IPRODIONE

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Synonyms
UNII S3AYV2A6EU
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key ONUFESLQCSAYKA-UHFFFAOYSA-N
Smiles CC(C)NC(=O)N1CC(=O)N(C1=O)c2cc(Cl)cc(Cl)c2
InChI
InChI=1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20)

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H13Cl2N3O3
Molecular Weight 330.17
AlogP 2.66
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 69.72
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 21.0
Assay Description Organism Bioactivity Reference
Fungicidal activity against Sclerotinia sclerotiorum in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control Sclerotinia sclerotiorum 97.8 %
Fungicidal activity against Pseudoperonospora cubensis in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control Pseudoperonospora cubensis 55.9 %
Fungicidal activity against Ascochyta citrallina in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control Ascochyta 98.4 %
Fungicidal activity against Pseudomonas syringae pv. lachrymans in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control Pseudomonas syringae pv. lachrymans 38.5 %
Fungicidal activity against Corynespora cassiicola in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control Corynespora cassiicola 53.5 %
Fungicidal activity against Pestalotiopsis microspora infected in Chinese hickory orchards assessed as conidium germination inhibition at 25 degC after 24 hr Pestalotiopsis microspora 9.87 ug.mL-1
Fungicidal activity against Pestalotiopsis microspora infected Chinese hickory orchards assessed as mycelial growth inhibition at 25 degC after 5 days Pestalotiopsis microspora 2.03 ug.mL-1
Fungicidal activity against Rhizoctonia solani AG-1 IA assessed as inhibition of mycelial radial growth Rhizoctonia solani AG-1 IA 11.76 mg/L Fungicidal activity against Rhizoctonia solani AG-1 IA assessed as inhibition of mycelial radial growth Rhizoctonia solani AG-1 IA 0.237 ug.mL-1
Fungicidal activity against Rhizoctonia solani AG-1 IA assessed as mycelial radial growth at 100 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 0.0 mm
Fungicidal activity against Rhizoctonia solani AG-1 IA assessed as mycelial radial growth at 1 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 5.5 mm
Fungicidal activity against Rhizoctonia solani AG-1 IA assessed as mycelial radial growth at 10 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 0.0 mm
Fungicidal activity against Rhizoctonia solani AG-1 IA assessed as mycelial radial growth at 0.1 mg/l (Rvb = 40 mm) Rhizoctonia solani AG-1 IA 39.0 mm
Antifungal activity against Alternaria solani incubated as 50% WP formulation Alternaria solani 55.96 ug.mL-1
Antifungal activity against Passalora fulva incubated as 50% WP formulation Passalora fulva 48.9 ug.mL-1
Antifungal activity against Botryotinia fuckeliana incubated as 50% WP formulation Botryotinia fuckeliana 58.57 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HL64R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HQ31R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HN49R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HD10R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HQ12R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HN100R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale two generation induced iprodione-resistant wheat field isolate HQ3R assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 100.0 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HL64 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.372 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HQ31 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.35 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HN49 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.481 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HD10 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.46 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HQ12 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.725 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HN100 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.249 ug.mL-1
Antifungal activity against Ceratobasidium cereale iprodione-sensitive wheat field isolate HQ3 assessed as mycelial growth inhibition in potato dextrose agar media at 25 degC measured after 3 days Ceratobasidium cereale 0.357 ug.mL-1
Antifungal activity against Ceratobasidium cereale wheat field isolate assessed as mycelial growth inhibition at 10 ug/mL in potato dextrose agar media 25 degC measured after 5 days Ceratobasidium cereale None
Antifungal activity against Ceratobasidium cereale wheat field isolate assessed as mycelial growth inhibition at 25 degC measured after 3 days Ceratobasidium cereale 0.419 ug.mL-1
Fungicidal activity against Monilinia laxa isolate MLX1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 21.88 %
Fungicidal activity against Monilinia laxa isolate MLP4 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 45.23 %
Fungicidal activity against Monilinia laxa isolate MLK12 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 45.46 %
Fungicidal activity against Monilinia laxa isolate MLK1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 57.14 %
Fungicidal activity against Monilinia laxa isolate MLC2 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 46.61 %
Fungicidal activity against Monilinia laxa isolate MLX5 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 54.55 %
Fungicidal activity against Monilinia laxa isolate MLP2 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 28.12 %
Fungicidal activity against Monilinia laxa isolate MLBO5 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 0.0 %
Fungicidal activity against Monilinia laxa isolate MLBO2 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 40.44 %
Fungicidal activity against Monilinia laxa isolate MLA1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 30.22 %
Fungicidal activity against Monilinia laxa isolate MLG1 assessed as mycelial growth at 0.5 ug/ml at 25 degC after 4 days Monilinia laxa 35.42 %
Fungicidal activity against Macrophomina phaseolina assessed as mycelial growth inhibition incubated at 27 degC for 5 days Macrophomina phaseolina 0.03 mg.kg-1
Fungicidal activity against Macrophomina phaseolina in non-grafted Melon plants cv. 6405 plots assessed as disease incidence exposed to compound at 200 ml/1000 m2 of commercial product applied as soil drench three times during growing season (Rvb = 65%) Macrophomina phaseolina 35.0 %
Antifungal activity against Botryotinia fuckeliana in seven to eight-leaf stage of tomato plant at 563 g/ha treated 24 hr before inoculation measured after 5 days relative to control Botryotinia fuckeliana 90.39 %
Toxicity against Bionectria ochroleuca assessed as inhibition of mycelial growth at 0.9 to 1.13 mg/ml measured every 24 hr intervals over 192 hr Bionectria ochroleuca 79.0 %
Toxicity against Bionectria ochroleuca assessed as inhibition of conidial germination at 0.9 to 1.13 mg/ml measured every 24 hr intervals over 192 hr Bionectria ochroleuca 55.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as mean pathogen compound applied 24 hr prior inoculation to pruning wound measured after 1 year Neofusicoccum luteum 34.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as pathogen incidence at area beyond node compound applied 24 hr prior inoculation to pruning wound measured after 1 year Neofusicoccum luteum 0.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as pathogen incidence at closest side shoot compound applied 24 hr prior inoculation to pruning wound measured after 6 months Neofusicoccum luteum 3.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as non-lesion areas compound applied 24 hr prior inoculation to pruning wound measured after 1 year Neofusicoccum luteum 30.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as pathogen incidence at dieback edges compound applied 24 hr prior inoculation to pruning wound measured after 1 year Neofusicoccum luteum 53.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as pathogen incidence at dieback sites compound applied 24 hr prior inoculation to pruning wound measured after 1 year Neofusicoccum luteum 83.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as pathogen incidence at 50 g AI /100 L applied 24 hr prior inoculation to pruning wound measured after 3 months Neofusicoccum luteum 0.0 %
Fungicidal activity against Neofusicoccum luteum infected Pinot noir grapevine assessed as dieback lesion length at 50 g AI /100 L applied 24 hr prior inoculation to pruning wound measured after 3 months Neofusicoccum luteum 39.9 mm
Fungicidal activity against Diplodia mutila Q assessed as conidial germination inhibition after 48 hr Diplodia mutila 0.03 mgAi/L
Fungicidal activity against Diplodia mutila F (12)2 assessed as conidial germination inhibition after 48 hr Diplodia mutila 0.03 mgAi/L
Fungicidal activity against Diplodia mutila Iso-2 assessed as conidial germination inhibition after 48 hr Diplodia mutila 0.03 mgAi/L
Fungicidal activity against Neofusicoccum luteum N(12)2 assessed as conidial germination inhibition after 48 hr Neofusicoccum luteum 0.04 mgAi/L
Fungicidal activity against Neofusicoccum luteum M (13)8 assessed as conidial germination inhibition after 48 hr Neofusicoccum luteum 0.04 mgAi/L
Fungicidal activity against Neofusicoccum luteum G(s)-1 assessed as conidial germination inhibition after 48 hr Neofusicoccum luteum 0.04 mgAi/L
Fungicidal activity against Neofusicoccum australe J-3 assessed as conidial germination inhibition after 48 hr Neofusicoccum australe 0.05 mgAi/L
Fungicidal activity against Neofusicoccum australe Mel-2 assessed as conidial germination inhibition after 48 hr Neofusicoccum australe 0.05 mgAi/L
Fungicidal activity against Neofusicoccum australe Kat-1 assessed as conidial germination inhibition after 48 hr Neofusicoccum australe 0.05 mgAi/L
Fungicidal activity against Diplodia mutila Q assessed as mycelial growth inhibition after 48 hr Diplodia mutila 0.247 mgAi/L
Fungicidal activity against Diplodia mutila Iso-2 assessed as mycelial growth inhibition after 48 hr Diplodia mutila 0.247 mgAi/L
Fungicidal activity against Diplodia mutila F (12)2 assessed as mycelial growth inhibition after 48 hr Diplodia mutila 0.247 mgAi/L
Fungicidal activity against Neofusicoccum luteum M (13)8 assessed as mycelial growth inhibition after 48 hr Neofusicoccum luteum 0.314 mgAi/L
Fungicidal activity against Neofusicoccum luteum N(12)2 assessed as mycelial growth inhibition after 48 hr Neofusicoccum luteum 0.314 mgAi/L
Fungicidal activity against Neofusicoccum luteum G(s)-1 assessed as mycelial growth inhibition after 48 hr Neofusicoccum luteum 0.314 mgAi/L
Fungicidal activity against Neofusicoccum australe J-3 assessed as mycelial growth inhibition after 48 hr Neofusicoccum australe 0.273 mgAi/L
Fungicidal activity against Neofusicoccum australe Mel-2 assessed as mycelial growth inhibition after 48 hr Neofusicoccum australe 0.273 mgAi/L
Fungicidal activity against Neofusicoccum australe Kat-1 assessed as mycelial growth inhibition after 48 hr Neofusicoccum australe 0.273 mgAi/L
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 2 ppm foliar application 24 hr after inoculation by curative manner Botryotinia fuckeliana 20.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 7.8 ppm foliar application 24 hr after inoculation by curative manner Botryotinia fuckeliana 60.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 31.3 ppm foliar application 24 hr after inoculation by curative manner Botryotinia fuckeliana 70.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 125 ppm foliar application 24 hr after inoculation by curative manner Botryotinia fuckeliana 80.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 2 ppm foliar application 24 hr before inoculation by preventive manner Botryotinia fuckeliana 20.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 7.8 ppm foliar application 24 hr before inoculation by preventive manner Botryotinia fuckeliana 50.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 31.3 ppm foliar application 24 hr before inoculation by preventive manner Botryotinia fuckeliana 100.0 %
Fungicidal activity against Botryotinia fuckeliana assessed as cucumber gray mold disease control at 125 ppm foliar application 24 hr before inoculation by preventive manner Botryotinia fuckeliana 100.0 %
Antimicrobial activity against Mycogone perniciosa isolates assessed as inhibition of mycelial growth after 12 days Mycogone perniciosa 2.69 ug ml-1
Fungitoxicity against highly fenhexamid resistant Monilinia laxa MF-2 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.24 ug.mL-1
Fungitoxicity against highly fenhexamid resistant Monilinia laxa MF-3 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.25 ug.mL-1
Fungitoxicity against moderately fenhexamid resistant Monilinia laxa MF-7 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.23 ug.mL-1
Fungitoxicity against highly fenhexamid resistant Monilinia laxa MF-5 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.25 ug.mL-1
Fungitoxicity against moderately fenhexamid resistant Monilinia laxa MF-4 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.19 ug.mL-1
Fungitoxicity against moderately fenhexamid resistant Monilinia laxa MF-22 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.21 ug.mL-1
Fungitoxicity against moderately fenhexamid resistant Monilinia laxa MF-8 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.35 ug.mL-1
Fungitoxicity against moderately fenhexamid resistant Monilinia laxa MF-6 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.32 ug.mL-1
Fungitoxicity against moderately fenhexamid resistant Monilinia laxa MF-1 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.26 ug.mL-1
Fungitoxicity against wild type Monilinia laxa K2 assessed as reduction in mycelial growth measured at 25 degC after 4 days Monilinia laxa 0.25 ug.mL-1
Antifungal activity against Botryotinia fuckeliana inoculated in strawberry fruit Botryotinia fuckeliana 0.25 ug.mL-1

Cross References

Resources Reference
ChEMBL CHEMBL1862887
FDA SRS S3AYV2A6EU
PubChem 37517
SureChEMBL SCHEMBL22416
ZINC ZINC00154980
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