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

Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides

D Rennison, D Conole, MD Tingle, J Yang…

Index: Rennison, David; Conole, Daniel; Tingle, Malcolm D.; Yang, Junpeng; Eason, Charles T.; Brimble, Margaret A. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 24 p. 6629 - 6635

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Citation Number: 5

Abstract

Abstract A number of structural analogues of the known toxicant para-aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia— with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1–20; compound 6 metHb%= 74.1±2). Besides ...

4-Aminoacetophenone Structure

4-Aminoacetophenone

1-Hexanol Structure

~8%

4'-Aminooctanophenone Structure

4'-Aminooctanop...

(2E)-1-(4-Nitrophenyl)-3-phenyl-2-propene-1-one Structure

(2E)-1-(4-Nitro...

~%

2-Propen-1-one,1-(4-aminophenyl)-3-phenyl- Structure

2-Propen-1-one,...

4-Nitrobenzaldehyde Structure

4-Nitrobenzaldehyde

Acetophenone Structure

~%

2-Propen-1-one,1-(4-aminophenyl)-3-phenyl- Structure

2-Propen-1-one,...

1-(4-Bromophenyl)hexan-1-one Structure

1-(4-Bromopheny...

~%

4-aminohexanoylphenone Structure

4-aminohexanoyl...

Bromobenzene Structure

Hexanoyl chloride TOP1 supplier Structure

Hexanoyl chlori...

~%

4-aminohexanoylphenone Structure

4-aminohexanoyl...

p-Bromobutyrophenone Structure

p-Bromobutyrophenone

~%

4'-Aminobutyrophenone Structure

4'-Aminobutyrop...

4-Nitroaniline Structure

~%

N-Butyl-4-nitrobenzenesulfonamide Structure

N-Butyl-4-nitro...

Butanoic anhydride Structure

Butanoic anhydride

Bromobenzene Structure

~%

p-Bromobutyrophenone Structure

p-Bromobutyrophenone

pentanol Structure

4-Aminoacetophenone Structure

4-Aminoacetophenone

~17%

4-aminoheptanoylphenone Structure

4-aminoheptanoy...

4-Nitroaniline Structure

~98%

nosyl chloride Structure

N-Butyl-4-nitrobenzenesulfonamide Structure

N-Butyl-4-nitro...

~62%

Benzenesulfonamide,4-amino-N-butyl- Structure

Benzenesulfonam...

Bromobenzene Structure

2-Methylpropanoyl chloride Structure

2-Methylpropano...

~%

1-(4-Bromophenyl)-2-methyl-1-propanone Structure

1-(4-Bromopheny...

1-(4-Bromophenyl)-2-methyl-1-propanone Structure

1-(4-Bromopheny...

~%

1-(4-aminophenyl)-2-methylpropan-1-one Structure

1-(4-aminopheny...

pentanethiol Structure

4-Chloronitrobenzene Structure

4-Chloronitrobenzene

~90%

1-nitro-4-pentylsulfanylbenzene Structure

1-nitro-4-penty...

(4-Bromophenyl)(cyclopropyl)methanone Structure

(4-Bromophenyl)...

~%

(4-Amino-phenyl)-cyclopropylmethanone Structure

(4-Amino-phenyl...

Bromobenzene Structure

~%

(4-Amino-phenyl)-cyclopropylmethanone Structure

(4-Amino-phenyl...