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

Phencyclidine-like effects of tetrahydroisoquinolines and related compounds

NM Gray, BK Cheng, SJ Mick, CM Lair…

Index: Gray, Nancy M.; Cheng, Brian K.; Mick, Stephen J.; Lair, Cecelia M.; Contreras, Patricia C. Journal of Medicinal Chemistry, 1989 , vol. 32, # 6 p. 1242 - 1248

Full Text: HTML

Citation Number: 62

Abstract

A series of 1, 2, 3, 4-tetrahydroisoquinolines, tetrahydrothieno [2, 3-~] pyridines, and related compounds were evaluated for their ability to inhibit binding of [3H]-l-[l-(2-thienyl) piperidine and [3H]-N-allylnormetazocine to phencyclidine (PCP) and u receptors, respectively. A representative series of compounds was evaluated in behavioral assays to determine the ability of the compounds to induce PCP-like stereotyped behavior and ataxia. All of the ...

Thieno[2,3-c]pyridine, 4,5-dihydro-7-methyl- (5CI) Structure

Thieno[2,3-c]py...

~%

7-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine Structure

7-methyl-4,5,6,...

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3-(2-CHLOROETHYL)THIOPHENE Structure

3-(2-CHLOROETHY...

~%

7-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine Structure

7-methyl-4,5,6,...

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4-FLUOROBENZOYL CHLORIDE Structure

4-FLUOROBENZOYL...

2-Phenylethanamine Structure

2-Phenylethanamine

~87%

n-(4-fluorobenzoyl)-phenyl-ethylamine Structure

n-(4-fluorobenz...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

1-cyclohexyl-3,4-dihydroisoquinoline Structure

1-cyclohexyl-3,...

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chlorocarbonylcyclohexane Structure

chlorocarbonylc...

~%

1-cyclohexyl-3,4-dihydroisoquinoline Structure

1-cyclohexyl-3,...

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p-Anisoyl chloride Structure

p-Anisoyl chloride

~%

1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)-...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)-...

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1-(4'-METHOXY)-PHENYL-3,4-DIHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)-...

~%

1-(4'-METHOXY)PHENYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)P...

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(2-Bromoethyl)benzene Structure

(2-Bromoethyl)b...

~%

Isoquinoline, 1,2,3,4-tetrahydro-1-(1-methylethyl)- (9CI) Structure

Isoquinoline, 1...

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4-methoxy-N-phenethyl-benzamide Structure

4-methoxy-N-phe...

~%

1-(4'-METHOXY)PHENYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)P...

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p-Anisoyl chloride Structure

p-Anisoyl chloride

~%

1-(4'-METHOXY)PHENYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)P...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

1-(4'-METHOXY)PHENYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Structure

1-(4'-METHOXY)P...

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1,3-dimethyl-3,4-dihydroisoquinoline Structure

1,3-dimethyl-3,...

~%

1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline Structure

1,3-dimethyl-1,...

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1-Phenyl-2-propanol Structure

1-Phenyl-2-propanol

~%

1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline Structure

1,3-dimethyl-1,...

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Benzene,(2-chloropropyl) Structure

Benzene,(2-chlo...

~%

1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline Structure

1,3-dimethyl-1,...

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4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

2-Phenylethanamine Structure

2-Phenylethanamine

~86%

Benzamide,4-chloro-N-(2-phenylethyl) Structure

Benzamide,4-chl...

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p-Anisoyl chloride Structure

p-Anisoyl chloride

2-Phenylethanamine Structure

2-Phenylethanamine

~89%

4-methoxy-N-phenethyl-benzamide Structure

4-methoxy-N-phe...

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2-Phenylethanamine Structure

2-Phenylethanamine

3-Methylbutanoyl chloride Structure

3-Methylbutanoy...

~96%

Butanamide, 3-Methyl-N-(2-phenylethyl) Structure

Butanamide, 3-M...

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Phenylacetic acid Structure

Phenylacetic acid

~%

1-benzyl-3,4-dihydroisoquinoline Structure

1-benzyl-3,4-di...

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Dimethyl sulfate Structure

Dimethyl sulfate

1-Phenyl-1,2,3,4-tetrahydroisoquinoline Structure

1-Phenyl-1,2,3,...

~65%

2-methyl-1-phenyl-3,4-dihydro-1H-isoquinoline Structure

2-methyl-1-phen...

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1-Phenyl-3,4-dihydroisoquinoline Structure

1-Phenyl-3,4-di...

~%

2-methyl-1-phenyl-3,4-dihydro-1H-isoquinoline Structure

2-methyl-1-phen...

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N-Phenethylbenzamide Structure

N-Phenethylbenzamide

~%

2-methyl-1-phenyl-3,4-dihydro-1H-isoquinoline Structure

2-methyl-1-phen...

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Benzoyl chloride Structure

Benzoyl chloride

~%

2-methyl-1-phenyl-3,4-dihydro-1H-isoquinoline Structure

2-methyl-1-phen...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

2-methyl-1-phenyl-3,4-dihydro-1H-isoquinoline Structure

2-methyl-1-phen...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

1-(2-methylpropyl)-3,4-dihydroisoquinoline Structure

1-(2-methylprop...

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3-Methylbutanoyl chloride Structure

3-Methylbutanoy...

~%

1-(2-methylpropyl)-3,4-dihydroisoquinoline Structure

1-(2-methylprop...

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Butanamide, 3-Methyl-N-(2-phenylethyl) Structure

Butanamide, 3-M...

~%

1-(2-methylpropyl)-3,4-dihydroisoquinoline Structure

1-(2-methylprop...

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2-Phenylethanamine Structure

2-Phenylethanamine

chlorocarbonylcyclohexane Structure

chlorocarbonylc...

~98%

N-(2-phenylethyl)cyclohexanecarboxamide Structure

N-(2-phenylethy...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

1-CYCLOHEXYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Structure

1-CYCLOHEXYL-1,...

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chlorocarbonylcyclohexane Structure

chlorocarbonylc...

~%

1-CYCLOHEXYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE Structure

1-CYCLOHEXYL-1,...

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1-Phenyl-2-propanol Structure

1-Phenyl-2-propanol

~%

1,3-dimethyl-3,4-dihydroisoquinoline Structure

1,3-dimethyl-3,...

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Benzene,(2-chloropropyl) Structure

Benzene,(2-chlo...

Acetonitrile Structure

~%

1,3-dimethyl-3,4-dihydroisoquinoline Structure

1,3-dimethyl-3,...

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N-(2-phenylethyl)cyclohexanimine Structure

N-(2-phenylethy...

~49%

1,1-pentamethylenetetrahydroisoquinoline Structure

1,1-pentamethyl...

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Cyclohexanone Structure

~%

1,1-pentamethylenetetrahydroisoquinoline Structure

1,1-pentamethyl...

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2-Phenylethanamine Structure

2-Phenylethanamine

~%

1,1-pentamethylenetetrahydroisoquinoline Structure

1,1-pentamethyl...

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Cyclohexanone Structure

2-Phenylethanamine Structure

2-Phenylethanamine

~95%

N-(2-phenylethyl)cyclohexanimine Structure

N-(2-phenylethy...

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A synthesis of heteroaromatic analogues of 1-methyl-1, 2, 3,...

[Horiguchi, Yoshie; Ogawa, Keita; Saitoh, Toshiaki; Sano, Takehiro Chemical and pharmaceutical bulletin, 2004 , vol. 52, # 2 p. 214 - 220]

A synthesis of heteroaromatic analogues of 1-methyl-1, 2, 3,...

[Horiguchi, Yoshie; Ogawa, Keita; Saitoh, Toshiaki; Sano, Takehiro Chemical and pharmaceutical bulletin, 2004 , vol. 52, # 2 p. 214 - 220]

A synthesis of heteroaromatic analogues of 1-methyl-1, 2, 3,...

[Horiguchi, Yoshie; Ogawa, Keita; Saitoh, Toshiaki; Sano, Takehiro Chemical and pharmaceutical bulletin, 2004 , vol. 52, # 2 p. 214 - 220]

A synthesis of heteroaromatic analogues of 1-methyl-1, 2, 3,...

[Horiguchi, Yoshie; Ogawa, Keita; Saitoh, Toshiaki; Sano, Takehiro Chemical and pharmaceutical bulletin, 2004 , vol. 52, # 2 p. 214 - 220]

A synthesis of heteroaromatic analogues of 1-methyl-1, 2, 3,...

[Horiguchi, Yoshie; Ogawa, Keita; Saitoh, Toshiaki; Sano, Takehiro Chemical and pharmaceutical bulletin, 2004 , vol. 52, # 2 p. 214 - 220]