid was produced from 4-nitrobenzophenone and resolved as reported. The methyl ester of the acid was synthesised then the nitro group converted to an amino group to give Methyl, (R) -α-hydroxy-α- (4-aminophenyl) -a- phenyl acetate. The iodo compound Methyl, (R) -α-hydroxy-α- (4-iodophenyl)-α-phenyl acetate was produced from the amino compound via the diazonium salt. Transesterification of the iodo compound with (R) -3-quinuclidinof gave (R, R) -f271-QNB. The (R,R) 123I-QNB produced has been successfully used to image muscarinic receptors in patients suffering from Alzheimers disease." @default.
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- W2054290475 date "1992-01-01" @default.
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- W2054290475 title "Synthesis of (R, R)123I-QNB, A spect imaging agent for cerebral muscarinic acetylcholine receptors in vivo" @default.
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- W2054290475 doi "https://doi.org/10.1002/jlcr.2580310107" @default.
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