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

8-aminoquinolines as anticoccidials-part III

…, J Shaw, AP Thompson, KW Thong, I Tommasini

Index: Armer, Richard E.; Barlow, Jacqueline S.; Chopra, Narinder; Dutton, Christopher J.; Greenway, David H.J.; Greenwood, Sean D.W.; Lad, Nita; Shaw, Jonothan; Thompson, Adrian P.; Thong, Kam-Wah; Tommasini, Ivan Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 16 p. 2425 - 2430

Full Text: HTML

Citation Number: 3

Abstract

Analogues of the antimalarial pentaquine, 1, in which the nature of the side-chain on the 8- amino position was varied, were prepared and evaluated for anticoccidial activity both in vitro and in vivo. Specifically, both the inter-nitrogen distance and the nature of the terminal amino group were investigated. Novel analogues of equal or improved efficacy in vitro and in vivo to pentaquine were discovered.

4-(6-methoxyquinolin-8-ylamino)butanenitrile Structure

4-(6-methoxyqui...

~%

1,4-Butanediamine,N1-(6-methoxy-8-quinolinyl)- Structure

1,4-Butanediami...

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

~%

1,4-Butanediamine,N1-(6-methoxy-8-quinolinyl)- Structure

1,4-Butanediami...

1,2-dinitro-4-methoxybenzene Structure

1,2-dinitro-4-m...

~%

1,4-Butanediamine,N1-(6-methoxy-8-quinolinyl)- Structure

1,4-Butanediami...

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

~%

1,4-Butanediamine,N1-(6-methoxy-8-quinolinyl)- Structure

1,4-Butanediami...

8-Amino-6-methoxyquinoline Structure

8-Amino-6-metho...

~%

1,4-Butanediamine,N1-(6-methoxy-8-quinolinyl)- Structure

1,4-Butanediami...

8-Amino-6-methoxyquinoline Structure

8-Amino-6-metho...

N-(5-Bromopentyl)phthalimide Structure

N-(5-Bromopenty...

~21%

2-[5-[(6-methoxyquinolin-8-yl)amino]pentyl]isoindole-1,3-dione Structure

2-[5-[(6-methox...

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

~%

2-[5-[(6-methoxyquinolin-8-yl)amino]pentyl]isoindole-1,3-dione Structure

2-[5-[(6-methox...

1,2-dinitro-4-methoxybenzene Structure

1,2-dinitro-4-m...

~%

2-[5-[(6-methoxyquinolin-8-yl)amino]pentyl]isoindole-1,3-dione Structure

2-[5-[(6-methox...

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

~%

2-[5-[(6-methoxyquinolin-8-yl)amino]pentyl]isoindole-1,3-dione Structure

2-[5-[(6-methox...

1,2-dinitro-4-methoxybenzene Structure

1,2-dinitro-4-m...

~68%

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

~99%

8-Amino-6-methoxyquinoline Structure

8-Amino-6-metho...

acrolein Structure

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

~17%

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

~%

1H-Isoindole-1,3(2H)-dione,2-[3-[(6-methoxy-8-quinolinyl)amino]propyl]- Structure

1H-Isoindole-1,...

N-(6-methoxy-[8]quinolyl)-pentanediyldiamine Structure

N-(6-methoxy-[8...

Acetone Structure

~%

pentaquine Structure

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

~%

pentaquine Structure

1,2-dinitro-4-methoxybenzene Structure

1,2-dinitro-4-m...

~%

pentaquine Structure

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

~%

pentaquine Structure

8-Amino-6-methoxyquinoline Structure

8-Amino-6-metho...

~%

pentaquine Structure

2-[5-[(6-methoxyquinolin-8-yl)amino]pentyl]isoindole-1,3-dione Structure

2-[5-[(6-methox...

~%

pentaquine Structure

5-(6-methoxyquinolin-8-ylamino)pentanenitrile Structure

5-(6-methoxyqui...

~%

pentaquine Structure

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

~%

1H-Isoindole-1,3(2H)-dione,2-[3-[(6-methoxy-8-quinolinyl)amino]propyl]- Structure

1H-Isoindole-1,...

1,2-dinitro-4-methoxybenzene Structure

1,2-dinitro-4-m...

~%

1H-Isoindole-1,3(2H)-dione,2-[3-[(6-methoxy-8-quinolinyl)amino]propyl]- Structure

1H-Isoindole-1,...

6-Methoxy-8-nitroquinoline Structure

6-Methoxy-8-nit...

~%

1H-Isoindole-1,3(2H)-dione,2-[2-[(6-methoxy-8-quinolinyl)amino]ethyl]- Structure

1H-Isoindole-1,...

1,2-dinitro-4-methoxybenzene Structure

1,2-dinitro-4-m...

~%

1H-Isoindole-1,3(2H)-dione,2-[2-[(6-methoxy-8-quinolinyl)amino]ethyl]- Structure

1H-Isoindole-1,...

4-Methoxy-2-nitroaniline Structure

4-Methoxy-2-nit...

~%

1H-Isoindole-1,3(2H)-dione,2-[2-[(6-methoxy-8-quinolinyl)amino]ethyl]- Structure

1H-Isoindole-1,...