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  3. Insecticide Calcium Channel Reactive Oxygen Species (ROS) Apoptosis
  4. Flubendiamide

Flubendiamide (NNI-0001) is an orally active phthalic diamide insecticide that acts by targeting insect ryanodine receptors (RyRs), causing insect muscle dysfunction, paralysis and death. Flubendiamide disrupts molting, metamorphosis and reproductive processes, induces oxidative stress by increasing the levels of ROS/RNS, MDA and 8OHdG and decreasing the levels of SOD, CAT and GST, activates the CncC/Maf apoptosis pathway, impairs calcium homeostasis, promotes adipogenesis, increases triglyceride accumulation, and upregulates the expression of regulatory factors for adipocyte differentiation and adipogenesis.

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Flubendiamide

Flubendiamide Chemical Structure

CAS No. : 272451-65-7

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Flubendiamide Related Antibodies

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Description

Flubendiamide (NNI-0001) is an orally active phthalic diamide insecticide that acts by targeting insect ryanodine receptors (RyRs), causing insect muscle dysfunction, paralysis and death. Flubendiamide disrupts molting, metamorphosis and reproductive processes, induces oxidative stress by increasing the levels of ROS/RNS, MDA and 8OHdG and decreasing the levels of SOD, CAT and GST, activates the CncC/Maf apoptosis pathway, impairs calcium homeostasis, promotes adipogenesis, increases triglyceride accumulation, and upregulates the expression of regulatory factors for adipocyte differentiation and adipogenesis[1][2][3].

In Vitro

Flubendiamide (0-30 μM; 10-20 μM) binds to calf thymus DNA with moderate affinity via a groove-binding mechanism, with a binding constant of 49 μM, and alters the secondary structure of ct DNA[1].
Flubendiamide (3 µM) induces persistent calcium transients in dissociated primary antennal neurons cultured in vitro from prepupae of the western honey bee Apis mellifera, with an average maximum amplitude of 0.50 ΔF/F[2].
Flubendiamide (1-10 μM; 8 days) promotes triglyceride accumulation in 3T3-L1 adipocytes[3].
Flubendiamide (1-10 μM; 8 days) upregulates adipogenic regulators C/EBPα and PPARγ at the concentration of 10 μM, and inhibits the AMPKα signaling pathway by reducing the phosphorylation levels of AMPKα and ACC; this effect is observed after treating 3T3-L1 adipocytes for 8 days, with a weaker effect detected at the concentration of 1 μM[3].
Flubendiamide (10 μM; 8 days) enhances triglyceride accumulation in 3T3-L1 adipocytes, and this effect is reversed by co-treatment with 40 μM of the AMPKα activator AICAR[3].
Flubendiamide (10 μM; 8 days) upregulates C/EBPα and inhibits the phosphorylation of AMPKα in 3T3-L1 adipocytes[3].
Flubendiamide (10 μM; 8 days) promotes triglyceride accumulation in 3T3-L1 adipocytes[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Flubendiamide Related Antibodies

Western Blot Analysis[3]

Cell Line: 3T3-L1 adipocytes
Concentration: 1 μM, 10 μM
Incubation Time: 8 days
Result: Significantly increased protein expression of adipocyte differentiation regulators C/EBPα and PPARγ, and significantly decreased phosphorylation of AMPKα and its downstream target acetyl-CoA carboxylase (ACC) relative to control at 10 μM.
Resulted in a non-significant increase in C/EBPα and PPARγ expression, and a significant decrease in p-AMPKα/AMPKα and p-ACC/ACC ratios relative to control at 1 μM, though the magnitude of change was smaller than at 10 μM.

Western Blot Analysis[3]

Cell Line: 3T3-L1 adipocytes
Concentration: 10 μM flubendiamide, 40 μM AICAR
Incubation Time: 8 days
Result: Increased C/EBPα protein expression and decreased p-AMPKα/AMPKα ratios relative to control when used alone at 10 μM.
Abolished the flubendiamide-induced changes in C/EBPα and p-AMPKα expression when co-treated with 40 μM AICAR.
Abolished the flubendiamide-induced changes in C/EBPα and p-AMPKα expression when co-treated with 10 μM A769662.
In Vivo

Flubendiamide (20-80 μg/mL; oral administration; single exposure) exerts concentration- and time-dependent toxicity against Spodoptera litura[1].
Flubendiamide (200 mg/kg; p.o.; daily; for 1, 7 or 14 days) bioaccumulates in the liver and adipose tissue of rats. After daily oral administration at a dose of 200 mg/kg for 1-14 days, its concentrations reach 19-27 mg/kg in the liver and 47-68 mg/kg in adipose tissue[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: 3rd generation, 4th instar larvae, 120 h old, uniform size[1]
Dosage: 20 μg/mL; 40 μg/mL; 60 μg/mL; 80 μg/mL
Administration: oral; single exposure; observation over 12-72 hours
Result: Induced concentration- and time-dependent toxicity in Spodoptera litura, including 45.33% larval mortality at 80 μg/mL (24 hours), oxidative stress, genotoxic damage, gut tissue injury, disrupted life cycle and reproduction, and altered expression of stress, apoptotic, and ecdysone receptor genes.
Animal Model: Fischer F344/DuCrj (female)[3]
Dosage: 200 mg/kg
Administration: p.o.; daily; 1, 7, or 14 days
Result: Reached peak plasma levels of ~20 µM after oral daily dosing for 1, 7, or 14 days.
Accumulated to liver levels of 19-27 mg/kg after oral daily dosing for 1, 7, or 14 days.
Accumulated to fat tissue levels of 47-68 mg/kg after oral daily dosing for 1, 7, or 14 days.
Molecular Weight

682.39

Formula

C23H22F7IN2O4S
CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(C1=C(C(NC(C)(CS(=O)(C)=O)C)=O)C(I)=CC=C1)NC2=CC=C(C(C(F)(F)F)(C(F)(F)F)F)C=C2C
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 125 mg/mL (183.18 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.4654 mL 7.3272 mL 14.6544 mL
5 mM 0.2931 mL 1.4654 mL 2.9309 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Purity & Documentation

Purity: 99.42%

SDS (399 KB)

COA (257 KB) HNMR (294 KB) LCMS (93 KB)

Handling Instructions (2659 KB)
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 1.4654 mL 7.3272 mL 14.6544 mL 36.6359 mL
5 mM 0.2931 mL 1.4654 mL 2.9309 mL 7.3272 mL
10 mM 0.1465 mL 0.7327 mL 1.4654 mL 3.6636 mL
15 mM 0.0977 mL 0.4885 mL 0.9770 mL 2.4424 mL
20 mM 0.0733 mL 0.3664 mL 0.7327 mL 1.8318 mL
25 mM 0.0586 mL 0.2931 mL 0.5862 mL 1.4654 mL
30 mM 0.0488 mL 0.2442 mL 0.4885 mL 1.2212 mL
40 mM 0.0366 mL 0.1832 mL 0.3664 mL 0.9159 mL
50 mM 0.0293 mL 0.1465 mL 0.2931 mL 0.7327 mL
60 mM 0.0244 mL 0.1221 mL 0.2442 mL 0.6106 mL
80 mM 0.0183 mL 0.0916 mL 0.1832 mL 0.4579 mL
100 mM 0.0147 mL 0.0733 mL 0.1465 mL 0.3664 mL
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Flubendiamide Related Classifications

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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Flubendiamide272451-65-7NNI-0001NNI0001NNI 0001InsecticideCalcium ChannelReactive Oxygen Species (ROS)ApoptosisCa2+ channelsCa channels3T3-L1 adipocytesC/EBPαApis melliferaSpodoptera lituraryanodine receptorsecdysone receptorcalf thymus DNAPPARγAMP-activated protein kinase αCncC/Maf apoptotic pathwaysInhibitorinhibitorinhibit

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