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

Analogs of 1, 5-bis (4-amidinophenoxy) pentane (pentamidine) in the treatment of experimental Pneumocystis carinii pneumonia

…, JD Geratz, KA Ohemeng, M Cory, JE Hall

Index: Tidwell; Jones; Geratz; Ohemeng; Cory; Hall Journal of Medicinal Chemistry, 1990 , vol. 33, # 4 p. 1252 - 1257

Full Text: HTML

Citation Number: 141

Abstract

A series of 33 analogues of the anti-Pneumocystis carinii drug 1, 5-bis (4-amidinophenoxy) pentane (pentamidine) was synthesized for screening against a rat model of P. carinii pneumonia (PCP). Twenty-five of the compounds showed efficacy against PCP when compared to a saline-treated control group. Two compounds, 1, 4-bis (4-amidinophen0xy) butane (butamidine, 6) and 1, 3-bis (4-amidino-2-methoxyphenoxy) propane (DAMP, 16), ...

1,6-Dibromohexane Structure

1,6-Dibromohexane

4-Hydroxybenzonitrile Structure

4-Hydroxybenzon...

~%

4,4'-(HEXANE-1,6-DIYLBIS(OXY))DIBENZONITRILE Structure

4,4'-(HEXANE-1,...

4-Fluorobenzonitrile Structure

4-Fluorobenzonitrile

~%

4-[3-[(4-carbamimidoylphenyl)amino]propylamino]benzenecarboximidamide Structure

4-[3-[(4-carbam...

N/A Structure

~%

4-[3-[(4-carbamimidoylphenyl)amino]propylamino]benzenecarboximidamide Structure

4-[3-[(4-carbam...

1,5-Dibromopentane Structure

1,5-Dibromopentane

~%

2-[4-[5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy]pentoxy]phenyl]-4,5-dihydro-1H-imidazole Structure

2-[4-[5-[4-(4,5...

Benzonitrile,4,4'-[1,5-pentanediylbis(oxy)]bis- Structure

Benzonitrile,4,...

~%

2-[4-[5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy]pentoxy]phenyl]-4,5-dihydro-1H-imidazole Structure

2-[4-[5-[4-(4,5...

4-Hydroxybenzonitrile Structure

4-Hydroxybenzon...

~%

2-[4-[5-[4-(4,5-dihydro-1H-imidazol-2-yl)phenoxy]pentoxy]phenyl]-4,5-dihydro-1H-imidazole Structure

2-[4-[5-[4-(4,5...

1,6-Dibromohexane Structure

1,6-Dibromohexane

~%

Hexamidine Structure

4,4'-(HEXANE-1,6-DIYLBIS(OXY))DIBENZONITRILE Structure

4,4'-(HEXANE-1,...

~%

Hexamidine Structure

4-Hydroxybenzonitrile Structure

4-Hydroxybenzon...

~%

Hexamidine Structure

4-Hydroxy-3-Methoxybenzonitrile Structure

4-Hydroxy-3-Met...

~%

4-[4-(4-carbamimidoyl-2-methoxyphenoxy)butoxy]-3-methoxybenzenecarboximidamide Structure

4-[4-(4-carbami...

3,3'-dimethoxy-4,4'-butanediyldioxy-di-benzonitrile Structure

3,3'-dimethoxy-...

~%

4-[4-(4-carbamimidoyl-2-methoxyphenoxy)butoxy]-3-methoxybenzenecarboximidamide Structure

4-[4-(4-carbami...

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

~88%

4-Chloro-3-nitrobenzonitrile Structure

4-Chloro-3-nitr...

1,2-Bis(4-cyanophenoxy)ethane Structure

1,2-Bis(4-cyano...

~%

4-[2-(4-carbamimidoylphenoxy)ethoxy]benzenecarboximidamide Structure

4-[2-(4-carbami...

4-Hydroxybenzonitrile Structure

4-Hydroxybenzon...

~%

4-[2-(4-carbamimidoylphenoxy)ethoxy]benzenecarboximidamide Structure

4-[2-(4-carbami...

1,5-Dibromopentane Structure

1,5-Dibromopentane

~%

3-[5-(3-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide Structure

3-[5-(3-carbami...

3-Cyanophenol Structure

~%

3-[5-(3-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide Structure

3-[5-(3-carbami...

3-[5-(3-cyanophenoxy)pentoxy]benzonitrile Structure

3-[5-(3-cyanoph...

~%

3-[5-(3-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide Structure

3-[5-(3-carbami...

3-Cyanophenol Structure

~%

3-[4-(3-carbamimidoylphenoxy)butoxy]benzenecarboximidamide Structure

3-[4-(3-carbami...

3-[4-(3-cyanophenoxy)butoxy]benzonitrile Structure

3-[4-(3-cyanoph...

~%

3-[4-(3-carbamimidoylphenoxy)butoxy]benzenecarboximidamide Structure

3-[4-(3-carbami...

1,4-Dibromobutane Structure

1,4-Dibromobutane

3-Cyanophenol Structure

~%

3-[4-(3-cyanophenoxy)butoxy]benzonitrile Structure

3-[4-(3-cyanoph...

1,5-Dibromopentane Structure

1,5-Dibromopentane

3-Cyanophenol Structure

~%

3-[5-(3-cyanophenoxy)pentoxy]benzonitrile Structure

3-[5-(3-cyanoph...

4,4'-(HEXANE-1,6-DIYLBIS(OXY))DIBENZONITRILE Structure

4,4'-(HEXANE-1,...

~85%

4-[6-(4-cyano-2-nitrophenoxy)hexoxy]-3-nitrobenzonitrile Structure

4-[6-(4-cyano-2...

1,6-Dibromohexane Structure

1,6-Dibromohexane

~%

4-[6-(4-cyano-2-nitrophenoxy)hexoxy]-3-nitrobenzonitrile Structure

4-[6-(4-cyano-2...

4-Hydroxybenzonitrile Structure

4-Hydroxybenzon...

~%

4-[6-(4-cyano-2-nitrophenoxy)hexoxy]-3-nitrobenzonitrile Structure

4-[6-(4-cyano-2...

3,3'-dichloro-4,4'-pentanediyldioxy-di-benzonitrile Structure

3,3'-dichloro-4...

~%

4-[5-(4-carbamimidoyl-2-chlorophenoxy)pentoxy]-3-chlorobenzenecarboximidamide Structure

4-[5-(4-carbami...

3-chloro-4-hydroxybenzonitrile Structure

3-chloro-4-hydr...

~%

4-[5-(4-carbamimidoyl-2-chlorophenoxy)pentoxy]-3-chlorobenzenecarboximidamide Structure

4-[5-(4-carbami...

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

~%

4-[3-[(4-carbamimidoyl-2-nitro-phenyl)amino]propylamino]-3-nitro-benze necarboximidamide Structure

4-[3-[(4-carbam...

4-Chloro-3-nitrobenzonitrile Structure

4-Chloro-3-nitr...

~%

4-[3-[(4-carbamimidoyl-2-nitro-phenyl)amino]propylamino]-3-nitro-benze necarboximidamide Structure

4-[3-[(4-carbam...

3-Cyanophenol Structure

~%

3-[3-(3-carbamimidoylphenoxy)propoxy]benzenecarboximidamide Structure

3-[3-(3-carbami...

1,6-Dibromohexane Structure

1,6-Dibromohexane

~%

3-[6-(3-carbamimidoylphenoxy)hexoxy]benzenecarboximidamide Structure

3-[6-(3-carbami...

3-Cyanophenol Structure

~%

3-[6-(3-carbamimidoylphenoxy)hexoxy]benzenecarboximidamide Structure

3-[6-(3-carbami...

3-[6-(3-cyanophenoxy)hexoxy]benzonitrile Structure

3-[6-(3-cyanoph...

~%

3-[6-(3-carbamimidoylphenoxy)hexoxy]benzenecarboximidamide Structure

3-[6-(3-carbami...

2,2'-dimethoxy-4,4'-dicyano-α,ω-diphenoxypentane Structure

2,2'-dimethoxy-...

~%

4-[5-(4-carbamimidoyl-2-methoxyphenoxy)pentoxy]-3-methoxybenzenecarboximidamide Structure

4-[5-(4-carbami...

4-Hydroxy-3-Methoxybenzonitrile Structure

4-Hydroxy-3-Met...

~%

4-[5-(4-carbamimidoyl-2-methoxyphenoxy)pentoxy]-3-methoxybenzenecarboximidamide Structure

4-[5-(4-carbami...

4-Chlorobenzonitrile Structure

4-Chlorobenzonitrile

~%

3-amino-4-[2-(2-amino-4-carbamimidoylanilino)ethylamino]benzenecarboximidamide Structure

3-amino-4-[2-(2...

4-Chloro-3-nitrobenzonitrile Structure

4-Chloro-3-nitr...

~%

3-amino-4-[2-(2-amino-4-carbamimidoylanilino)ethylamino]benzenecarboximidamide Structure

3-amino-4-[2-(2...