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

Synthesis and quantitative structure-activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl) benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5- …

RE Ford, P Knowles, E Lunt, SM Marshall…

Index: Ford; Knowles; Lunt; et al. Journal of Medicinal Chemistry, 1986 , vol. 29, # 4 p. 538 - 549

Full Text: HTML

Citation Number: 99

Abstract

The synthesis and antiallergic activity of a series of 2-hydroxy-N-1H-tetrazol-5-ylbenzamides and isomeric N42-hydroxyphenyl)-lH-tetrazole-5-carboxamides is described. A relationship between structure and intravenous antiallergic activity in the rat passive cutaneous anaphylaxis (PCA) test has been established using a Hansch/Free-Wilson model and used to direct studies toward potent derivatives. The contribution of physicochemical properties ...

Benzyl chloride Structure

Benzyl chloride

~%

5-methyl-2-phenylmethoxybenzoic acid Structure

5-methyl-2-phen...

methyl 2-(benzyloxy)-5-methylbenzoate Structure

methyl 2-(benzy...

~%

5-methyl-2-phenylmethoxybenzoic acid Structure

5-methyl-2-phen...

5'-bromo-2'-hydroxy-3'-nitroacetophenone Structure

5'-bromo-2'-hyd...

~30%

1-(3-amino-5-bromo-2-hydroxyphenyl)ethanone Structure

1-(3-amino-5-br...

2'-hydroxy-5'-methyl-3'-nitroacetophenone Structure

2'-hydroxy-5'-m...

~48%

3-amino-2-hydroxy-5-methyl acetophenone Structure

3-amino-2-hydro...

Aminoform Structure

3-Methoxysalicylic acid Structure

3-Methoxysalicy...

~37%

3-CARBOXY-4-HYDROXY-5-METHOXYBENZALDEHYDE Structure

3-CARBOXY-4-HYD...

5-Cyano-2-hydroxy-3-nitro-acetophenon Structure

5-Cyano-2-hydro...

~66%

3-Acetyl-5-amino-4-hydroxybenzonitrile Structure

3-Acetyl-5-amin...

2-Acetyl-4-cyanophenol Structure

2-Acetyl-4-cyan...

~%

3-Acetyl-5-amino-4-hydroxybenzonitrile Structure

3-Acetyl-5-amin...

5-Aminotetrazole Structure

5-Aminotetrazole

5-Fluoro-2-hydroxybenzoic acid Structure

5-Fluoro-2-hydr...

~%

5-Fluoro-2-hydroxy-N-(2H-tetrazol-5-yl)benzamide Structure

5-Fluoro-2-hydr...

N-(3-acetyl-5-fluoro-2-hydroxyphenyl)-1-benzyl-1H-tetrazole-5-carboxamide Structure

N-(3-acetyl-5-f...

~64%

N-(5-acetyl-3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)-2,3-dihydro-1H-tetrazole-5-carboxamide Structure

N-(5-acetyl-3-f...

5′-Fluoro-2′-hydroxyacetophenone Structure

5′-Fluoro-2′-hy...

~%

N-(5-acetyl-3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)-2,3-dihydro-1H-tetrazole-5-carboxamide Structure

N-(5-acetyl-3-f...

5'-FLUORO-2'-HYDROXY-3'-NITROACETOPHENONE Structure

5'-FLUORO-2'-HY...

~%

N-(5-acetyl-3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)-2,3-dihydro-1H-tetrazole-5-carboxamide Structure

N-(5-acetyl-3-f...

3-amino-5-fluoro-2-hydroxyacetophenone Structure

3-amino-5-fluor...

~%

N-(5-acetyl-3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)-2,3-dihydro-1H-tetrazole-5-carboxamide Structure

N-(5-acetyl-3-f...

1-(4-methoxy-benzyl)-1H-tetrazole-5-carboxylic acid 3-acetyl-5-fluoro-2-hydroxy-anilide Structure

1-(4-methoxy-be...

~89%

N-(5-acetyl-3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)-2,3-dihydro-1H-tetrazole-5-carboxamide Structure

N-(5-acetyl-3-f...

dipotassium 1H-tetrazole-5-carboxylate Structure

dipotassium 1H-...

3-amino-5-fluoro-2-hydroxyacetophenone Structure

3-amino-5-fluor...

~%

N-(5-acetyl-3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)-2,3-dihydro-1H-tetrazole-5-carboxamide Structure

N-(5-acetyl-3-f...

1-(2-hydroxy-3-prop-2-enylphenyl)ethanone Structure

1-(2-hydroxy-3-...

~%

3-acetyl-2-hydroxybenzaldehyde Structure

3-acetyl-2-hydr...

1-[2-hydroxy-3-(prop-1-enyl)phenyl]ethanone Structure

1-[2-hydroxy-3-...

~%

3-acetyl-2-hydroxybenzaldehyde Structure

3-acetyl-2-hydr...

1-(5-ethyl-2-hydroxyphenyl)propan-1-one Structure

1-(5-ethyl-2-hy...

~25%

1-(5-ethyl-2-hydroxy-3-nitrophenyl)propan-1-one Structure

1-(5-ethyl-2-hy...

2-Hydroxy-5-methyl-3-nitrotrifluoroacetophenon Structure

2-Hydroxy-5-met...

~56%

Ethanone, 1-(3-amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoro- (9CI) Structure

Ethanone, 1-(3-...

2,2,2-TRIFLUORO-1-(2-HYDROXY-5-METHYLPHENYL)-ETHANONE Structure

2,2,2-TRIFLUORO...

~%

Ethanone, 1-(3-amino-2-hydroxy-5-methylphenyl)-2,2,2-trifluoro- (9CI) Structure

Ethanone, 1-(3-...

N,N-dimethyl-2-nitro-1-phenol-4-sulfonamide Structure

N,N-dimethyl-2-...

~66%

3-amino-4-hydroxy-N,N-dimethylbenzenesulfonamide Structure

3-amino-4-hydro...

Solid-phase synthesis of new saphenamycin analogues with ant...

[Laursen, Jane B.; De Visser, Peter C.; Nielsen, Henrik K.; Jensen, Knud J.; Nielsen, John Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 171 - 175]

Solid-phase synthesis of new saphenamycin analogues with ant...

[Laursen, Jane B.; De Visser, Peter C.; Nielsen, Henrik K.; Jensen, Knud J.; Nielsen, John Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 2 p. 171 - 175]