Literature DB >> 3247303

Antimuscarinic effects of (R)- and (S)- oxyphencyclimine hydrochloride.

L Schjelderup1, M R Kozlowski, A Weissman, A J Aasen.   

Abstract

The (R)-(+)- and (S)-(-)-enantiomers of the anticholinergic compound, oxyphencyclimine, were synthesized from (R)-(-)- and (S)-(+)-2-cyclohexyl-2-hydroxy-2-phenylethanoic acid, respectively. The potencies of the enantiomers were compared using a cholinergic receptor binding assay. The (R)-(+)-enantiomer inhibited binding 29 times more potently than the (S)-(-)-enantiomer.

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Year:  1988        PMID： 3247303     DOI： 10.1023/a:1015945830309

Source DB:  PubMed          Journal:  Pharm Res        ISSN： 0724-8741            Impact factor:   4.200


  8 in total

1.  Absolute configuration and parasympathetic action: pharmacodynamics of enantiomorphic and diastereoisomeric esters of beta-methylcholine.

Authors:  B W Ellenbroek; R J Nivard; J M van Rossum; E J Ariëns
Journal:  J Pharm Pharmacol       Date:  1965-07       Impact factor: 3.765

2.  Structure-activity relations for anticholinergic 2(1-aryl(or cyclohexyl)-1-hydroxy-1-phenyl)methyl-1,3-dioxolans.

Authors:  R W Brimblecombe; T D Inch; J Wetherell; N Williams
Journal:  J Pharm Pharmacol       Date:  1971-09       Impact factor: 3.765

3.  Differences in the stereospecificity of closely related compounds; a reinvestigation of the enantiomers of procyclidine, benzhexol and their metho- and etho-salts.

Authors:  R B Barlow
Journal:  J Pharm Pharmacol       Date:  1971-02       Impact factor: 3.765

4.  The significance of differences in the potency of enantiomers of anti-acetylcholine drugs.

Authors:  R W Brimblecombe; D M Green; T D Inch; P B Thompson
Journal:  J Pharm Pharmacol       Date:  1971-10       Impact factor: 3.765

5.  Studies on the stereospecificity of closely related compounds which block postganglionic acetylcholine receptors in the guinea-pig ileum.

Authors:  R B Barlow; F M Franks; J D Pearson
Journal:  J Med Chem       Date:  1973-05       Impact factor: 7.446

6.  Syntheses of (S)-(+)-trihexyphenidyl hydrochloride and (S)-(+)-procyclidine hydrochloride, two anticholinergics, using (S)-(-)-3-cyclohexyl-3-hydroxy-3-phenylpropanoic acid as chiral synthon.

Authors:  L Schjelderup; O Harbitz; P Groth; A J Aasen
Journal:  Acta Chem Scand B       Date:  1987-05

7.  Muscarinic cholinergic binding in rat brain.

Authors:  H I Yamamura; S H Snyder
Journal:  Proc Natl Acad Sci U S A       Date:  1974-05       Impact factor: 11.205

8.  [3H]Pirenzepine and [3H]quinuclidinyl benzilate binding to brain muscarinic cholinergic receptors. Differences in measured receptor density are not explained by differences in receptor isomerization.

Authors:  G R Luthin; B B Wolfe
Journal:  Mol Pharmacol       Date:  1984-09       Impact factor: 4.436
  8 in total
  1 in total

1.  CuH-Catalyzed Enantioselective Ketone Allylation with 1,3-Dienes: Scope, Mechanism, and Applications.

Authors:  Chengxi Li; Richard Y Liu; Luke T Jesikiewicz; Yang Yang; Peng Liu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2019-03-12       Impact factor: 15.419
  1 in total

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