1H-imidazo[4,5-c]quinolin-4-amines: novel non-xanthine adenosine antagonists. van Galen, P J, Nissen, P, van Wijngaarden, I, IJzerman, a P, & Soudijn, W Journal of medicinal chemistry, 34(3):1202–6, March, 1991. ![1H-imidazo[4,5-c]quinolin-4-amines: novel non-xanthine adenosine antagonists. [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper abstract bibtex On the basis of a model we recently developed for the antagonist binding site of the adenosine A1 receptor (J. Med. Chem. 1990, 33, 1708-1713), it was predicted that 1H-imidazo[4,5-c]quinolin-4-amines would be antagonists of the A1 receptor. Furthermore, it was expected that certain hydrophobic substitutions at the 2- and 4-positions would enhance affinity. Here, we report on the synthesis and the adenosine A1 and A2 receptor affinity of substituted 1H-imidazo[4,5-c]quinolin-4-amines. Some of these compounds have nanomolar affinity for the A1 receptor. The structure-activity relationships (SAR) of these compounds are discussed in relation to SAR for other adenosine receptor ligands. The 1H-imidazo[4,5-c]quinolin-4-amines constitute a novel class of non-xanthine adenosine antagonists.
@article{van_galen_1h-imidazo45-cquinolin-4-amines_1991,
title = {{1H}-imidazo[4,5-c]quinolin-4-amines: novel non-xanthine adenosine antagonists.},
volume = {34},
issn = {0022-2623},
url = {http://www.ncbi.nlm.nih.gov/pubmed/2002461},
abstract = {On the basis of a model we recently developed for the antagonist binding site of the adenosine A1 receptor (J. Med. Chem. 1990, 33, 1708-1713), it was predicted that 1H-imidazo[4,5-c]quinolin-4-amines would be antagonists of the A1 receptor. Furthermore, it was expected that certain hydrophobic substitutions at the 2- and 4-positions would enhance affinity. Here, we report on the synthesis and the adenosine A1 and A2 receptor affinity of substituted 1H-imidazo[4,5-c]quinolin-4-amines. Some of these compounds have nanomolar affinity for the A1 receptor. The structure-activity relationships (SAR) of these compounds are discussed in relation to SAR for other adenosine receptor ligands. The 1H-imidazo[4,5-c]quinolin-4-amines constitute a novel class of non-xanthine adenosine antagonists.},
number = {3},
journal = {Journal of medicinal chemistry},
author = {van Galen, P J and Nissen, P and van Wijngaarden, I and IJzerman, a P and Soudijn, W},
month = mar,
year = {1991},
pmid = {2002461},
keywords = {\#nosource, Adenosine, Adenosine-5'-(N-ethylcarboxamide), Adenosine: analogs \& derivatives, Adenosine: antagonists \& inhibitors, Adenosine: metabolism, Animals, Cattle, Cell Membrane, Cell Membrane: metabolism, Cerebral Cortex, Cerebral Cortex: metabolism, Chemical Phenomena, Chemistry, Imidazoles, Imidazoles: chemical synthesis, Imidazoles: metabolism, Molecular Structure, Purinergic, Purinergic: metabolism, Quinolines, Quinolines: chemical synthesis, Quinolines: metabolism, Rats, Receptors, Structure-Activity Relationship, Xanthines, Xanthines: metabolism},
pages = {1202--6},
}
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