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

Amino acid amide derivatives of 2-[3-(aminomethyl)-4H-1, 2, 4-triazol-4-yl] benzophenones, a novel class of annulated peptidoaminobenzophenones

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

Index: Hirai; Fujishita; Ishiba; Sugimoto; Matsutani; Tsukinoki; Hirose Journal of Medicinal Chemistry, 1982 , vol. 25, # 12 p. 1466 - 1473

Full Text: HTML

Citation Number: 26

Abstract

A series of the title compounds was prepared via condensation of the 3-(aminomethyl) triazolylbenzophenone (5) with N-protected amino acids, followed by deprotection, amination of the 3-[(chloroacetamido) methyl] triazolyl-benzophenone (6a, b), or reduction of the relevant azide derivative (6c). Some of the title compounds were also derived directly from the quinazolines 3 or 4 by acid-induced rearrangement, followed by deprotection. ...

2',5-dichloro-2-[3-[(α-azidoacetamido)methyl]-5-methyl-4H-1,2,4-triazol-4-yl]benzophenone Structure

2',5-dichloro-2...

~91%

triazolo-benzophenone Structure

triazolo-benzop...

2',5-dichloro-2-[3-[[(phthaloylglycyl)amino]methyl]-5-methyl-4H-1,2,4-triazol-4-yl]benzophenone Structure

2',5-dichloro-2...

~86%

triazolo-benzophenone Structure

triazolo-benzop...

2',5-dichloro-2-[3-[[α-[(benzyloxycarbonyl)aminol]acetamido]methyl]-5-methyl-4H-1,2,4-triazol-4-yl]benzophenone Structure

2',5-dichloro-2...

~60%

triazolo-benzophenone Structure

triazolo-benzop...

ethyl (Z)-2-(((benzyloxy)carbonyl)amino)-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetimidate Structure

ethyl (Z)-2-(((...

~%

triazolo-benzophenone Structure

triazolo-benzop...

3-amino-2-[[(benzyloxycarbonyl)amino]methyl]-6-chloro-4-(2-chlorophenyl)-3,4-dihydro-4-hydroxyquinazoline Structure

3-amino-2-[[(be...

~%

triazolo-benzophenone Structure

triazolo-benzop...

3-(acetylamino)-2-[[(benzyloxycarbonyl)amino]methyl]-6-chloro-4-(2-chlorophenyl)-3,4-dihydro-4-hydroxyquinazoline Structure

3-(acetylamino)...

~%

triazolo-benzophenone Structure

triazolo-benzop...

2-Amino-2',5-dichlorobenzophenone Structure

2-Amino-2',5-di...

~%

triazolo-benzophenone Structure

triazolo-benzop...

2',5-dichloro-2-[3-[(α-chloroacetamido)methyl]-5-methyl-4H-1,2,4-triazol-4-yl]benzophenone Structure

2',5-dichloro-2...

~49%

triazolo-benzophenone Structure

triazolo-benzop...

2-thioacetamido-2',5-dichlorobenzophenone Structure

2-thioacetamido...

~%

triazolo-benzophenone Structure

triazolo-benzop...

ethyl (Z)-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetimidate Structure

ethyl (Z)-N-(4-...

~%

triazolo-benzophenone Structure

triazolo-benzop...

2-(N,N-dimethylacetamidino)-2',5-dichlorobenzophenone Structure

2-(N,N-dimethyl...

~%

triazolo-benzophenone Structure

triazolo-benzop...

2',5-dichloro-2-[3-[[(benzyloxycarbonyl)amino]methyl]-5-methyl-4H-1,2,4-triazol-4-yl]benzophenone Structure

2',5-dichloro-2...

~%

triazolo-benzophenone Structure

triazolo-benzop...

3-[[(benzyloxycarbonyl)glycyl]amino]-6-chloro-4-(2-chlorophenyl)-3,4-dihydro-4-hydroxy-2-methylquinazoline Structure

3-[[(benzyloxyc...

~%

triazolo-benzophenone Structure

triazolo-benzop...

2',5-dichloro-2-[3-(aminomethyl)-5-methyl-4H-1,2,4-triazol-4-yl]benzophenone dihydrobromide Structure

2',5-dichloro-2...

~%

triazolo-benzophenone Structure

triazolo-benzop...

ethyl (Z)-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)-2-(2-chloroacetamido)acetimidate Structure

ethyl (Z)-N-(4-...

~%

triazolo-benzophenone Structure

triazolo-benzop...

N-(2-(aminomethyl)-4-bromo-6-chloro-4-(2-chlorophenyl)quinazolin-3(4H)-yl)acetamide hydrobromide Structure

N-(2-(aminometh...

~%

triazolo-benzophenone Structure

triazolo-benzop...

ethyl (Z)-2-(2-(((benzyloxy)carbonyl)amino)acetamido)-N-(4-chloro-2-(2-chlorobenzoyl)phenyl)acetimidate Structure

ethyl (Z)-2-(2-...

~%

triazolo-benzophenone Structure

triazolo-benzop...

3-(acetylamino)-2-[[[(benzyloxycarbonyl)glyyl]amino]methyl]-4-(2-chlorophenyl)-6-chloro-3,4-dihydro-4-hydroxyquinazoline Structure

3-(acetylamino)...

~%

triazolo-benzophenone Structure

triazolo-benzop...

N/A Structure

~%

triazolo-benzophenone Structure

triazolo-benzop...

Formic Acid Structure

2-Amino-5-chlorobenzophenone Structure

2-Amino-5-chlor...

~%

3-amino-6-chloro-4-phenylquinazolin-4-ol Structure

3-amino-6-chlor...