e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Benzodiazepine receptor binding and anticonflict activity in a series of 3, 6-disubstituted pyridazino [4, 3-c] isoquinolines devoid of anticonvulsant properties

E Toja, G Tarzia, D Barone, F Luzzani…

Index: Toja; Tarzia; Barone; Luzzani; Gallico Journal of Medicinal Chemistry, 1985 , vol. 28, # 9 p. 1314 - 1319

Full Text: HTML

Citation Number: 9

Abstract

A series of 3, 6-disubstituted pyridazino [4, 3-c] isoquinolines were synthesized and tested for their ability to inhibit the binding of [3H] diazepam to rat brain receptors in vitro. Compounds bearing a phenyl, 4-methoxyphenyl, or methyl group at position 3 and a dialkylamino group at position 6 showed the highest affinity in the binding assay and were subsequently evaluated for their anticonflict and anticonvulsant effects. All of these ...

morpholine Structure

N/A Structure

~86%

4-[3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinolin-6-yl]morpholine Structure

4-[3-(4-methoxy...

N/A Structure

~%

4-[3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinolin-6-yl]morpholine Structure

4-[3-(4-methoxy...

3-(4-methoxyphenyl)isochromeno[4,3-c]pyridazin-6-one Structure

3-(4-methoxyphe...

~%

4-[3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinolin-6-yl]morpholine Structure

4-[3-(4-methoxy...

N/A Structure

~%

4-[3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinolin-6-yl]morpholine Structure

4-[3-(4-methoxy...

Pyrrolidine Structure

N/A Structure

~55%

3-methyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-methyl-6-pyrr...

3-methylpyridazino[4,3-c]isoquinolin-6(5H)-one Structure

3-methylpyridaz...

~%

3-methyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-methyl-6-pyrr...

2-(6-methyl-4-oxo-1,4-dihydro-pyridazin-3-yl)-benzoic acid Structure

2-(6-methyl-4-o...

~%

3-methyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-methyl-6-pyrr...

3-methyl-isochromeno[4,3-c]pyridazin-6-one Structure

3-methyl-isochr...

~%

3-methyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-methyl-6-pyrr...

Pyrrolidine Structure

N/A Structure

~87%

3-phenyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-phenyl-6-pyrr...

3-phenyl-pyridazino [4,3-c]isoquinolin-6-(5H)-one Structure

3-phenyl-pyrida...

~%

3-phenyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-phenyl-6-pyrr...

2-(4-oxo-6-phenyl-1,4-dihydro-pyridazin-3-yl)-benzoic acid Structure

2-(4-oxo-6-phen...

~%

3-phenyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-phenyl-6-pyrr...

3-phenyl-6H-[2]benzopyrano[4,3-c]pyridazin-6-one Structure

3-phenyl-6H-[2]...

~%

3-phenyl-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-phenyl-6-pyrr...

N/A Structure

~%

3-(4-methoxyphenyl)isochromeno[4,3-c]pyridazin-6-one Structure

3-(4-methoxyphe...

Ethylmethylamine Structure

Ethylmethylamine

N/A Structure

~71%

N-ethyl-N-methyl-3-phenylpyridazino[4,3-c]isoquinolin-6-amine Structure

N-ethyl-N-methy...

3-phenyl-pyridazino [4,3-c]isoquinolin-6-(5H)-one Structure

3-phenyl-pyrida...

~%

N-ethyl-N-methyl-3-phenylpyridazino[4,3-c]isoquinolin-6-amine Structure

N-ethyl-N-methy...

3-phenyl-6H-[2]benzopyrano[4,3-c]pyridazin-6-one Structure

3-phenyl-6H-[2]...

~%

N-ethyl-N-methyl-3-phenylpyridazino[4,3-c]isoquinolin-6-amine Structure

N-ethyl-N-methy...

2-(4-oxo-6-phenyl-1,4-dihydro-pyridazin-3-yl)-benzoic acid Structure

2-(4-oxo-6-phen...

~%

N-ethyl-N-methyl-3-phenylpyridazino[4,3-c]isoquinolin-6-amine Structure

N-ethyl-N-methy...

morpholine Structure

N/A Structure

~82%

4-(3-phenylpyridazino[4,3-c]isoquinolin-6-yl)morpholine Structure

4-(3-phenylpyri...

3-phenyl-pyridazino [4,3-c]isoquinolin-6-(5H)-one Structure

3-phenyl-pyrida...

~%

4-(3-phenylpyridazino[4,3-c]isoquinolin-6-yl)morpholine Structure

4-(3-phenylpyri...

2-(4-oxo-6-phenyl-1,4-dihydro-pyridazin-3-yl)-benzoic acid Structure

2-(4-oxo-6-phen...

~%

4-(3-phenylpyridazino[4,3-c]isoquinolin-6-yl)morpholine Structure

4-(3-phenylpyri...

3-phenyl-6H-[2]benzopyrano[4,3-c]pyridazin-6-one Structure

3-phenyl-6H-[2]...

~%

4-(3-phenylpyridazino[4,3-c]isoquinolin-6-yl)morpholine Structure

4-(3-phenylpyri...

Azetidine Structure

N/A Structure

~93%

6-(azetidin-1-yl)-3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinoline Structure

6-(azetidin-1-y...

N/A Structure

~%

6-(azetidin-1-yl)-3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinoline Structure

6-(azetidin-1-y...

3-(4-methoxyphenyl)isochromeno[4,3-c]pyridazin-6-one Structure

3-(4-methoxyphe...

~%

6-(azetidin-1-yl)-3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinoline Structure

6-(azetidin-1-y...

N/A Structure

~%

6-(azetidin-1-yl)-3-(4-methoxyphenyl)pyridazino[4,3-c]isoquinoline Structure

6-(azetidin-1-y...

Pyrrolidine Structure

N/A Structure

~89%

3-(4-methoxyphenyl)-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

N/A Structure

~%

3-(4-methoxyphenyl)-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

3-(4-methoxyphenyl)isochromeno[4,3-c]pyridazin-6-one Structure

3-(4-methoxyphe...

~%

3-(4-methoxyphenyl)-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

N/A Structure

~%

3-(4-methoxyphenyl)-6-pyrrolidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

Piperidine Structure

N/A Structure

~88%

3-(4-methoxyphenyl)-6-piperidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

N/A Structure

~%

3-(4-methoxyphenyl)-6-piperidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

3-(4-methoxyphenyl)isochromeno[4,3-c]pyridazin-6-one Structure

3-(4-methoxyphe...

~%

3-(4-methoxyphenyl)-6-piperidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...

N/A Structure

~%

3-(4-methoxyphenyl)-6-piperidin-1-ylpyridazino[4,3-c]isoquinoline Structure

3-(4-methoxyphe...