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

2-Acetylpyridine thiosemicarbazones. 8. Derivatives of 1-acetylisoquinoline as potential antimalarial agents

…, JP Scovill, J Bruce, JF Bartosevich

Index: Klayman; Scovill; Bruce; Bartosevich Journal of Medicinal Chemistry, 1984 , vol. 27, # 1 p. 84 - 87

Full Text: HTML

Citation Number: 34

Abstract

A series of 1-acetylisoquinoline thiosemicarbazones was prepared in order to evaluate their antimalarial properties. This was achieved by the reaction of 1-acetylisoquinoline with methyl hydrazinecarbodithioate to give methyl 3-[1-(l-isoquinolinyl) ethylidene] hydrazinecarbodithioate (11). Displacement of the S-methyl group from this intermediate by various primary and secondary amines afforded the desired 1-acetylisoquinoline ...

N-Methylcyclohexanamine Structure

N-Methylcyclohe...

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

~65%

1-cyclohexyl-3-(1-isoquinolin-1-ylethylamino)-1-methyl-thiourea Structure

1-cyclohexyl-3-...

1-Acetylisoquinoline Structure

1-Acetylisoquinoline

~%

1-cyclohexyl-3-(1-isoquinolin-1-ylethylamino)-1-methyl-thiourea Structure

1-cyclohexyl-3-...

methyl 3-(1-(1-isoquinolinyl)ethylidene)hydrazinecarbodithioate Structure

methyl 3-(1-(1-...

~%

1-cyclohexyl-3-(1-isoquinolin-1-ylethylamino)-1-methyl-thiourea Structure

1-cyclohexyl-3-...

1-(2-Pyridinyl)piperazine Structure

1-(2-Pyridinyl)...

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

~80%

N-(1-isoquinolin-1-ylethyl)-4-pyridin-2-yl-piperazine-1-carbothiohydrazide Structure

N-(1-isoquinoli...

1-Acetylisoquinoline Structure

1-Acetylisoquinoline

~%

N-(1-isoquinolin-1-ylethyl)-4-pyridin-2-yl-piperazine-1-carbothiohydrazide Structure

N-(1-isoquinoli...

methyl 3-(1-(1-isoquinolinyl)ethylidene)hydrazinecarbodithioate Structure

methyl 3-(1-(1-...

~%

N-(1-isoquinolin-1-ylethyl)-4-pyridin-2-yl-piperazine-1-carbothiohydrazide Structure

N-(1-isoquinoli...

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

3-Azabicyclo[3.2.2]nonane Structure

3-Azabicyclo[3....

~72%

N-(1-isoquinolin-1-ylethyl)-3-azabicyclo[3.2.2]nonane-3-carbothiohydrazide Structure

N-(1-isoquinoli...

1-Acetylisoquinoline Structure

1-Acetylisoquinoline

~%

N-(1-isoquinolin-1-ylethyl)-3-azabicyclo[3.2.2]nonane-3-carbothiohydrazide Structure

N-(1-isoquinoli...

methyl 3-(1-(1-isoquinolinyl)ethylidene)hydrazinecarbodithioate Structure

methyl 3-(1-(1-...

~%

N-(1-isoquinolin-1-ylethyl)-3-azabicyclo[3.2.2]nonane-3-carbothiohydrazide Structure

N-(1-isoquinoli...

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

Benzylamine Structure

~68%

1-benzyl-3-(1-isoquinolin-1-ylethylamino)thiourea Structure

1-benzyl-3-(1-i...

1-Acetylisoquinoline Structure

1-Acetylisoquinoline

~%

1-benzyl-3-(1-isoquinolin-1-ylethylamino)thiourea Structure

1-benzyl-3-(1-i...

methyl 3-(1-(1-isoquinolinyl)ethylidene)hydrazinecarbodithioate Structure

methyl 3-(1-(1-...

~%

1-benzyl-3-(1-isoquinolin-1-ylethylamino)thiourea Structure

1-benzyl-3-(1-i...

methyl 3-(1-(1-isoquinolinyl)ethylidene)hydrazinecarbodithioate Structure

methyl 3-(1-(1-...

~75%

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

1-Acetylisoquinoline Structure

1-Acetylisoquinoline

~%

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

N-(1-isoquinolin-1-ylethyl)-1-methylsulfanyl-methanethiohydrazide Structure

N-(1-isoquinoli...

Dimethylamine Structure

~51%

3-(1-isoquinolin-1-ylethylamino)-1,1-dimethylthiourea Structure

3-(1-isoquinoli...

1-Acetylisoquinoline Structure

1-Acetylisoquinoline

~%

3-(1-isoquinolin-1-ylethylamino)-1,1-dimethylthiourea Structure

3-(1-isoquinoli...

methyl 3-(1-(1-isoquinolinyl)ethylidene)hydrazinecarbodithioate Structure

methyl 3-(1-(1-...

~%

3-(1-isoquinolin-1-ylethylamino)-1,1-dimethylthiourea Structure

3-(1-isoquinoli...