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

Antiinflammatory activity of 5, 6-diaryl-2, 3-dihydroimidazo [2, 1-b] thiazoles. Isomeric 4-pyridyl and 4-substituted-phenyl derivatives

…, KA Razgaitis, BM Sutton, MJ DiMartino…

Index: Lantos, I.; Bender, P. E.; Razgaitis, K. A.; Sutton, B. M.; DiMartino, M. J.; et al. Journal of Medicinal Chemistry, 1984 , vol. 27, # 1 p. 72 - 75

Full Text: HTML

Citation Number: 73

Abstract

a Tested at 50 mg/kg, PO.* Tested at 25 mg/kg, PO. Active 1 out of 3 times tested. p= 0.05, as judged by Student's t test. ep= 0.01, as judged by Student's t test. fp= 0.001, as judged by Student's t test. g NS= not significant; p> 0.05, as judged by Student's t test. and to incorporate 4-pyridyl substituents into the series. Chemistry. Unsymmetrically substituted imidazo-[2,141 thiazoles (6a, b) were prepared regioselectively by condensation of ...

4-METHOXYPHENYLACETYL CHLORIDE Structure

4-METHOXYPHENYL...

benzene Structure

~%

Ethanone,2-(4-methoxyphenyl)-1-phenyl- Structure

Ethanone,2-(4-m...

4-Fluorobenzaldehyde Structure

4-Fluorobenzaldehyde

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

1-(4-fluorophenyl)-2-hydroxy-2-pyridin-4-ylethanone Structure

1-(4-fluorophen...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

Ethanone,2-(4-methoxyphenyl)-1-phenyl- Structure

Ethanone,2-(4-m...

~63%

2-bromo-2-(4-methoxyphenyl)-1-phenylethanone Structure

2-bromo-2-(4-me...

4-METHOXYPHENYLACETYL CHLORIDE Structure

4-METHOXYPHENYL...

~%

2-bromo-2-(4-methoxyphenyl)-1-phenylethanone Structure

2-bromo-2-(4-me...

benzene Structure

~%

2-bromo-2-(4-methoxyphenyl)-1-phenylethanone Structure

2-bromo-2-(4-me...

1-(4-fluorophenyl)-2-hydroxy-2-pyridin-4-ylethanone Structure

1-(4-fluorophen...

~%

SKF 86002 Structure

4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-fluorophen...

1,2-Dibromoethane Structure

1,2-Dibromoethane

~%

SKF 86002 Structure

5-(4-fluorophenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-fluorophen...

p-Formylpyridine Structure

p-Formylpyridine

~%

6-(4-methoxyphenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

2-hydroxy-1-(4-methoxyphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

~%

6-(4-methoxyphenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

6-(4-methoxyphenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

4-(4-methoxyphenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-methoxyphe...

1,2-Dibromoethane Structure

1,2-Dibromoethane

~%

6-(4-methoxyphenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

5-(4-methoxyphenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

p-Formylpyridine Structure

p-Formylpyridine

~%

5-(4-methoxyphenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

2-hydroxy-1-(4-methoxyphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

~%

5-(4-methoxyphenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

5-(4-methoxyphenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

4-(4-methoxyphenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-methoxyphe...

1,2-Dibromoethane Structure

1,2-Dibromoethane

~%

6-(4-methoxyphenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

5-(4-methoxyphenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

1-(4-fluorophenyl)-2-hydroxy-2-pyridin-4-ylethanone Structure

1-(4-fluorophen...

~%

5-(4-fluorophenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-fluorophen...

4-(4-fluorophenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-fluorophen...

1,2-Dibromoethane Structure

1,2-Dibromoethane

~%

SKF 86002 Structure

5-(4-fluorophenyl)-6-pyridin-4-yl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-fluorophen...

1-(4-Fluorophenyl)-2-(pyridin-4-yl)ethanone Structure

1-(4-Fluorophen...

~%

4-fluoro-N-[3-(pyridin-4-ylmethyl)-1,3-thiazolidin-2-ylidene]benzamide Structure

4-fluoro-N-[3-(...

Aminothiazoline Structure

Aminothiazoline

N/A Structure

~%

4-fluoro-N-[3-(pyridin-4-ylmethyl)-1,3-thiazolidin-2-ylidene]benzamide Structure

4-fluoro-N-[3-(...

Ethanone,2-(4-methoxyphenyl)-1-phenyl- Structure

Ethanone,2-(4-m...

~%

6-(4-methoxyphenyl)-5-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

4-METHOXYPHENYLACETYL CHLORIDE Structure

4-METHOXYPHENYL...

~%

6-(4-methoxyphenyl)-5-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

benzene Structure

~%

6-(4-methoxyphenyl)-5-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

Aminothiazoline Structure

Aminothiazoline

2-bromo-2-(4-methoxyphenyl)-1-phenylethanone Structure

2-bromo-2-(4-me...

~%

6-(4-methoxyphenyl)-5-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

6-(4-methoxyphe...

2-hydroxy-1-(4-methoxyphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

thiourea Structure

~65%

4-(4-methoxyphenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-methoxyphe...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

4-(4-methoxyphenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-methoxyphe...

p-Formylpyridine Structure

p-Formylpyridine

~%

4-(4-methoxyphenyl)-5-pyridin-4-yl-1,3-dihydroimidazole-2-thione Structure

4-(4-methoxyphe...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

4-(Methylthio)benzaldehyde Structure

4-(Methylthio)b...

~0%

2-hydroxy-1-(4-methylsulfanylphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~0%

2-hydroxy-1-(4-methoxyphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

p-Formylpyridine Structure

p-Formylpyridine

~%

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

[2-(4-methoxyphenyl)-2-oxo-1-pyridin-4-ylethyl] benzoate Structure

[2-(4-methoxyph...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

4-Fluorobenzaldehyde Structure

4-Fluorobenzaldehyde

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

1-(4-fluorophenyl)-2-hydroxy-2-pyridin-4-ylethanone Structure

1-(4-fluorophen...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

p-Formylpyridine Structure

p-Formylpyridine

~%

[2-(4-methoxyphenyl)-2-oxo-1-pyridin-4-ylethyl] benzoate Structure

[2-(4-methoxyph...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~%

[2-(4-methoxyphenyl)-2-oxo-1-pyridin-4-ylethyl] benzoate Structure

[2-(4-methoxyph...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

~49%

2-hydroxy-1-(4-methoxyphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

p-Formylpyridine Structure

p-Formylpyridine

~%

2-hydroxy-1-(4-methoxyphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

Aminothiazoline Structure

Aminothiazoline

2-bromo-2-(4-methoxyphenyl)-1-phenylethanone Structure

2-bromo-2-(4-me...

~65%

5-(4-methoxyphenyl)-6-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

Ethanone,2-(4-methoxyphenyl)-1-phenyl- Structure

Ethanone,2-(4-m...

~%

5-(4-methoxyphenyl)-6-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

4-METHOXYPHENYLACETYL CHLORIDE Structure

4-METHOXYPHENYL...

~%

5-(4-methoxyphenyl)-6-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

benzene Structure

~%

5-(4-methoxyphenyl)-6-phenyl-2,3-dihydroimidazo[2,1-b][1,3]thiazole Structure

5-(4-methoxyphe...

benzoyloxy-[4]pyridyl-acetonitrile Structure

benzoyloxy-[4]p...

4-(Methylthio)benzaldehyde Structure

4-(Methylthio)b...

~65%

2-hydroxy-1-(4-methylsulfanylphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

[1-(4-methoxyphenyl)-2-oxo-2-pyridin-4-ylethyl] benzoate Structure

[1-(4-methoxyph...

p-Formylpyridine Structure

p-Formylpyridine

~%

2-hydroxy-1-(4-methylsulfanylphenyl)-2-pyridin-4-ylethanone Structure

2-hydroxy-1-(4-...

Progress in the Palladium??Catalyzed α??Arylation of Ketones...

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Catalytic Oxidative 1, 2-Shift in 1, 1′-Disubstituted Olefin...

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Synthesis and structural study of benzamarones by X-ray and ...

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Pd-catalyzed synthesis of α-aryl ketones through couplings o...

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An expedient route to heterocycles through α-arylation of ke...

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