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Literature summary for 1.3.1.22 extracted from

  • Picard, F.; Hartmann, R.W.
    N-Substituted 4-(4-carboxyphenoxy)benzamides.: Synthesis and evaluation as inhibitors of steroid 5alpha-reductase type 1 and 2 (2002), J. Enzyme Inhib. Med. Chem., 17, 187-196.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
4-(4'-formylphenoxy)benzoic acid pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.007 mM Homo sapiens
4-(4'-formylphenoxy)benzoic acid 37°C, pH 6.6, 7% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 16% inhibition at 0.01 mM, isoform II Rattus norvegicus
4-(biphenyl-4'-yloxy)phenylacetic acid pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.00006 mM Homo sapiens
4-(biphenyl-4'-yloxy)phenylacetic acid 37°C, pH 6.6, 29% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 50% inhibition at 0.0096 mM, isoform II Rattus norvegicus
4-(biphenyl-4'-yloxy)phenylformic acid pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.000006 mM Homo sapiens
4-(biphenyl-4'-yloxy)phenylformic acid 37°C, pH 6.6, 21% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 15% inhibition at 0.01 mM, isoform II Rattus norvegicus
4-carboxy-4'-(N,N-dicyclohexyl)-aminobiphenyl pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.0047 mM, DU145 cells, 44% inhibition at 0.001 mM Homo sapiens
4-carboxy-4'-(N,N-dicyclohexyl)-aminobiphenyl pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.0014 mM, DU145 cells, 44% inhibition at 0.003 mM Rattus norvegicus
4-carboxy-4'-(N,N-diisobutyl)-aminobiphenyl pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.004 mM, DU145 cells, 16% inhibition at 0.001 mM Homo sapiens
4-carboxy-4'-(N,N-diisobutyl)-aminobiphenyl 37°C, pH 6.6, 24% inhibition at 0.001 mM, isoform I, 37°C, pH 5.5, 37% inhibition at 0.001 mM, isoform II Rattus norvegicus
4-carboxy-4'-(N,N-diisopropyl)-aminobiphenyl pH 5.5, 37°C, BPH tissue, 15% inhibition at 0.001 mM, DU145 cells, 9% inhibition at 0.001 mM Homo sapiens
4-carboxy-4'-(N,N-diisopropyl)-aminobiphenyl 37°C, pH 6.6, 4% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 10% inhibition at 0.01 mM, isoform II Rattus norvegicus
4-carboxy-4'-(N,N-diphenyl)-aminobiphenyl pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.00233 mM, DU145 cells, 28% inhibition at 0.001 mM Homo sapiens
4-carboxy-4'-(N,N-diphenyl)-aminobiphenyl 37°C, pH 6.6, 50% inhibition at 0.00046 mM, isoform I, 37°C, pH 5.5, 50% inhibition at 0.003 mM, isoform II Rattus norvegicus
4-carboxy-4'-(N-adamantyl)-aminobiphenyl pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.0019 mM, DU145 cells, 16% inhibition at 0.001 mM Homo sapiens
4-carboxy-4'-(N-adamantyl)-aminobiphenyl 37°C, pH 6.6, 50% inhibition at 0.0056 mM, isoform I, 37°C, pH 5.5, 50% inhibition at 0.01 mM, isoform II Rattus norvegicus
finasteride pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.000003 mM, DU145 cells, 50% inhibition at 0.00041 mM Homo sapiens
finasteride 37°C, pH 6.6, 50% inhibition at 0.00001 mM, isoform I, 37°C, pH 5.5, 50% inhibition at 0.00001 mM, isoform II Rattus norvegicus
N,N-dicyclohexyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.0067 mM, DU145 cells, 4% inhibition at 0.001 mM Homo sapiens
N,N-dicyclohexyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 50% inhibition at 0.0041 mM, isoform I, 37°C, pH 5.5, 50% inhibition at 0.01 mM, isoform II Rattus norvegicus
N,N-diisobutyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 46% inhibition at 0.01 mM Homo sapiens
N,N-diisobutyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 18% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 22% inhibition at 0.01 mM, isoform II Rattus norvegicus
N,N-diisopropyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 36% inhibition at 0.01 mM, DU145 cells, 4% inhibition at 0.001 mM Homo sapiens
N,N-diisopropyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 4% inhibition at 0.01 mM, isoform I Rattus norvegicus
N,N-diphenyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.00085 mM Homo sapiens
N,N-diphenyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 50% inhibition at 0.0045 mM, isoform I, 37°C, pH 5.5, 26% inhibition at 0.001 mM, isoform II Rattus norvegicus
N-adamantyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.00038 mM Homo sapiens
N-adamantyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 50% inhibition at 0.0082 mM, isoform I, 37°C, pH 5.5, 50% inhibition at 0.008 mM, isoform II Rattus norvegicus
N-cyclohexyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.0023 mM Homo sapiens
N-cyclohexyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 17% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 35% inhibition at 0.01 mM, isoform II Rattus norvegicus
N-phenyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.001 mM Homo sapiens
N-phenyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 22% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 39% inhibition at 0.01 mM, isoform II Rattus norvegicus
N-tert-butyl-4-(4'-carboxyphenoxy)benzamide pH 5.5, 37°C, BPH tissue, 50% inhibition at 0.0028 mM Homo sapiens
N-tert-butyl-4-(4'-carboxyphenoxy)benzamide 37°C, pH 6.6, 5% inhibition at 0.01 mM, isoform I, 37°C, pH 5.5, 26% inhibition at 0.01 mM, isoform II Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
isoform I and II
-
Rattus norvegicus
-
isoform I and II
-

Source Tissue

Source Tissue Comment Organism Textmining
prostate prostate carcinoma DU145 cells or from benign prostatic hyperplasia patients, BPH Homo sapiens
-
prostate prostate carcinoma DU145 cells or from BPH patients Rattus norvegicus
-