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

Acyl-7 dihydro-2, 3 benzoxazin-1, 4 ones-3 et proprietes normolipemiantes

…, D Lesieur, C Lespagnol, J Sauzieres, P Olivier

Index: Moussavi, Ziaeddine; Lesieur, Daniel; Lespagnol, Charles; Sauzieres, Jacques; Olivier, Philippe European Journal of Medicinal Chemistry, 1989 , vol. 24, p. 55 - 60

Full Text: HTML

Citation Number: 22

Abstract

Résumé Les acyl-7 dihydro-2, 3 benzoxazin-1, 4 ones-3 (Fig. 1B) peuvent être considérées comme des analogues cycliques de certains normolipémiants appartenant à la famille des fibrates. Une série de dérivés de ce type a été préparée et étudiée sur le plan pharmacologique pour rechercher une éventuelle activité sur les taux sanguins de cholestérol, de triglycérides et de liproprotéine de haute densité (HDL) cholestérol. Divers ...

Ethyl 2-bromoisobutyrate Structure

Ethyl 2-bromois...

1-(4-amino-3-hydroxyphenyl)butan-1-one Structure

1-(4-amino-3-hy...

~69%

7-butanoyl-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-butanoyl-2,2-...

2-Benzoxazolinone Structure

2-Benzoxazolinone

~%

7-butanoyl-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-butanoyl-2,2-...

6-butanoyl-3H-1,3-benzoxazol-2-one Structure

6-butanoyl-3H-1...

~%

7-butanoyl-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-butanoyl-2,2-...

3-methyl-6-(1-oxobutyl)-2(3H)-Benzoxazolone Structure

3-methyl-6-(1-o...

~67%

1-[3-hydroxy-4-(methylamino)phenyl]butan-1-one Structure

1-[3-hydroxy-4-...

Ethyl 2-bromoisobutyrate Structure

Ethyl 2-bromois...

(4-amino-3-hydroxyphenyl)-(4-chlorophenyl)methanone Structure

(4-amino-3-hydr...

~60%

7-(4-chlorobenzoyl)-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

2-Benzoxazolinone Structure

2-Benzoxazolinone

~%

7-(4-chlorobenzoyl)-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

6-(4-chlorobenzoyl)-3H-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

~%

7-(4-chlorobenzoyl)-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~%

7-(4-chlorobenzoyl)-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

6-(4-chlorobenzoyl)-3H-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

~81%

(4-amino-3-hydroxyphenyl)-(4-chlorophenyl)methanone Structure

(4-amino-3-hydr...

2-Benzoxazolinone Structure

2-Benzoxazolinone

~%

(4-amino-3-hydroxyphenyl)-(4-chlorophenyl)methanone Structure

(4-amino-3-hydr...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~%

(4-amino-3-hydroxyphenyl)-(4-chlorophenyl)methanone Structure

(4-amino-3-hydr...

4-Chlorobenzaldehyde Structure

4-Chlorobenzaldehyde

7-acetyl-2,4-dimethyl-1,4-benzoxazin-3-one Structure

7-acetyl-2,4-di...

~70%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,4-dimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

6-Acetyl-3-methylbenzoxazol-2(3H)-one Structure

6-Acetyl-3-meth...

~%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,4-dimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,4-dimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

1-[3-hydroxy-4-(methylamino)phenyl]ethanone Structure

1-[3-hydroxy-4-...

~%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,4-dimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

Ethyl 2-bromoisobutyrate Structure

Ethyl 2-bromois...

(4-amino-3-hydroxyphenyl)-phenylmethanone Structure

(4-amino-3-hydr...

~68%

7-benzoyl-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-benzoyl-2,2-d...

6-benzoylbenzoxazol-2(3H)-one Structure

6-benzoylbenzox...

~%

7-benzoyl-2,2-dimethyl-4H-1,4-benzoxazin-3-one Structure

7-benzoyl-2,2-d...

ethyl 2-bromoacetate Structure

ethyl 2-bromoacetate

(4-amino-3-hydroxyphenyl)-(4-chlorophenyl)methanone Structure

(4-amino-3-hydr...

~50%

7-(4-chlorobenzoyl)-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

2-Benzoxazolinone Structure

2-Benzoxazolinone

~%

7-(4-chlorobenzoyl)-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

6-(4-chlorobenzoyl)-3H-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

~%

7-(4-chlorobenzoyl)-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~%

7-(4-chlorobenzoyl)-4H-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

benzoic acid Structure

~67%

6-benzoyl-3-methyl-1,3-benzoxazol-2-one Structure

6-benzoyl-3-met...

6-butanoyl-3H-1,3-benzoxazol-2-one Structure

6-butanoyl-3H-1...

~60%

1-(4-amino-3-hydroxyphenyl)butan-1-one Structure

1-(4-amino-3-hy...

2-Benzoxazolinone Structure

2-Benzoxazolinone

~%

1-(4-amino-3-hydroxyphenyl)butan-1-one Structure

1-(4-amino-3-hy...

1-[3-hydroxy-4-(methylamino)phenyl]ethanone Structure

1-[3-hydroxy-4-...

ethyl 2-bromoacetate Structure

ethyl 2-bromoacetate

~72%

7-acetyl-4-methyl-1,4-benzoxazin-3-one Structure

7-acetyl-4-meth...

6-Acetyl-3-methylbenzoxazol-2(3H)-one Structure

6-Acetyl-3-meth...

~%

7-acetyl-4-methyl-1,4-benzoxazin-3-one Structure

7-acetyl-4-meth...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

7-acetyl-4-methyl-1,4-benzoxazin-3-one Structure

7-acetyl-4-meth...

1-[3-hydroxy-4-(methylamino)phenyl]butan-1-one Structure

1-[3-hydroxy-4-...

Ethyl (2S)-2-bromopropanoate Structure

Ethyl (2S)-2-br...

~75%

7-butanoyl-2,4-dimethyl-1,4-benzoxazin-3-one Structure

7-butanoyl-2,4-...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~80%

6-(4-chlorobenzoyl)-3-methyl-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

4-Chlorobenzaldehyde Structure

4-Chlorobenzaldehyde

7-acetyl-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-acetyl-2,2,4-...

~66%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

6-Acetyl-3-methylbenzoxazol-2(3H)-one Structure

6-Acetyl-3-meth...

~%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

1-[3-hydroxy-4-(methylamino)phenyl]ethanone Structure

1-[3-hydroxy-4-...

~%

7-[(E)-3-(4-chlorophenyl)prop-2-enoyl]-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-[(E)-3-(4-chl...

(4-amino-3-hydroxyphenyl)-phenylmethanone Structure

(4-amino-3-hydr...

ethyl 2-bromoacetate Structure

ethyl 2-bromoacetate

~76%

7-benzoyl-4H-1,4-benzoxazin-3-one Structure

7-benzoyl-4H-1,...

6-benzoylbenzoxazol-2(3H)-one Structure

6-benzoylbenzox...

~%

7-benzoyl-4H-1,4-benzoxazin-3-one Structure

7-benzoyl-4H-1,...

ethyl 2-bromoacetate Structure

ethyl 2-bromoacetate

(4-chlorophenyl)-[3-hydroxy-4-(methylamino)phenyl]methanone Structure

(4-chlorophenyl...

~71%

7-(4-chlorobenzoyl)-4-methyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

7-(4-chlorobenzoyl)-4-methyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

6-(4-chlorobenzoyl)-3-methyl-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

~%

7-(4-chlorobenzoyl)-4-methyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~%

7-(4-chlorobenzoyl)-4-methyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

6-benzoyl-3-methyl-1,3-benzoxazol-2-one Structure

6-benzoyl-3-met...

~84%

[3-hydroxy-4-(methylamino)phenyl]-phenylmethanone Structure

[3-hydroxy-4-(m...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

[3-hydroxy-4-(methylamino)phenyl]-phenylmethanone Structure

[3-hydroxy-4-(m...

benzoic acid Structure

~%

[3-hydroxy-4-(methylamino)phenyl]-phenylmethanone Structure

[3-hydroxy-4-(m...

6-(4-chlorobenzoyl)-3-methyl-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

~82%

(4-chlorophenyl)-[3-hydroxy-4-(methylamino)phenyl]methanone Structure

(4-chlorophenyl...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

(4-chlorophenyl)-[3-hydroxy-4-(methylamino)phenyl]methanone Structure

(4-chlorophenyl...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~%

(4-chlorophenyl)-[3-hydroxy-4-(methylamino)phenyl]methanone Structure

(4-chlorophenyl...

7-acetyl-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-acetyl-2,2,4-...

Benzaldehyde Structure

~66%

(E)-7-(1-Oxo-3-phenyl-2-propenyl)-2,2,4-trimethyl-2H-1,4-benzoxazin-3( 4H)-one Structure

(E)-7-(1-Oxo-3-...

6-Acetyl-3-methylbenzoxazol-2(3H)-one Structure

6-Acetyl-3-meth...

~%

(E)-7-(1-Oxo-3-phenyl-2-propenyl)-2,2,4-trimethyl-2H-1,4-benzoxazin-3( 4H)-one Structure

(E)-7-(1-Oxo-3-...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

(E)-7-(1-Oxo-3-phenyl-2-propenyl)-2,2,4-trimethyl-2H-1,4-benzoxazin-3( 4H)-one Structure

(E)-7-(1-Oxo-3-...

1-[3-hydroxy-4-(methylamino)phenyl]ethanone Structure

1-[3-hydroxy-4-...

~%

(E)-7-(1-Oxo-3-phenyl-2-propenyl)-2,2,4-trimethyl-2H-1,4-benzoxazin-3( 4H)-one Structure

(E)-7-(1-Oxo-3-...

Ethyl 2-bromoisobutyrate Structure

Ethyl 2-bromois...

(4-chlorophenyl)-[3-hydroxy-4-(methylamino)phenyl]methanone Structure

(4-chlorophenyl...

~59%

7-(4-chlorobenzoyl)-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

3-Methyl-2-benzoxazolinone Structure

3-Methyl-2-benz...

~%

7-(4-chlorobenzoyl)-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

6-(4-chlorobenzoyl)-3-methyl-1,3-benzoxazol-2-one Structure

6-(4-chlorobenz...

~%

7-(4-chlorobenzoyl)-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...

4-Chlorobenzoic acid Structure

4-Chlorobenzoic acid

~%

7-(4-chlorobenzoyl)-2,2,4-trimethyl-1,4-benzoxazin-3-one Structure

7-(4-chlorobenz...