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

Novel peptidoaminobenzophenones, terminal N-substituted peptidoaminobenzophenones, and N-(acylglycyl) aminobenzophenones as open-ring derivatives of …

K Hirai, T Ishiba, H Sugimoto, T Fujishita…

Index: Hirai, Kentaro; Ishiba, Teruyuki; Sugimoto, Hirohiko; Fujishita, Toshio; Tsukinoki, Yuji; Hirose, Katsumi Journal of Medicinal Chemistry, 1981 , vol. 24, # 1 p. 20 - 27

Full Text: HTML

Citation Number: 15

Abstract

Peptidoaminobenzophenones (l), terminal N-substituted peptidoaminobenzophenones (14), and acylglycylaminobenzophenones (16) were prepared as a novel series of ring-opened derivatives of 1, 4-benzodiazepine. Z-Gly-and Z-Ala-N-methylaminobenzophenones (4) were treated with HBr-HOAc to give Gly-and Ala-N-methylaminobenzophenone hydrobromides (8). Reaction of 8 with chloroacetyl chloride in dimethylformamide (DMF) ...

[2-Benzoyl-4-chlor-phenyl-carbamoylmethyl]-carbaminsaeure-benzylester Structure

[2-Benzoyl-4-ch...

~%

2-amino-N-(2-benzoyl-4-chlorophenyl)acetamide Structure

2-amino-N-(2-be...

Piperidine Structure

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(iodoacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~97%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-piperidin-1-ylacetyl)amino]acetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-piperidin-1-ylacetyl)amino]acetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(chloroacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-piperidin-1-ylacetyl)amino]acetamide Structure

N-[4-chloro-2-(...

N/A Structure

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-piperidin-1-ylacetyl)amino]acetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-piperidin-1-ylacetyl)amino]acetamide Structure

N-[4-chloro-2-(...

N/A Structure

~%

benzyl N-(2-chloro-2-oxo-1-phenylethyl)carbamate Structure

benzyl N-(2-chl...

N/A Structure

~65%

2-acetamido-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-acetamide Structure

2-acetamido-N-[...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

Acetyl chloride Structure

Acetyl chloride

~47%

2-acetamido-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-acetamide Structure

2-acetamido-N-[...

2-methylamino-5,2'-dichlorobenzhydrol Structure

2-methylamino-5...

~%

2-acetamido-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-acetamide Structure

2-acetamido-N-[...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

2-acetamido-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-acetamide Structure

2-acetamido-N-[...

N/A Structure

~%

2-acetamido-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-acetamide Structure

2-acetamido-N-[...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(iodoacetyl)glycinanilide Structure

4-chloro-2-(o-c...

Diethylamine Structure

~90%

2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-N-[2-(diethylamino)acetyl]acetamide Structure

2-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-N-[2-(diethylamino)acetyl]acetamide Structure

2-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(chloroacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-N-[2-(diethylamino)acetyl]acetamide Structure

2-[4-chloro-2-(...

N/A Structure

~%

2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-N-[2-(diethylamino)acetyl]acetamide Structure

2-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~%

2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-N-[2-(diethylamino)acetyl]acetamide Structure

2-[4-chloro-2-(...

4-(4-Chlorophenyl)-4-piperidinol Structure

4-(4-Chlorophen...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(iodoacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~87%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[[2-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]acetyl]amino]-N-methylacetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[[2-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]acetyl]amino]-N-methylacetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(chloroacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[[2-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]acetyl]amino]-N-methylacetamide Structure

N-[4-chloro-2-(...

N/A Structure

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[[2-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]acetyl]amino]-N-methylacetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[[2-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]acetyl]amino]-N-methylacetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(iodoacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~28%

Lorzafone Structure

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

Lorzafone Structure

N/A Structure

~%

Lorzafone Structure

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~%

Lorzafone Structure

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-(chloroacetyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

Lorzafone Structure

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~92%

N-[2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-2-oxoethyl]pentanamide Structure

N-[2-[4-chloro-...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-2-oxoethyl]pentanamide Structure

N-[2-[4-chloro-...

N/A Structure

~%

N-[2-[4-chloro-2-(2-chlorobenzoyl)-N-methylanilino]-2-oxoethyl]pentanamide Structure

N-[2-[4-chloro-...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~45%

N-[[[4-chloro-2-(2-chlorobenzoyl)phenyl]-methyl-carbamoyl]methyl]hexad ecanamide Structure

N-[[[4-chloro-2...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[[[4-chloro-2-(2-chlorobenzoyl)phenyl]-methyl-carbamoyl]methyl]hexad ecanamide Structure

N-[[[4-chloro-2...

N/A Structure

~%

N-[[[4-chloro-2-(2-chlorobenzoyl)phenyl]-methyl-carbamoyl]methyl]hexad ecanamide Structure

N-[[[4-chloro-2...

2-amino-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetamide hydrobromide Structure

2-amino-N-(4-ch...

Acetyl chloride Structure

Acetyl chloride

~91%

2-(Acetylamino)-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetamide Structure

2-(Acetylamino)...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

2-(Acetylamino)-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetamide Structure

2-(Acetylamino)...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~84%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-phenylacetyl)ami no]acetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-phenylacetyl)ami no]acetamide Structure

N-[4-chloro-2-(...

N/A Structure

~%

N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-N-methyl-2-[(2-phenylacetyl)ami no]acetamide Structure

N-[4-chloro-2-(...

4-chloro-2-(o-chlorobenzoyl)-N-methyl-Nα-glycinanilide hydrobromide Structure

4-chloro-2-(o-c...

~85%

N-[[[4-chloro-2-(2-chlorobenzoyl)phenyl]-methyl-carbamoyl]methyl]butan amide Structure

N-[[[4-chloro-2...

4-chloro-2-(o-chlorobenzoyl)-Nα-(benzyloxycarbonyl)glycinanilide Structure

4-chloro-2-(o-c...

~%

N-[[[4-chloro-2-(2-chlorobenzoyl)phenyl]-methyl-carbamoyl]methyl]butan amide Structure

N-[[[4-chloro-2...

N/A Structure

~%

N-[[[4-chloro-2-(2-chlorobenzoyl)phenyl]-methyl-carbamoyl]methyl]butan amide Structure

N-[[[4-chloro-2...

N/A Structure

~94%

N-(2-Benzoyl-4-nitrophenyl)-glycyl-glycinamide hydrobromide hydrate (2 :2:1) Structure

N-(2-Benzoyl-4-...

benzyl (2-((2-benzoyl-4-nitrophenyl)amino)-2-oxoethyl)carbamate Structure

benzyl (2-((2-b...

~%

N-(2-Benzoyl-4-nitrophenyl)-glycyl-glycinamide hydrobromide hydrate (2 :2:1) Structure

N-(2-Benzoyl-4-...

2-amino-N-(2-benzoyl-4-nitrophenyl)acetamide hydrobromide Structure

2-amino-N-(2-be...

~%

N-(2-Benzoyl-4-nitrophenyl)-glycyl-glycinamide hydrobromide hydrate (2 :2:1) Structure

N-(2-Benzoyl-4-...