Synthesis and biological activity of the metabolites of N-[2-(1-azabicyclo[3.3.0]octan-5-yl)ethyl]-2-nitroaniline fumarate (SK-946)

T Suzuki; H Inagaki; H Hamajima; H Uesaka; K Hori; T Ikami

doi:10.1248/cpb.47.880

Synthesis and biological activity of the metabolites of N-[2-(1-azabicyclo[3.3.0]octan-5-yl)ethyl]-2-nitroaniline fumarate (SK-946)

Chem Pharm Bull (Tokyo). 1999 Jun;47(6):880-3. doi: 10.1248/cpb.47.880.

Authors

T Suzuki¹, H Inagaki, H Hamajima, H Uesaka, K Hori, T Ikami

Affiliation

¹ Drug Discovery Research Laboratory, Sanwa Kagaku Kenkyusho Co., Ltd., Mie, Japan.

PMID: 10399840
DOI: 10.1248/cpb.47.880

Abstract

Three metabolites of N-[2-(1-azabicyclo[3.3.0]octan-5-yl)ethyl]-2-nitroaniline fumarate (SK-946), a novel central muscarinic cholinergic receptor agonist, were prepared to confirm their proposed structures, and tested for muscarinic receptor affinity in vitro.

MeSH terms

Aniline Compounds / chemistry
Aniline Compounds / pharmacokinetics
Aniline Compounds / pharmacology*
Animals
Binding, Competitive / drug effects
Brain Chemistry / drug effects
Bridged Bicyclo Compounds / chemistry
Bridged Bicyclo Compounds / pharmacokinetics
Bridged Bicyclo Compounds / pharmacology*
Chromatography, Thin Layer
In Vitro Techniques
Kinetics
Magnetic Resonance Spectroscopy
Mass Spectrometry
Muscarinic Agonists / chemistry
Muscarinic Agonists / pharmacokinetics
Muscarinic Agonists / pharmacology*
Muscarinic Antagonists / pharmacokinetics
Pirenzepine / pharmacokinetics
Quinuclidinyl Benzilate / pharmacokinetics
Rats
Receptor, Muscarinic M1
Receptor, Muscarinic M2
Receptors, Muscarinic / drug effects
Receptors, Muscarinic / metabolism

Substances

Aniline Compounds
Bridged Bicyclo Compounds
Muscarinic Agonists
Muscarinic Antagonists
N-(2-(1-azabicyclo(3.3.0)octan-5-yl)ethyl)-2-nitroaniline
Receptor, Muscarinic M1
Receptor, Muscarinic M2
Receptors, Muscarinic
Pirenzepine
Quinuclidinyl Benzilate