Lufenuron | CAS#103055-07-8 | insecticide

Lufenuron
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584559

CAS#: 103055-07-8

Description: Lufenuron is a chitin-synthesis inhibitor.

Chemical Structure

Lufenuron

CAS# 103055-07-8

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 584559
Name: Lufenuron
CAS#: 103055-07-8
Chemical Formula: C17H8Cl2F8N2O3
Exact Mass: 509.98
Molecular Weight: 511.149
Elemental Analysis: C, 39.95; H, 1.58; Cl, 13.87; F, 29.73; N, 5.48; O, 9.39

Price and Availability

Size	Price	Availability
100mg	USD 250	2 Weeks
250mg	USD 450	2 Weeks
500mg	USD 700	2 Weeks
1g	USD 1050	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Lufenuron; Fluphenacur; CGA 184699; EC 410-690-9

IUPAC/Chemical Name: 1-(2,5-Dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)-3-(2,6-difluorobenzoyl)urea

InChi Key: PWPJGUXAGUPAHP-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H8Cl2F8N2O3/c18-6-5-11(32-17(26,27)14(22)16(23,24)25)7(19)4-10(6)28-15(31)29-13(30)12-8(20)2-1-3-9(12)21/h1-5,14H,(H2,28,29,30,31)

SMILES Code: O=C(NC(C1=C(F)C=CC=C1F)=O)NC2=CC(Cl)=C(OC(F)(F)C(F)C(F)(F)F)C=C2Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	Lufenuron is a lipophilic benzoylurea insecticide and a chitin synthesis inhibitor that can used for flea and fish lice control.
In vitro activity:	TBD
In vivo activity:	Moreover, lufenuron-induced oxidative stress in the liver of mothers and fetuses was confirmed by the increased malondialdehyde levels and decreased levels of enzymatic antioxidants (glutathione peroxidase and superoxide dismutase). Taken together, it can be concluded that lufenuron has a great potential in exerting teratogenic, genotoxic, and oxidative stresses on pregnant rats and their fetuses upon chronic exposure to residual levels during the organogenesis gestational period. Reference: Sci Rep. 2020 Nov 11;10(1):19544. https://pubmed.ncbi.nlm.nih.gov/33177580/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	125.0	244.55

Preparing Stock Solutions

The following data is based on the product molecular weight 511.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Basal WT, Ahmed ART, Mahmoud AA, Omar AR. Lufenuron induces reproductive toxicity and genotoxic effects in pregnant albino rats and their fetuses. Sci Rep. 2020 Nov 11;10(1):19544. doi: 10.1038/s41598-020-76638-6. PMID: 33177580; PMCID: PMC7658361. 2. Wang C, Henderson G, Gautam BK. Lufenuron suppresses the resistance of Formosan subterranean termites (Isoptera: Rhinotermitidae) to entomopathogenic bacteria. J Econ Entomol. 2013 Aug;106(4):1812-8. doi: 10.1603/ec13068. PMID: 24020297.
In vitro protocol:	TBD
In vivo protocol:	1. Basal WT, Ahmed ART, Mahmoud AA, Omar AR. Lufenuron induces reproductive toxicity and genotoxic effects in pregnant albino rats and their fetuses. Sci Rep. 2020 Nov 11;10(1):19544. doi: 10.1038/s41598-020-76638-6. PMID: 33177580; PMCID: PMC7658361. 2. Wang C, Henderson G, Gautam BK. Lufenuron suppresses the resistance of Formosan subterranean termites (Isoptera: Rhinotermitidae) to entomopathogenic bacteria. J Econ Entomol. 2013 Aug;106(4):1812-8. doi: 10.1603/ec13068. PMID: 24020297.

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1: Breijo M, Isnardi F, Brauer M, Schenker R, Ferrari M, Ferreira AM. An insect growth inhibitor--lufenuron--enhances albendazole activity against hydatid cyst. Vet Parasitol. 2011 Sep 27;181(2-4):341-4. doi: 10.1016/j.vetpar.2011.04.011. Epub 2011 Apr 15. PubMed PMID: 21592667.

2: Wang C, Henderson G, Gautam BK, Chen X. Lethal and sublethal effects of lufenuron on the Formosan subterranean termite (Isoptera: Rhinotermitidae). J Econ Entomol. 2014 Aug;107(4):1573-81. PubMed PMID: 25195450.

3: Dong B, Zhao Q, Hu J. Dissipation kinetics of emamectin benzoate and lufenuron residues in cabbage grown under field conditions. Environ Monit Assess. 2015 Dec;187(12):765. doi: 10.1007/s10661-015-4989-1. Epub 2015 Nov 20. PubMed PMID: 26590145.

4: Wang C, Henderson G, Gautam BK. Lufenuron suppresses the resistance of Formosan subterranean termites (Isoptera: Rhinotermitidae) to entomopathogenic bacteria. J Econ Entomol. 2013 Aug;106(4):1812-8. PubMed PMID: 24020297.

5: Fonseca AP, Marques EJ, Torres JB, Silva LM, Siqueira HÁ. Lethal and sublethal effects of lufenuron on sugarcane borer Diatraea flavipennella and its parasitoid Cotesia flavipes. Ecotoxicology. 2015 Nov;24(9):1869-79. doi: 10.1007/s10646-015-1523-8. Epub 2015 Aug 7. PubMed PMID: 26250937.

6: do Nascimento AR, Fresia P, Cônsoli FL, Omoto C. Comparative transcriptome analysis of lufenuron-resistant and susceptible strains of Spodoptera frugiperda (Lepidoptera: Noctuidae). BMC Genomics. 2015 Nov 21;16:985. doi: 10.1186/s12864-015-2183-z. PubMed PMID: 26589731; PubMed Central PMCID: PMC4654862.

7: Khajepour S, Izadi H, Asari MJ. Evaluation of two formulated chitin synthesis inhibitors, hexaflumuron and lufenuron against the raisin moth, Ephestia figulilella. J Insect Sci. 2012;12:102. doi: 10.1673/031.012.10201. PubMed PMID: 23425138; PubMed Central PMCID: PMC3605030.

8: Salokhe SG, Deshpande SG, Mukherjee SN. Evaluation of the insect growth regulator Lufenuron (Match®) for control of Aedes aegypti by simulated field trials. Parasitol Res. 2012 Sep;111(3):1325-9. doi: 10.1007/s00436-012-2968-9. Epub 2012 May 26. PubMed PMID: 22638920.

9: Chang CL, Geib S, Cho IK, Li QX, Stanley D. Dietary lufenuron reduces egg hatch and influences protein expression in the fruit fly Bactrocera latifrons (Hendel). Arch Insect Biochem Physiol. 2014 Aug;86(4):193-208. doi: 10.1002/arch.21169. Epub 2014 Apr 21. PubMed PMID: 24753137.

10: Malhat F, Almaz M, Arief M, El-Din K, Fathy M. Residue and dissipation dynamics of lufenuron in tomato fruit using QuEChERS methodology. Bull Environ Contam Toxicol. 2012 Nov;89(5):1037-9. doi: 10.1007/s00128-012-0823-4. Epub 2012 Sep 11. PubMed PMID: 22965335.

11: Rafaela Leão Soares P, Lucas Corrêa de Andrade A, Pinheiro Santos T, Caroline Barros Lucas da Silva S, Freitas da Silva J, Rodrigues Dos Santos A, Hugo Lima da Silva Souza E, Magliano da Cunha F, Wanderley Teixeira V, Sales Cadena MR, Bezerra de Sá F, Bezerra de Carvalho Júnior L, Gonçalves Cadena P. Acute and chronic toxicity of the benzoylurea pesticide, lufenuron, in the fish, Colossoma macropomum. Chemosphere. 2016 Oct;161:412-421. doi: 10.1016/j.chemosphere.2016.07.033. Epub 2016 Jul 21. PubMed PMID: 27448754.

12: Brock TC, Bas DA, Belgers JD, Bibbe L, Boerwinkel MC, Crum SJ, Diepens NJ, Kraak MH, Vonk JA, Roessink I. Effects of sediment-spiked lufenuron on benthic macroinvertebrates in outdoor microcosms and single-species toxicity tests. Aquat Toxicol. 2016 Aug;177:464-75. doi: 10.1016/j.aquatox.2016.06.021. Epub 2016 Jun 27. PubMed PMID: 27414482.

13: Likas DT, Tsiropoulos NG. Fate of three insect growth regulators (IGR) insecticides (flufenoxuron, lufenuron and tebufenozide) in grapes following field application and through the wine-making process. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2011 Feb;28(2):189-97. doi: 10.1080/19440049.2010.542184. PubMed PMID: 21318916.

14: Haverty MI, Tabuchi RL, Vargo EL, Cox DL, Nelson LJ, Lewis VR. Response of Reticulitermes hesperus (Isoptera: Rhinotermitidae) colonies to baiting with lufenuron in northern California. J Econ Entomol. 2010 Jun;103(3):770-80. PubMed PMID: 20568623.

15: Mancianti F, Dabizzi S, Nardoni S. A lufenuron pre-treatment may enhance the effects of enilconazole or griseofulvin in feline dermatophytosis? J Feline Med Surg. 2009 Feb;11(2):91-5. doi: 10.1016/j.jfms.2008.05.006. Epub 2008 Aug 5. PubMed PMID: 18684653.

16: Hanafi A, Garau VL, Caboni P, Sarais G, Cabras P. Minor crops for export: a case study of boscalid, pyraclostrobin, lufenuron and lambda-cyhalothrin residue levels on green beans and spring onions in Egypt. J Environ Sci Health B. 2010 Aug;45(6):493-500. doi: 10.1080/03601234.2010.493466. PubMed PMID: 20574869.

17: Wilson TG, Cryan JR. Lufenuron, a chitin-synthesis inhibitor, interrupts development of Drosophila melanogaster. J Exp Zool. 1997 May 1;278(1):37-44. PubMed PMID: 9136145.

18: Meola RW, Dean SR, Meola SM, Sittertz-Bhatkar H, Schenker R. Effect of lufenuron on chorionic and cuticular structure of unhatched larval Ctenocephalides felis (Siphonaptera: Pulicidae). J Med Entomol. 1999 Jan;36(1):92-100. PubMed PMID: 10071499.

19: Correia AA, Wanderley-Teixeira V, Teixeira AA, Oliveira JV, Gonçalves GG, Cavalcanti MG, Brayner FA, Alves LC. Microscopic analysis of Spodoptera frugiperda (Lepidoptera: Noctuidae) embryonic development before and after treatment with azadirachtin, lufenuron, and deltamethrin. J Econ Entomol. 2013 Apr;106(2):747-55. PubMed PMID: 23786063.

20: Bowman DD, Legg W, Stansfield DG. Efficacy of moxidectin 6-month injectable and milbemycin oxime/lufenuron tablets against naturally acquired trichuris vulpis infections in dogs. Vet Ther. 2002 Fall;3(3):286-9. PubMed PMID: 12447836.

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