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Literature summary for 1.14.15.4 extracted from

  • Zimmer, C.; Hafner, M.; Zender, M.; Ammann, D.; Hartmann, R.W.; Vock, C.A.
    N-(Pyridin-3-yl)benzamides as selective inhibitors of human aldosterone synthase (CYP11B2) (2011), Bioorg. Med. Chem. Lett., 21, 186-190.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
stable expression of human CYP11B2 or CYP11B1 enzymes in V79 Chinese hamster cells Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
2,3-dichloro-N-(pyridin-3-yl)benzamide 51% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B22 Homo sapiens
2,4,5-trifluoro-N-(pyridin-3-yl)benzamide 70% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B23 Homo sapiens
2-fluoro-N-(pyridin-3-yl)benzamide 34% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B19 Homo sapiens
3,4-difluoro-N-(pyridin-3-yl)benzamide 83% inhibition of CYP11B2 at 0.5 mM, 6% inhibition of CYP11B20 Homo sapiens
3,4-dimethoxy-N-(pyridin-3-yl)benzamide
-
Homo sapiens
3-chloro-N-(pyridin-3-yl)benzamide 26% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B18 Homo sapiens
3-fluoro-N-(pyridin-3-yl)benzamide 47% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B17 Homo sapiens
4-bromo-N-(pyridin-3-yl)benzamide 64% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B9 Homo sapiens
4-chloro-N-(pyridin-3-yl)benzamide 88% inhibition of CYP11B2 at 0.5 mM, 5% inhibition of CYP11B8 Homo sapiens
4-cyano-N-(pyridin-3-yl)benzamide 81% inhibition of CYP11B2 at 0.5 mM, 9% inhibition of CYP11B15 Homo sapiens
4-fluoro-N-(pyridin-3-yl)benzamide 86% inhibition of CYP11B2 at 0.5 mM, 7% inhibition of CYP11B7 Homo sapiens
4-methoxy-N-(pyridin-3-yl)benzamide 19% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B10 Homo sapiens
4-methyl-N-(pyridin-3-yl)benzamide 25% inhibition of CYP11B2 at 0.5 mM, no% inhibition of CYP11B13 Homo sapiens
4-nitro-N-(pyridin-3-yl)benzamide 64% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B16 Homo sapiens
5-bromo-N-(pyridin-3-yl)pyridine-3-carboxamide 29% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B5 Homo sapiens
6-(5,8-dihydroisoquinolin-4-yl)-3,4-dihydroquinolin-2(1H)-one 94% inhibition of CYP11B2 at 0.5 mM, 91% inhibition of CYP11B1 Homo sapiens
Metyrapone 79% inhibition of CYP11B2 at 0.5 mM, 94% inhibition of CYP11B2 Homo sapiens
additional information synthesis of 23 N-(pyridin-3-yl)benzamides and evaluation for their potential to inhibit steroid-11beta-hydroxylase CYP11B1 and aldosterone synthase CYP11B2, overview. N-(Pyridin-3-yl)benzamides are a highly selective class of CYP11B2 inhibitors in vitro. No or poor inhibition of both isozymes by 3i, 3j, 3l, and 3s Homo sapiens
N-(pyridin-3-yl)-4-(trifluoromethoxy)benzamide
-
Homo sapiens
N-(pyridin-3-yl)-4-(trifluoromethyl)benzamide
-
Homo sapiens
N-(pyridin-3-yl)benzamide 30% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B6 Homo sapiens
N-(pyridin-3-yl)biphenyl-4-carboxamide
-
Homo sapiens
N-(pyridin-3-yl)pyridine-3-carboxamide 8% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B3 Homo sapiens
N-(pyridin-3-yl)pyridine-4-carboxamide 39% inhibition of CYP11B2 at 0.5 mM, 4% inhibition of CYP11B4 Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Synonyms

Synonyms Comment Organism
Aldosterone synthase
-
Homo sapiens
CYP11B1
-
Homo sapiens
CYP11B2
-
Homo sapiens
steroid-11beta-hydroxylase
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000002
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-(5,8-dihydroisoquinolin-4-yl)-3,4-dihydroquinolin-2(1H)-one
0.0000059
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 3,4-difluoro-N-(pyridin-3-yl)benzamide
0.0000075
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-cyano-N-(pyridin-3-yl)benzamide
0.0000102
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-chloro-N-(pyridin-3-yl)benzamide
0.0000143
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-fluoro-N-(pyridin-3-yl)benzamide
0.0000146
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens Metyrapone
0.0000161
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 2,4,5-trifluoro-N-(pyridin-3-yl)benzamide
0.0000248
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-nitro-N-(pyridin-3-yl)benzamide
0.000033
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 6-(5,8-dihydroisoquinolin-4-yl)-3,4-dihydroquinolin-2(1H)-one
0.0000535
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 3,4-difluoro-N-(pyridin-3-yl)benzamide
0.000065
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-chloro-N-(pyridin-3-yl)benzamide
0.000072
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens Metyrapone
0.000078
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-cyano-N-(pyridin-3-yl)benzamide
0.000082
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-fluoro-N-(pyridin-3-yl)benzamide
0.000104
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-bromo-N-(pyridin-3-yl)benzamide
0.000145
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-nitro-N-(pyridin-3-yl)benzamide
0.000166
-
inhibition of CYP11B2, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 2,4,5-trifluoro-N-(pyridin-3-yl)benzamide
0.000167
-
inhibition of CYP11B1, substrate 11-deoxycorticosterone, pH not specified in the publication, temperature not specified in the publication Homo sapiens 4-bromo-N-(pyridin-3-yl)benzamide