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Literature summary for 1.3.3.4 extracted from

  • Zuo, Y.; Wu, Q.; Su, S.W.; Niu, C.W.; Xi, Z.; Yang, G.F.
    Synthesis, herbicidal activity, and QSAR of novel N-benzothiazolyl-pyrimidine-2,4-diones as protoporphyrinogen oxidase inhibitors (2016), J. Agric. Food Chem., 64, 552-562 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
3-[6-bromo-2-[(2-oxopentyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-bromo-2-[(3-methyl-2-oxobutyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-bromo-2-[(prop-2-yn-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-chloro-2-[(2-oxopentyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-chloro-2-[(3-methyl-2-oxobutyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-chloro-2-[(prop-2-yn-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-fluoro-2-[(2-oxopentyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-fluoro-2-[(3-methyl-2-oxobutyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-fluoro-2-[(prop-2-en-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
3-[6-fluoro-2-[(prop-2-yn-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione
-
Nicotiana tabacum
ethyl ([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
Nicotiana tabacum
ethyl ([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
Nicotiana tabacum
ethyl ([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
Nicotiana tabacum
ethyl 2-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
Nicotiana tabacum
ethyl 2-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
ethyl 2-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
Nicotiana tabacum
ethyl 2-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
ethyl 2-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
Nicotiana tabacum
ethyl 2-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
ethyl 3-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
ethyl 3-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
ethyl 3-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
ethyl 4-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
Nicotiana tabacum
ethyl 4-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
Nicotiana tabacum
ethyl 4-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
Nicotiana tabacum
methyl ([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
Nicotiana tabacum
methyl ([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
Nicotiana tabacum
methyl ([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
Nicotiana tabacum
methyl 2-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
methyl 2-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
methyl 2-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
Nicotiana tabacum
additional information synthesis, herbicidal activity, and quantitative structure–activity relationship of N-benzothiazolyl-pyrimidine-2,4-diones as protoporphyrinogen oxidase inhibitors, overview Nicotiana tabacum
O-ethyl S-[6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] carbonothioate
-
Nicotiana tabacum
S-[6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
Nicotiana tabacum
S-[6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
Nicotiana tabacum
S-[6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
Nicotiana tabacum
S-[6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
Nicotiana tabacum
saflufenacil
-
Nicotiana tabacum
sulfentrazone
-
Nicotiana tabacum

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrion
-
Nicotiana tabacum 5739
-

Organism

Organism UniProt Comment Textmining
Nicotiana tabacum O24164
-
-

Synonyms

Synonyms Comment Organism
mtPPO
-
Nicotiana tabacum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
assay at room temperature Nicotiana tabacum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Nicotiana tabacum

Cofactor

Cofactor Comment Organism Structure
FAD
-
Nicotiana tabacum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000072
-
ethyl 2-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate pH 7.5, 22°C Nicotiana tabacum
0.0000073
-
ethyl 3-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.000009
-
ethyl ([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate pH 7.5, 22°C Nicotiana tabacum
0.00001
-
saflufenacil pH 7.5, 22°C Nicotiana tabacum
0.000011
-
3-[6-fluoro-2-[(3-methyl-2-oxobutyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.000012
-
3-[6-fluoro-2-[(2-oxopentyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.000013
-
ethyl 4-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)butanoate pH 7.5, 22°C Nicotiana tabacum
0.000014
-
3-[6-fluoro-2-[(prop-2-en-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.000014
-
ethyl 2-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.000016
-
methyl 2-([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.000019
-
3-[6-fluoro-2-[(prop-2-yn-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.00003
-
sulfentrazone pH 7.5, 22°C Nicotiana tabacum
0.000032
-
methyl ([6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate pH 7.5, 22°C Nicotiana tabacum
0.000036
-
S-[6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-methyl carbonothioate pH 7.5, 22°C Nicotiana tabacum
0.000065
-
O-ethyl S-[6-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] carbonothioate pH 7.5, 22°C Nicotiana tabacum
0.00012
-
ethyl 3-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.00021
-
ethyl 4-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)butanoate pH 7.5, 22°C Nicotiana tabacum
0.00045
-
ethyl ([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate pH 7.5, 22°C Nicotiana tabacum
0.00046
-
3-[6-chloro-2-[(3-methyl-2-oxobutyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.00109
-
3-[6-chloro-2-[(2-oxopentyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.00139
-
ethyl 2-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.00169
-
ethyl 2-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate pH 7.5, 22°C Nicotiana tabacum
0.00217
-
ethyl 3-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.00225
-
ethyl 2-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.00294
-
ethyl 4-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)butanoate pH 7.5, 22°C Nicotiana tabacum
0.00476
-
S-[6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-methyl carbonothioate pH 7.5, 22°C Nicotiana tabacum
0.00484
-
ethyl ([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate pH 7.5, 22°C Nicotiana tabacum
0.00485
-
methyl ([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate pH 7.5, 22°C Nicotiana tabacum
0.00488
-
3-[6-chloro-2-[(prop-2-yn-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.00532
-
ethyl 2-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate pH 7.5, 22°C Nicotiana tabacum
0.00704
-
S-[6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-ethyl carbonothioate pH 7.5, 22°C Nicotiana tabacum
0.00864
-
methyl 2-([6-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.01129
-
3-[6-bromo-2-[(3-methyl-2-oxobutyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.01723
-
methyl 2-([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)propanoate pH 7.5, 22°C Nicotiana tabacum
0.06632
-
3-[6-bromo-2-[(2-oxopentyl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum
0.08112
-
S-[6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl] O-ethyl carbonothioate pH 7.5, 22°C Nicotiana tabacum
0.09854
-
methyl ([6-bromo-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]-1,3-benzothiazol-2-yl]sulfanyl)acetate pH 7.5, 22°C Nicotiana tabacum
0.1301
-
3-[6-bromo-2-[(prop-2-yn-1-yl)sulfanyl]-1,3-benzothiazol-5-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione pH 7.5, 22°C Nicotiana tabacum