87964-82-7Relevant articles and documents
Synthesis and 5-HT-3 receptor binding activity of 5-[125I]iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl]benzamide and its 5-halogen-2-alkoxyl homologues
De Paulis,Hewlett,Schmidt,Mason,Trivedi,Ebert
, p. 385 - 396 (2007/10/03)
(S)-5-Iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide (MIZAC) was prepared from 5-iodo-2,3-dimethoxybenzoyl chloride and (S)-3-aminoquinuclidine. [125I]Iodode-stannylation of its corresponding 5-tri-n-butyltin derivative gave [125I]-MIZAC at 1800 Ci/mmol. Binding of [125I]-MIZAC in rat entorhinal cortex revealed a K(D) of 1.37 ± 0.21 nM. A series of racemic 2-O-alkyl derivatives of MIZAC were prepared and 5-HT-3 receptor affinities were determined by inhibition of [125I]-MIZAC binding. Optimal affinity for the receptor was obtained with small, electron-withdrawing substituents in the aromatic 5-position and with bulky substituents in the 3-position. [125I]-MIZAC is a selective radioligand useful for in vitro identification of the 5-HT-3 receptor.
SYNTHESIS OF 5-HALOGEN-SUBSTITUTED 2,3-DIHYDROXYPHENYLACETIC ACIDS, THEIR ESTERS, AND 2,3-DIMETHOXYPHENYLACETOHYDROXAMIC ACIDS
Daukshas, V. K.,Martinkus, R. S.,Kuleshyus, V. A.,Shtel'bene, V. P.
, p. 458 - 463 (2007/10/02)
Many-stage general methods were developed for the synthesis of 5-bromo- or 5-chloro-substituted 2,3-dimethoxyphenylacetic acids from o-vanilin.Methods were also developed for their conversion into the corresponding hydroxamic acids, 2,3-dihydroxyphenylace