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

2-(Aminoalkyl)-5-nitropyrazolo [3, 4, 5-kl] acridines, a new class of anticancer agents

DB Capps, J Dunbar, SR Kesten, J Shillis…

Index: Capps, David B.; Dunbar, James; Kesten, Suzanne R.; Shillis, Joan; Werbel, Leslie M.; et al. Journal of Medicinal Chemistry, 1992 , vol. 35, # 26 p. 4770 - 4778

Full Text: HTML

Citation Number: 53

Abstract

'Reference 21, mp 206 OC (56% 1. Heated 1.7 h at 135 OC. Recrystallized from toluene. Heated Id at 140 OC. e Impure by TLC (CHCW MeOH/EtSN, 5Ol: trace), mainly Rf 0.3. f Heated 5 h. 8 Contains starting acid aa impurity. Reaction mixture waa extracted with 1 N NaOH vd the extract acidified (dilute HCl). Starting 4-(2-propenyloxy) benzenamine. Claisen, L. Ann. 1919, 418, 78. Not distilled. Heated 3d. J Heated 2d, extracted with dilute NKOH.* ...

2,6-DICHLORO-3-NITROBENZOIC ACID Structure

2,6-DICHLORO-3-...

~%

Pyrazoloacridine Structure

Pyrazoloacridine

N/A Structure

~%

Pyrazoloacridine Structure

Pyrazoloacridine

p-Anisidine Structure

~%

Pyrazoloacridine Structure

Pyrazoloacridine

Sodium 2-chloro-4-nitrophenolate Structure

Sodium 2-chloro...

Benzyl chloride Structure

Benzyl chloride

~88%

4-Benzyloxy-3-chloronitrobenzene Structure

4-Benzyloxy-3-c...

2,6-DICHLORO-3-NITROBENZOIC ACID Structure

2,6-DICHLORO-3-...

~%

2,6-dihydro-2-<2-<(2-hydroxyethyl)amino>ethyl>-5-nitropyrazolo<3,4,5-kl>acridin-9-ol Structure

2,6-dihydro-2-<...

p-Benzyloxyaniline Structure

p-Benzyloxyaniline

~%

2,6-dihydro-2-<2-<(2-hydroxyethyl)amino>ethyl>-5-nitropyrazolo<3,4,5-kl>acridin-9-ol Structure

2,6-dihydro-2-<...

1-chloro-4-nitro-7-(phenylmethoxy)-9(10H)-acridinone Structure

1-chloro-4-nitr...

~%

2,6-dihydro-2-<2-<(2-hydroxyethyl)amino>ethyl>-5-nitropyrazolo<3,4,5-kl>acridin-9-ol Structure

2,6-dihydro-2-<...

6-Chloro-2-(4-benzyloxyphenyl)amino-3-nitrobenzoic acid Structure

6-Chloro-2-(4-b...

~%

2,6-dihydro-2-<2-<(2-hydroxyethyl)amino>ethyl>-5-nitropyrazolo<3,4,5-kl>acridin-9-ol Structure

2,6-dihydro-2-<...

1-Chloro-7-hydroxy-4-nitro-9(10H)-acridinone Structure

1-Chloro-7-hydr...

Ethanol, 2-[(2-hydrazinylethyl)amino]- Structure

Ethanol, 2-[(2-...

~%

2,6-dihydro-2-<2-<(2-hydroxyethyl)amino>ethyl>-5-nitropyrazolo<3,4,5-kl>acridin-9-ol Structure

2,6-dihydro-2-<...

2,6-DICHLORO-3-NITROBENZOIC ACID Structure

2,6-DICHLORO-3-...

~%

9-methoxy-N,N-dimethyl-5-nitropyrazolo[3,4,5-kl]acridine-2(6H)-ethanamine Structure

9-methoxy-N,N-d...

N/A Structure

~%

9-methoxy-N,N-dimethyl-5-nitropyrazolo[3,4,5-kl]acridine-2(6H)-ethanamine Structure

9-methoxy-N,N-d...

p-Anisidine Structure

~%

9-methoxy-N,N-dimethyl-5-nitropyrazolo[3,4,5-kl]acridine-2(6H)-ethanamine Structure

9-methoxy-N,N-d...

Pivaloyl chloride Structure

Pivaloyl chloride

pd 117,756 Structure

~67%

brn 5914075 Structure

2,6-DICHLORO-3-NITROBENZOIC ACID Structure

2,6-DICHLORO-3-...

~%

brn 5914075 Structure

p-Benzyloxyaniline Structure

p-Benzyloxyaniline

~%

brn 5914075 Structure

3-Benzyloxyaniline Structure

3-Benzyloxyaniline

~%

brn 5914075 Structure

[3-(dimethylamino)-propyl]hydrazine Structure

[3-(dimethylami...

~%

brn 5914075 Structure

N/A Structure

~%

brn 5914075 Structure

N/A Structure

~%

brn 5914075 Structure

6-Chloro-2-(4-benzyloxyphenyl)amino-3-nitrobenzoic acid Structure

6-Chloro-2-(4-b...

~%

brn 5914075 Structure

2-((3-(benzyloxy)phenyl)amino)-6-chloro-3-nitrobenzoic acid Structure

2-((3-(benzylox...

~%

brn 5914075 Structure

Sodium 4-nitrophenoxide Structure

Sodium 4-nitrop...

~%

4-[2-(diethylamino)ethoxy]aniline Structure

4-[2-(diethylam...

1-chloro-4-nitro-7-(phenylmethoxy)-9(10H)-acridinone Structure

1-chloro-4-nitr...

~84%

1-Chloro-7-hydroxy-4-nitro-9(10H)-acridinone Structure

1-Chloro-7-hydr...

2,6-DICHLORO-3-NITROBENZOIC ACID Structure

2,6-DICHLORO-3-...

~%

1-Chloro-7-hydroxy-4-nitro-9(10H)-acridinone Structure

1-Chloro-7-hydr...

p-Benzyloxyaniline Structure

p-Benzyloxyaniline

~%

1-Chloro-7-hydroxy-4-nitro-9(10H)-acridinone Structure

1-Chloro-7-hydr...