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MedKoo Cat#: 330164 | Name: Dinotefuran
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Description:

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

Dinotefuran is an insecticide of the neonicotinoid class developed by Mitsui Chemicals for control of insect pests such as aphids, whiteflies, thrips, leafhoppers, leafminers, sawflies, mole cricket, white grubs, lacebugs, billbugs, beetles, mealybugs, and cockroaches on leafy vegetables, in residential and commercial buildings, and for professional turf management. Its mechanism of action involves disruption of the insect's nervous system by inhibiting nicotinic acetylcholine receptors. In order to avoid harming beneficial insects such as bees, it should not be applied during bloom.

Chemical Structure

Dinotefuran
Dinotefuran
CAS#165252-70-0

Theoretical Analysis

MedKoo Cat#: 330164

Name: Dinotefuran

CAS#: 165252-70-0

Chemical Formula: C7H14N4O3

Exact Mass: 202.1066

Molecular Weight: 202.21

Elemental Analysis: C, 41.58; H, 6.98; N, 27.71; O, 23.74

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
1g USD 550.00 2 Weeks
2g USD 850.00 2 Weeks
5g USD 1,250.00 2 Weeks
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Synonym
Dinotefuran; (E)-dinotefuran; MTI 446; Dinotefuran; Starkle; Nidinotefuran;
IUPAC/Chemical Name
1-Methyl-3-nitro-2-[(tetrahydrofuran-3-yl)methyl]guanidine
InChi Key
YKBZOVFACRVRJN-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H14N4O3/c1-8-7(10-11(12)13)9-4-6-2-3-14-5-6/h6H,2-5H2,1H3,(H2,8,9,10)
SMILES Code
O=[N+](N/C(NC)=N/CC1COCC1)[O-]
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:
Dinotefuran is an insecticide of the neonicotinoid class, its mechanism of action involves disruption of the insect's nervous system by inhibiting nicotinic acetylcholine receptors.
In vitro activity:
At 1.0 mg/kg and 2.0 mg/kg, dinotefuran induced excess generation of ROS, resulting in significant changes in antioxidant enzyme activities and functional gene expression. Moreover, lipids, proteins and nucleic acids were oxidized and damaged by the excess ROS induced by dinotefuran, resulting in serious destruction of the structure and function of cells. Additionally, the toxicity of dinotefuran showed obvious dose- and time-dependent effects. Reference: Chemosphere. 2017 Jun;176:156-164. https://pubmed.ncbi.nlm.nih.gov/28260655/
In vivo activity:
In total, 33, 144, and 211 differentially expressed (DE) circRNAs were identified on the 1st, 5th and 10th days after exposure to dinotefuran, respectively. Enrichment analyses revealed that the host genes of DE circRNAs were enriched in the Hippo signaling pathway-fly, Wnt signaling pathway, and neuroactive ligand-receptor interaction. circ_0002266, circ_0005080, circ_0010239 and circ_0005415 were found to have translational potential due to the presence of an internal ribosome entry site (IRES). An integrated analysis of the DE circRNA-miRNA-mRNA networks suggest that circ_0008898 and circ_0001829 may participate in the immune response to dinotefuran exposure by acting as miRNA sponges. Reference: Pestic Biochem Physiol. 2022 Jan;180:104994. https://pubmed.ncbi.nlm.nih.gov/34955187/
Solvent mg/mL mM
Solubility
DMF 10.0 49.45
DMSO 25.0 123.63
Ethanol 20.0 98.91
PBS (pH 7.2) 10.0 49.45
Water 45.0 222.54
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 202.21 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.

Recalculate based on batch purity %
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. Liu T, Wang X, Xu J, You X, Chen D, Wang F, Li Y. Biochemical and genetic toxicity of dinotefuran on earthworms (Eisenia fetida). Chemosphere. 2017 Jun;176:156-164. doi: 10.1016/j.chemosphere.2017.02.113. Epub 2017 Feb 22. PMID: 28260655. 2. Parsons GJI, Lees RS, Balaska S, Vontas J. A Practical Insecticide Resistance Monitoring Bioassay for Orally Ingested Dinotefuran in Anopheles Malaria Vectors. Insects. 2022 Mar 22;13(4):311. doi: 10.3390/insects13040311. PMID: 35447753; PMCID: PMC9025404. 3. Huang M, Dong J, Guo H, Xiao M, Wang D. Identification of circular RNAs and corresponding regulatory networks reveals potential roles in the brains of honey bee workers exposed to dinotefuran. Pestic Biochem Physiol. 2022 Jan;180:104994. doi: 10.1016/j.pestbp.2021.104994. Epub 2021 Nov 23. PMID: 34955187.
In vitro protocol:
1. Liu T, Wang X, Xu J, You X, Chen D, Wang F, Li Y. Biochemical and genetic toxicity of dinotefuran on earthworms (Eisenia fetida). Chemosphere. 2017 Jun;176:156-164. doi: 10.1016/j.chemosphere.2017.02.113. Epub 2017 Feb 22. PMID: 28260655.
In vivo protocol:
1. Parsons GJI, Lees RS, Balaska S, Vontas J. A Practical Insecticide Resistance Monitoring Bioassay for Orally Ingested Dinotefuran in Anopheles Malaria Vectors. Insects. 2022 Mar 22;13(4):311. doi: 10.3390/insects13040311. PMID: 35447753; PMCID: PMC9025404. 2. Huang M, Dong J, Guo H, Xiao M, Wang D. Identification of circular RNAs and corresponding regulatory networks reveals potential roles in the brains of honey bee workers exposed to dinotefuran. Pestic Biochem Physiol. 2022 Jan;180:104994. doi: 10.1016/j.pestbp.2021.104994. Epub 2021 Nov 23. PMID: 34955187.
1: Sun X, Gong Y, Ali S, Hou M. Mechanisms of resistance to thiamethoxam and dinotefuran compared to imidacloprid in the brown planthopper: Roles of cytochrome P450 monooxygenase and a P450 gene CYP6ER1. Pestic Biochem Physiol. 2018 Sep;150:17-26. doi: 10.1016/j.pestbp.2018.06.014. Epub 2018 Jun 19. PubMed PMID: 30195383. 2: Wang Y, Han Y, Xie Y, Xu P, Li W. The metabolism distribution and effect of dinotefuran in Chinese lizards (Eremias argus). Chemosphere. 2018 Nov;211:591-599. doi: 10.1016/j.chemosphere.2018.07.181. Epub 2018 Aug 4. PubMed PMID: 30096572. 3: Chen Z, Song S, Mao L, Wei J, Li Y, Tan H, Li X. Determinations of dinotefuran and metabolite levels before and after household coffee processing in coffee beans using solid-phase extraction coupled with liquid chromatography-tandem mass spectrometry. J Sci Food Agric. 2018 Aug 2. doi: 10.1002/jsfa.9300. [Epub ahead of print] PubMed PMID: 30073655. 4: Borges DA, Moraes PA, Cardoso JD, Oliveira PC, Yasui AM, Fernandes IMP, Lambert MM, Correia TR, Scott FB. Efficacy of a dinotefuran, pyriproxyfen and permethrin combination product against Ctenocephalides felis felis (Bouché, 1835) (Siphonaptera: Pulicidae) on artificially infested rabbits. Vet Parasitol. 2018 Aug 15;259:74-79. doi: 10.1016/j.vetpar.2018.07.006. Epub 2018 Jul 17. PubMed PMID: 30056988. 5: Cartereau A, Houchat JN, Mannai S, Varloud M, Karembé H, Graton J, Le Questel JY, Thany SH. Permethrin enhances the agonist activity of dinotefuran on insect cholinergic synaptic transmission and isolated neurons. Neurotoxicology. 2018 Jul;67:206-214. doi: 10.1016/j.neuro.2018.06.003. Epub 2018 Jun 8. PubMed PMID: 29890202. 6: Zhang Y, Wu X, Duan T, Xu J, Dong F, Liu X, Li X, Du P, Zheng Y. Ultra high performance liquid chromatography with tandem mass spectrometry method for determining dinotefuran and its main metabolites in samples of plants, animal-derived foods, soil, and water. J Sep Sci. 2018 May 15. doi: 10.1002/jssc.201701551. [Epub ahead of print] PubMed PMID: 29761641. 7: Liu T, Zhang X, Wang X, Chen D, Li Y, Wang F. Comparative toxicity and bioaccumulation of two dinotefuran metabolites, UF and DN, in earthworms (Eisenia fetida). Environ Pollut. 2018 Mar;234:988-996. doi: 10.1016/j.envpol.2017.12.007. Epub 2017 Dec 21. PubMed PMID: 29665639. 8: Liu T, Chen D, Li Y, Wang X, Wang F. Enantioselective Bioaccumulation and Toxicity of the Neonicotinoid Insecticide Dinotefuran in Earthworms ( Eisenia fetida). J Agric Food Chem. 2018 May 2;66(17):4531-4540. doi: 10.1021/acs.jafc.8b00285. Epub 2018 Apr 18. PubMed PMID: 29652142. 9: Watanabe M, Ueyama J, Ueno E, Ueda Y, Oda M, Umemura Y, Tanahashi T, Ikai Y, Saito I. Effects of processing and cooking on the reduction of dinotefuran concentration in Japanese rice samples. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2018 Jul;35(7):1316-1323. doi: 10.1080/19440049.2018.1451659. Epub 2018 May 23. PubMed PMID: 29533147. 10: Takada T, Yoneda N, Hirano T, Yanai S, Yamamoto A, Mantani Y, Yokoyama T, Kitagawa H, Tabuchi Y, Hoshi N. Verification of the causal relationship between subchronic exposures to dinotefuran and depression-related phenotype in juvenile mice. J Vet Med Sci. 2018 Apr 27;80(4):720-724. doi: 10.1292/jvms.18-0022. Epub 2018 Mar 8. PubMed PMID: 29515062; PubMed Central PMCID: PMC5938206. 11: Yoneda N, Takada T, Hirano T, Yanai S, Yamamoto A, Mantani Y, Yokoyama T, Kitagawa H, Tabuchi Y, Hoshi N. Peripubertal exposure to the neonicotinoid pesticide dinotefuran affects dopaminergic neurons and causes hyperactivity in male mice. J Vet Med Sci. 2018 Apr 18;80(4):634-637. doi: 10.1292/jvms.18-0014. Epub 2018 Feb 9. PubMed PMID: 29434093; PubMed Central PMCID: PMC5938192. 12: Chen X, Liu X, Dong B, Hu J. Simultaneous determination of pyridaben, dinotefuran, DN and UF in eggplant ecosystem under open-field conditions: Dissipation behaviour and residue distribution. Chemosphere. 2018 Mar;195:245-251. doi: 10.1016/j.chemosphere.2017.12.011. Epub 2017 Dec 6. PubMed PMID: 29272793. 13: McCall JW, Hodgkins E, Varloud M, Mansour A, DiCosty U. Blocking the transmission of heartworm (Dirofilaria immitis) to mosquitoes (Aedes aegypti) by weekly exposure for one month to microfilaremic dogs treated once topically with dinotefuran-permethrin-pyriproxyfen. Parasit Vectors. 2017 Nov 9;10(Suppl 2):511. doi: 10.1186/s13071-017-2439-3. PubMed PMID: 29143651; PubMed Central PMCID: PMC5688439. 14: Silva CF, Borges KB, do Nascimento CS. Rational design of a molecularly imprinted polymer for dinotefuran: theoretical and experimental studies aimed at the development of an efficient adsorbent for microextraction by packed sorbent. Analyst. 2017 Dec 18;143(1):141-149. doi: 10.1039/c7an01324h. PubMed PMID: 29120471. 15: Yu W, Huang M, Chen J, Wu S, Zheng K, Zeng S, Zhang K, Hu D. Risk assessment and monitoring of dinotefuran and its metabolites for Chinese consumption of apples. Environ Monit Assess. 2017 Sep 26;189(10):521. doi: 10.1007/s10661-017-6239-1. PubMed PMID: 28948413. 16: Rahman MM, Abd El-Aty AM, Kabir MH, Chung HS, Lee HS, Hacımüftüoğlu F, Jeong JH, Chang BJ, Shin HC, Shim JH. A quick and effective methodology for analyzing dinotefuran and its highly polar metabolites in plum using liquid chromatography-tandem mass spectrometry. Food Chem. 2018 Jan 15;239:1235-1243. doi: 10.1016/j.foodchem.2017.07.073. Epub 2017 Jul 18. PubMed PMID: 28873545. 17: Crosaz O, Bonati S, Briand A, Chapelle E, Cochet-Faivre N, Ka D, Darmon-Hadjaje C, Varloud M, Guillot J. Usefulness of a topical combination of dinotefuran and pyriproxyfen for long-term control of clinical signs of allergic dermatitis in privately-owned cats in Ile-de-France region. Parasit Vectors. 2017 Aug 23;10(1):392. doi: 10.1186/s13071-017-2335-x. PubMed PMID: 28830567; PubMed Central PMCID: PMC5567644. 18: Delcombel R, Karembe H, Nare B, Burton A, Liebenberg J, Fourie J, Varloud M. Synergy between dinotefuran and fipronil against the cat flea (Ctenocephalides felis): improved onset of action and residual speed of kill in adult cats. Parasit Vectors. 2017 Jul 19;10(1):341. doi: 10.1186/s13071-017-2272-8. PubMed PMID: 28724438; PubMed Central PMCID: PMC5517796. 19: Tahir D, Davoust B, Almeras L, Berenger JM, Varloud M, Parola P. Anti-feeding and insecticidal efficacy of a topical administration of dinotefuran-pyriproxyfen-permethrin spot-on (Vectra® 3D) on mice against Stegomyia albopicta (= Aedes albopictus). Med Vet Entomol. 2017 Dec;31(4):351-357. doi: 10.1111/mve.12243. Epub 2017 Jul 17. PubMed PMID: 28714540. 20: Liu Y, Liu S, Zhang H, Gu Y, Li X, He M, Tan H. Application of the combination index (CI)-isobologram equation to research the toxicological interactions of clothianidin, thiamethoxam, and dinotefuran in honeybee, Apis mellifera. Chemosphere. 2017 Oct;184:806-811. doi: 10.1016/j.chemosphere.2017.06.045. Epub 2017 Jun 13. PubMed PMID: 28645084.