Synthesis and 5-hydroxytryptamine antagonist activity of 2-[[2-(dimethylamino) ethyl] thio]-3-phenylquinoline and its analogs

TP Blackburn, B Cox, AJ Guildford…

Index: Blackburn, Thomas P.; Cox, Barry; Guildford, Allen J.; Count, David J. Le; Middlemiss, Derek N.; et al. Journal of Medicinal Chemistry, 1987 , vol. 30, # 12 p. 2252 - 2259

Full Text: HTML

Citation Number: 29

Abstract

A series of 2-[(2-aminoethyl) thio] quinolines substituted at the 3-position with alkyl, aryl, or heteroaryl groups has been prepared in the search for novel and selective 5-HT2 antagonists. The affinity of the compounds for 5-HT1 receptor sites was measured by their ability to displace [3H]-5-HT from rat brain synaptosomes whereas the affinity for 5-HT2 receptor sites was measured by their ability to displace [3H] spiperone from synaptosomes ...

 Related Synthetic Route
2-chloro-3-phenylquinoline Structure

2859-30-5

2-chloro-3-phen...

~%

2-((2-(dimethylamino)ethyl)thio)-3-phenylquinoline Structure

85273-95-6

2-((2-(dimethyl...

2-chloro-3-phenylquinoline Structure

2859-30-5

2-chloro-3-phen...

2-Dimethylaminoethanethiol Hydrochloride Structure

13242-44-9

2-Dimethylamino...

~%

2-((2-(dimethylamino)ethyl)thio)-3-phenylquinoline Structure

85273-95-6

2-((2-(dimethyl...

(2-Chloroethyl)dimethylamine hydrochloride Structure

4584-46-7

(2-Chloroethyl)...

3-phenyl-2(1H)-thioquinolone Structure

85274-02-8

3-phenyl-2(1H)-...

~%

2-((2-(dimethylamino)ethyl)thio)-3-phenylquinoline Structure

85273-95-6

2-((2-(dimethyl...

4-methyl-3-propan-2-yl-1H-quinolin-2-one Structure

89081-03-8

4-methyl-3-prop...

~75%

4-methyl-3-propan-2-yl-1H-quinoline-2-thione Structure

89081-04-9

4-methyl-3-prop...

2-acetyl-3-methyl-N-phenylbutanamide Structure

89080-91-1

2-acetyl-3-meth...

~%

4-methyl-3-propan-2-yl-1H-quinoline-2-thione Structure

89081-04-9

4-methyl-3-prop...

3-Oxo-N-phenylbutanamide Structure

102-01-2

3-Oxo-N-phenylb...

~%

4-methyl-3-propan-2-yl-1H-quinoline-2-thione Structure

89081-04-9

4-methyl-3-prop...

3-Oxo-N-phenylbutanamide Structure

102-01-2

3-Oxo-N-phenylb...

2-Bromopropane Structure

75-26-3

2-Bromopropane

~%

2-acetyl-3-methyl-N-phenylbutanamide Structure

89080-91-1

2-acetyl-3-meth...

N/A Structure

89080-86-4

N/A

~%

3-(4-fluorophenyl)-4-methyl-1H-quinolin-2-one Structure

89080-92-2

3-(4-fluorophen...

N-(2-acetylphenyl)-2-thiophen-3-ylacetamide Structure

89080-87-5

N-(2-acetylphen...

~%

4-methyl-3-thiophen-3-yl-1H-quinolin-2-one Structure

89080-93-3

4-methyl-3-thio...

4-methyl-3-phenyl-2(1H)-quinolinone Structure

19069-84-2

4-methyl-3-phen...

~%

2-chloro-4-methyl-3-phenylquinoline Structure

89081-06-1

2-chloro-4-meth...

N-(2-acetylphenyl)-2-phenylacetamide Structure

41296-66-6

N-(2-acetylphen...

~%

2-chloro-4-methyl-3-phenylquinoline Structure

89081-06-1

2-chloro-4-meth...

2,4-dichloro-3-(2-methylphenyl)quinoline Structure

89090-28-8

2,4-dichloro-3-...

~%

4-methoxy-3-(2-methylphenyl)-1H-quinolin-2-one Structure

89090-29-9

4-methoxy-3-(2-...

2,4-dimethoxy-3-(2-methylphenyl)quinoline Structure

89080-82-0

2,4-dimethoxy-3...

~%

4-methoxy-3-(2-methylphenyl)-1H-quinolin-2-one Structure

89090-29-9

4-methoxy-3-(2-...

Sodium Methylate Structure

124-41-4

Sodium Methylate

2,4-dichloro-3-(2-methylphenyl)quinoline Structure

89090-28-8

2,4-dichloro-3-...

~%

2,4-dimethoxy-3-(2-methylphenyl)quinoline Structure

89080-82-0

2,4-dimethoxy-3...

4-methoxy-3-(2-methylphenyl)-1H-quinolin-2-one Structure

89090-29-9

4-methoxy-3-(2-...

~%

4-methoxy-3-(2-methylphenyl)-1H-quinoline-2-thione Structure

89080-83-1

4-methoxy-3-(2-...

2,4-dichloro-3-(2-methylphenyl)quinoline Structure

89090-28-8

2,4-dichloro-3-...

~%

4-methoxy-3-(2-methylphenyl)-1H-quinoline-2-thione Structure

89080-83-1

4-methoxy-3-(2-...

2,4-dimethoxy-3-(2-methylphenyl)quinoline Structure

89080-82-0

2,4-dimethoxy-3...

~%

4-methoxy-3-(2-methylphenyl)-1H-quinoline-2-thione Structure

89080-83-1

4-methoxy-3-(2-...

4-methoxy-3-phenyl-2(1H)-quinolone Structure

28563-01-1

4-methoxy-3-phe...

~%

4-methoxy-3-phenyl-1H-quinoline-2-thione Structure

89080-84-2

4-methoxy-3-phe...

2,4-dimethoxy-3-phenylquinoline Structure

868860-38-2

2,4-dimethoxy-3...

~%

4-methoxy-3-phenyl-1H-quinoline-2-thione Structure

89080-84-2

4-methoxy-3-phe...

4-methyl-3-thiophen-3-yl-1H-quinolin-2-one Structure

89080-93-3

4-methyl-3-thio...

~%

4-methyl-3-thiophen-3-yl-1H-quinoline-2-thione Structure

89080-98-8

4-methyl-3-thio...

N-(2-acetylphenyl)-2-thiophen-3-ylacetamide Structure

89080-87-5

N-(2-acetylphen...

~%

4-methyl-3-thiophen-3-yl-1H-quinoline-2-thione Structure

89080-98-8

4-methyl-3-thio...

2,4-dichloro-3-phenylquinoline Structure

108832-15-1

2,4-dichloro-3-...

~%

4-methoxy-3-phenyl-1H-quinoline-2-thione Structure

89080-84-2

4-methoxy-3-phe...

6-CHLORO-3-PHENYL-2-QUINOLINOL Structure

85274-64-2

6-CHLORO-3-PHEN...

~75%

2,6-Dichloro-3-phenylquinoline Structure

85274-46-0

2,6-Dichloro-3-...

2-chloro-3-phenylquinoline Structure

2859-30-5

2-chloro-3-phen...

Cysteamine Hydrochloride Structure

156-57-0

Cysteamine Hydr...

~%

2-(3-phenylquinolin-2-yl)sulfanylethanamine Structure

110487-07-5

2-(3-phenylquin...

4-methoxy-3-thiophen-3-yl-1H-quinolin-2-one Structure

89080-96-6

4-methoxy-3-thi...

~%

4-methoxy-3-thiophen-3-yl-1H-quinoline-2-thione Structure

89081-01-6

4-methoxy-3-thi...

2,4-dichloro-3-(3-thienyl)quinoline Structure

110487-04-2

2,4-dichloro-3-...

~%

4-methoxy-3-thiophen-3-yl-1H-quinoline-2-thione Structure

89081-01-6

4-methoxy-3-thi...


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