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 SourceID
PubMed CID6537963
CHEMBL ID226430
CHEBI ID39376
SCHEMBL ID27068
MeSH IDM0483147
PubMed CID5483846
CHEBI ID39377
SCHEMBL ID4380754
MeSH IDM0483147

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

ExcerptRelevanceReference
" 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)

ClassDescription
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 IDTitleYearJournalArticle
AID288155Acarcidal activity against Tetranychus urticae larvae at 200 mg/kg2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.
AID1082033Insecticidal 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 treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID1112973Larvicidal activity against second-instar larvae of Plutella xylostella (diamondback moth) infected in compound-treated cabbage leaves measured after 4 days2013Journal 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.
AID493899Larvicidal activity against Oriental armyworm at 10 mg/L2010Bioorganic & 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.
AID1082015Insecticidal 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 treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID1082023Insecticidal activity against Culex pipiens pallens (mosquito) fourth-instar larvae assessed as larvicidal activity at 0.025 mg/L measured 8 days post treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID1091649Larvicidal 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 days2008Journal 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.
AID1112978Larvicidal 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 days2013Journal 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.
AID1104471Contact 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 weeks2010Pest 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.
AID1082036Insecticidal 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 treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID493897Larvicidal activity against mosquito larvae at 0.01 mg/L2010Bioorganic & 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.
AID288153Insecticidal activity against Nephotettix cincticeps at 500 mg/kg2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.
AID288151Insecticidal activity against Mythimna separata at 25 mg/kg2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.
AID493903Larvicidal activity against Oriental armyworm at 0.5 mg/L2010Bioorganic & 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.
AID493900Larvicidal activity against Oriental armyworm at 5 mg/L2010Bioorganic & 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.
AID1112979Larvicidal 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 days2013Journal 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.
AID1082031Insecticidal activity against Culex pipiens pallens (mosquito) fourth-instar larvae assessed as larvicidal activity at 0.1 mg/L measured 8 days post treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID1082040Insecticidal 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 treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID493913Larvicidal activity against mosquito larvae at 0.05 mg/L2010Bioorganic & 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.
AID1104453Toxicity 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 weeks2010Pest 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.
AID1091651Larvicidal 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 days2008Journal 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.
AID1091664Larvicidal 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 days2008Journal 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.
AID493922Larvicidal activity against diamondback moth2010Bioorganic & 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.
AID1104423Toxicity 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 weeks2010Pest 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.
AID1104376Toxicity 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 weeks2010Pest 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.
AID1091666Larvicidal 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 days2008Journal 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.
AID1091657Larvicidal 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 days2008Journal 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.
AID1091652Larvicidal 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 days2008Journal 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.
AID493901Larvicidal activity against Oriental armyworm at 2.5 mg/L2010Bioorganic & 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.
AID1091642Larvicidal 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 days2008Journal 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.
AID1112980Larvicidal 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 days2013Journal 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.
AID493921Larvicidal activity against beet armyworm2010Bioorganic & 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.
AID1091665Larvicidal 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 days2008Journal 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.
AID1091658Larvicidal 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 days2008Journal 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.
AID1082039Insecticidal 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 treatment2011Journal of agricultural and food chemistry, May-11, Volume: 59, Issue:9
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group.
AID288152Insecticidal activity against Mythimna separata at 10 mg/kg2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.
AID493912Larvicidal activity against mosquito larvae at 0.1 mg/L2010Bioorganic & 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.
AID288154Acarcidal activity against Tetranychus urticae eggs at 200 mg/kg2007Bioorganic & medicinal chemistry, Jun-01, Volume: 15, Issue:11
Synthesis and bioassay evaluation of 1-(4-substitutedideneaminooxymethyl)-phenyl-3-(2,6-difluorobenzoyl)ureas.
AID493902Larvicidal activity against Oriental armyworm at 1 mg/L2010Bioorganic & 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.
AID1091650Larvicidal 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 days2008Journal 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.
AID1104400Contact 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 control2010Pest 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.
AID1104352Toxicity 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 control2010Pest 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.
AID493914Larvicidal activity against mosquito larvae at 0.025 mg/L2010Bioorganic & 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.
AID493923Larvicidal activity against corn Borer2010Bioorganic & 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.
AID1082024Insecticidal activity against Culex pipiens pallens (mosquito) fourth-instar larvae assessed as larvicidal activity at 0.05 mg/L measured 8 days post treatment2011Journal 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)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's6 (54.55)29.6817
2010's5 (45.45)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]