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Synthesis of the selective antimuscarinic agent 4‐{[cyclohexylhydroxy(2‐methoxyphenyl)silyl]‐methyl}‐1,1‐dimethylpiperazinium methyl sulfate ( o ‐methoxy‐sila‐hexocyclium methyl sulfate)
Author(s) -
Tacke Reinhold,
Rafeiner Klaus,
Strohmann Carsten,
Mutschler Ernst,
Lambrecht Günter
Publication year - 1989
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.590030203
Subject(s) - chemistry , muscarinic acetylcholine receptor , sulfate , silylation , derivative (finance) , tertiary amine , stereochemistry , amine gas treating , receptor , medicinal chemistry , organic chemistry , biochemistry , financial economics , economics , catalysis
The synthesis of the potent and highly selective silicon‐containing antimuscarinic agent o ‐methoxysila‐hexocyclium methyl sulfate and its corresponding tertiary amine (isolated as the dihydrochloride) is described. The quarternary compound is an o ‐methoxy derivative of sila‐hexocyclium methyl sulfate, which represents one of the tools currently used in experimental pharmacology for the subclassification of muscarinic receptors. The o ‐methoxy derivative, the pharmacological profile of which differs substantially from that of the nonmethoxy compound, is also recommended as a tool for the investigation of muscarinic receptor heterogeneity.