CORRECTION OF THE STEREOCHEMICAL ASSIGNMENT OF THE BENZILIC ACID CENTER IN (R)-(-)-3-QUINUCLIDINYL (S)-(-4-IODOBENZILATE [(R,S)-4-IQNB]())

Citation
Br. Zeeberg et al., CORRECTION OF THE STEREOCHEMICAL ASSIGNMENT OF THE BENZILIC ACID CENTER IN (R)-(-)-3-QUINUCLIDINYL (S)-(-4-IODOBENZILATE [(R,S)-4-IQNB]()), Applied radiation and isotopes, 48(4), 1997, pp. 463-467
Citations number
19
Categorie Soggetti
Nuclear Sciences & Tecnology","Radiology,Nuclear Medicine & Medical Imaging","Chemistry Inorganic & Nuclear
Journal title
Applied radiation and isotopes
ISSN journal
09698043 → ACNP
Volume
48
Issue
4
Year of publication
1997
Pages
463 - 467
Database
ISI
SICI code
0969-8043(1997)48:4<463:COTSAO>2.0.ZU;2-O
Abstract
Radioiodinated (R)-quinuclidinyl-4-iodobenzilate (4IQNB) is a high aff inity muscarinic antagonist which has been utilized for in vitro and i n vivo assays, and for SPECT imaging in humans. 4IQNB exists in four d ifferent diastereomeric forms, since there are two asymmetric centers at the quinuclidinyl and benzilic acid centers. Based upon our in vivo studies, we have determined that the absolute stereochemistry previou sly assigned to the benzilic center was incorrect for the diastereomer that had been previously referred to as '(R)-quinuclidinyl-(R)-4-iodo benzilate' [(R,R)-4IQNB]. The correct designation for this diastereome r is '(R)-quinuclidinyl-(S)-4-iodobenzilate' [(R,S)-4IQNB]. (C) 1997 E lsevier Science Ltd.