Page last updated: 2024-12-07
flucycloxuron
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Description
flucycloxuron: benzoylphenylurea insecticide; a chitin synthesis inhibitor effective on reproductive events and thickness of chorion in mealworms [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
---|---|
PubMed CID | 6537963 |
CHEMBL ID | 226430 |
CHEBI ID | 39376 |
SCHEMBL ID | 27068 |
MeSH ID | M0483147 |
PubMed CID | 5483846 |
CHEBI ID | 39377 |
SCHEMBL ID | 4380754 |
MeSH ID | M0483147 |
Synonyms (47)
Synonym |
---|
du 319722 |
flucycloxuron [iso] |
ubi-a 1335 |
benzamide, n-(((4-(((((4-chlorophenyl)cyclopropylmethylene)amino)oxy)methyl)phenyl)amino)carbonyl)-2,6-difluoro- |
andalin |
a 1335 |
ph 70-23 |
oms 3041 |
CHEBI:39376 , |
n-({4-[({[(1e)-(4-chlorophenyl)(cyclopropyl)methylene]amino}oxy)methyl]phenyl}carbamoyl)-2,6-difluorobenzamide |
CHEMBL226430 |
n-[[4-[[(e)-[(4-chlorophenyl)-cyclopropylmethylidene]amino]oxymethyl]phenyl]carbamoyl]-2,6-difluorobenzamide |
unii-lz8m3191sk |
lz8m3191sk , |
v8h544mv3h , |
benzamide, n-(((4-(((((4-chlorophenyl)cyclopropylmethylene)amino)oxy)methyl)phenyl)amino)carbonyl)-2,6-difluoro-, (e)- |
flucycloxuron, (e)- |
94050-52-9 |
flucycloxuron,(e)-isomer |
flucycloxuron (e-isomer) |
unii-v8h544mv3h |
benzamide, n-(((4-((((e)-((4-chlorophenyl)cyclopropylmethylene)amino)oxy)methyl)phenyl)amino)carbonyl)-2,6-difluoro- |
SCHEMBL27068 |
flucycloxuron e-form [mi] |
DTXSID4058497 |
andalin;du 319722;a 1335 |
Q27119840 |
AKOS040744423 |
CHEBI:39377 |
113036-88-7 |
n-({4-[({[(1z)-(4-chlorophenyl)(cyclopropyl)methylene]amino}oxy)methyl]phenyl}carbamoyl)-2,6-difluorobenzamide |
flucycloxuron |
(e)-flucycloxuron |
(z)-flucycloxuron |
flucycloxuron (z-isomer) |
q74obk70kb , |
unii-q74obk70kb |
benzamide, n-(((4-(((((4-chlorophenyl)cyclopropylmethylene)amino)oxy)methyl)phenyl)amino)carbonyl)-2,6-difluoro-, (z)- |
flucycloxuron, (z)- |
94050-53-0 |
flucycloxuron z-form [mi] |
PCKNFPQPGUWFHO-UQRQXUALSA-N |
SCHEMBL4380754 |
DTXSID10240359 |
n-[[4-[[[(4-chlorophenyl)-cyclopropyl-methylidene]amino]oxymethyl]phen yl]carbamoyl]-2,6-difluoro-benzamide |
flucycloxuron 100 microg/ml in acetonitrile |
Q27119839 |
Research Excerpts
Dosage Studied
Excerpt | Relevance | Reference |
---|---|---|
" The preliminary bioassay showed that some of the title compounds show excellent insecticidal activity against Mythimna separata at the dosage of 25 mg kg(-1) and moderate insecticidal activity against Nephotettix cincticeps at the dosage of 500 mg kg(-1)." | ( Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas. Bi, FC; Chen, L; Huang, RQ; Mao, CH; Ou, XM; Shang, J; Wang, QM, 2007) | 0.34 |
" The compounds were tested at their respective maximum field recommended concentration (MFRC), and, when strong lethal effects were observed, a dose-response assay with a dilution series of the MFRC was undertaken to calculate LC(50) values." | ( Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. Besard, L; Cuvelier, X; Mommaerts, V; Smagghe, G; Sterk, G; Vandeven, J, 2010) | 0.36 |
" For oral exposures via treated sugar water, the dose-response assay showed the LC(50) values for abamectin, bifenazate, bifenthrin and etoxazole to be 1/15 MFRC (1." | ( Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. Besard, L; Cuvelier, X; Mommaerts, V; Smagghe, G; Sterk, G; Vandeven, J, 2010) | 0.36 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Drug Classes (1)
Class | Description |
---|---|
flucycloxuron | |
flucycloxuron | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Bioassays (45)
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID288155 | Acarcidal activity against Tetranychus urticae larvae at 200 mg/kg | 2007 | Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11 | Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas. |
AID1082033 | Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae infested compound pre-treated corn leaves assessed as larvicidal activity at 2.5 mg/L measured 4 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID1112973 | Larvicidal activity against second-instar larvae of Plutella xylostella (diamondback moth) infected in compound-treated cabbage leaves measured after 4 days | 2013 | Journal of agricultural and food chemistry, Jan-23, Volume: 61, Issue:3 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide. |
AID493899 | Larvicidal activity against Oriental armyworm at 10 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1082015 | Insecticidal activity against Plutella xylostella (diamondback moth) s-instar larvae infested on compound pre-treated fresh cabbage leaves assessed as larvicidal activity measured 3 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID1082023 | Insecticidal activity against Culex pipiens pallens (mosquito) fourth-instar larvae assessed as larvicidal activity at 0.025 mg/L measured 8 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID1091649 | Larvicidal activity against fourth-instar larval stage of Culex pipiens pallens (mosquito) assessed as mortality at 0.01 mg/l at 25 +/-1 degC after 8 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1112978 | Larvicidal activity against fourth instar larvae of Mythimna separata (Oriental armyworm) infected compound-treated corn leaves assessed as mortality at 1 mg/l measured after 4 days | 2013 | Journal of agricultural and food chemistry, Jan-23, Volume: 61, Issue:3 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide. |
AID1104471 | Contact toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 125 mg a.i./l applied on the dorsal thorax for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks | 2010 | Pest management science, Jul, Volume: 66, Issue:7 | Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. |
AID1082036 | Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae infested compound pre-treated corn leaves assessed as larvicidal activity at 1 mg/L measured 4 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID493897 | Larvicidal activity against mosquito larvae at 0.01 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID288153 | Insecticidal activity against Nephotettix cincticeps at 500 mg/kg | 2007 | Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11 | Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas. |
AID288151 | Insecticidal activity against Mythimna separata at 25 mg/kg | 2007 | Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11 | Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas. |
AID493903 | Larvicidal activity against Oriental armyworm at 0.5 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID493900 | Larvicidal activity against Oriental armyworm at 5 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1112979 | Larvicidal activity against fourth instar larvae of Mythimna separata (Oriental armyworm) infected compound-treated corn leaves assessed as mortality at 2.5 mg/l measured after 4 days | 2013 | Journal of agricultural and food chemistry, Jan-23, Volume: 61, Issue:3 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide. |
AID1082031 | Insecticidal activity against Culex pipiens pallens (mosquito) fourth-instar larvae assessed as larvicidal activity at 0.1 mg/L measured 8 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID1082040 | Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae infested compound pre-treated corn leaves assessed as larvicidal activity at 10 mg/L measured 4 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID493913 | Larvicidal activity against mosquito larvae at 0.05 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1104453 | Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 125 mg a.i./l, po administered through sugar water for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks | 2010 | Pest management science, Jul, Volume: 66, Issue:7 | Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. |
AID1091651 | Larvicidal activity against fourth-instar larval stage of Culex pipiens pallens (mosquito) assessed as mortality at 0.025 mg/l at 25 +/-1 degC after 8 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1091664 | Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 0.5 mg/l at 25 +/-1 degC after 4 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID493922 | Larvicidal activity against diamondback moth | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1104423 | Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 125 mg a.i./l, po administered through pollen for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks | 2010 | Pest management science, Jul, Volume: 66, Issue:7 | Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. |
AID1104376 | Toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 125 mg a.i./l, po administered through pollen for 11 weeks measured once a week for 11 weeks | 2010 | Pest management science, Jul, Volume: 66, Issue:7 | Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. |
AID1091666 | Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 1 mg/l at 25 +/-1 degC after 4 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1091657 | Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 5 mg/l at 25 +/-1 degC after 4 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1091652 | Larvicidal activity against fourth-instar larval stage of Culex pipiens pallens (mosquito) assessed as mortality at 0.1 mg/l at 25 +/-1 degC after 8 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID493901 | Larvicidal activity against Oriental armyworm at 2.5 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1091642 | Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 25 +/-1 degC after 4 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1112980 | Larvicidal activity against fourth instar larvae of Mythimna separata (Oriental armyworm) infected compound-treated corn leaves assessed as mortality at 5 mg/l measured after 4 days | 2013 | Journal of agricultural and food chemistry, Jan-23, Volume: 61, Issue:3 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide. |
AID493921 | Larvicidal activity against beet armyworm | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1091665 | Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 2.5 mg/l at 25 +/-1 degC after 4 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1091658 | Larvicidal activity against fourth-instar larval stage of Mythimna separata (Oriental armyworm) in compound-pretreated corn leaves assessed as mortality at 10 mg/l at 25 +/-1 degC after 4 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1082039 | Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae infested compound pre-treated corn leaves assessed as larvicidal activity at 5 mg/L measured 4 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
AID288152 | Insecticidal activity against Mythimna separata at 10 mg/kg | 2007 | Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11 | Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas. |
AID493912 | Larvicidal activity against mosquito larvae at 0.1 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID288154 | Acarcidal activity against Tetranychus urticae eggs at 200 mg/kg | 2007 | Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11 | Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas. |
AID493902 | Larvicidal activity against Oriental armyworm at 1 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1091650 | Larvicidal activity against fourth-instar larval stage of Culex pipiens pallens (mosquito) assessed as mortality at 0.05 mg/l at 25 +/-1 degC after 8 days | 2008 | Journal of agricultural and food chemistry, Dec-10, Volume: 56, Issue:23 | Design, synthesis, bioactivity, and structure-activity relationship (SAR) studies of novel benzoylphenylureas containing oxime ether group. |
AID1104400 | Contact toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 125 mg a.i./l applied on the dorsal thorax for 11 weeks measured once a week for 11 weeks relative to control | 2010 | Pest management science, Jul, Volume: 66, Issue:7 | Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. |
AID1104352 | Toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 125 mg a.i./l, po administered through sugar water for 11 weeks measured once a week for 11 weeks relative to control | 2010 | Pest management science, Jul, Volume: 66, Issue:7 | Compatibility of traditional and novel acaricides with bumblebees (Bombus terrestris): a first laboratory assessment of toxicity and sublethal effects. |
AID493914 | Larvicidal activity against mosquito larvae at 0.025 mg/L | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID493923 | Larvicidal activity against corn Borer | 2010 | Bioorganic & medicinal chemistry letters, Aug-01, Volume: 20, Issue:15 | Synthesis, larvicidal activity, and SAR studies of new benzoylphenylureas containing oxime ether and oxime ester group. |
AID1082024 | Insecticidal activity against Culex pipiens pallens (mosquito) fourth-instar larvae assessed as larvicidal activity at 0.05 mg/L measured 8 days post treatment | 2011 | Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9 | Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (11)
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 6 (54.55) | 29.6817 |
2010's | 5 (45.45) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Observational | 0 (0.00%) | 0.25% |
Other | 6 (100.00%) | 84.16% |
Other | 6 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |