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Tebufenozide

Cat No.:V15989 Purity: ≥98%
Tebufenozide is a nonsteroidal exocrine agonist used for pest control.
Tebufenozide
Tebufenozide Chemical Structure CAS No.: 112410-23-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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100mg
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Other Forms of Tebufenozide:

  • Tebufenozide-d9 (tebufenozide-d9)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Tebufenozide is a nonsteroidal exocrine agonist used for pest control. Tebufenozide is cytotoxic and can cause apoptosis in HeLa cells and Tn5B1-4 insect cells.
Tebufenozide is a synthetic insecticide classified as a bisacylhydrazine and a diacylhydrazine compound. It functions primarily as an insect growth regulator, targeting the molting process in insects, particularly in the larvae of Lepidoptera. Also known as RH-75992, HOE-105540, and MIMIC, tebufenozide was first introduced in the market in 1996.
Biological Activity I Assay Protocols (From Reference)
Targets
Tebufenozide targets the ecdysone receptor (EcR), a nuclear hormone receptor that regulates insect molting and development. It acts as an ecdysone agonist, binding to the molting hormone receptor and triggering premature molting in susceptible insects. This premature activation of the molting process leads to abnormal development and ultimately death of the insect larvae. The compound is highly selective for Lepidopteran insects.
ln Vitro
In vitro, tebufenozide acts as an ecdysone agonist, binding to the ecdysone receptor in insect cells. Its activity is assessed using insect cell-based reporter assays that measure ecdysone receptor activation. The compound's potency is determined by its ability to activate ecdysone-responsive genes in cultured insect cells. Tebufenozide shows high selectivity for Lepidopteran ecdysone receptors.
ln Vivo
In vivo, tebufenozide is used extensively in agriculture to control pests such as caterpillars, beetles, and moths. The compound is applied as a foliar spray and is effective against a wide range of Lepidopteran pests. Its insect growth regulator activity provides effective control with low toxicity to non-target organisms, including mammals, birds, and beneficial insects. The compound is used as a selective pesticide.
Enzyme Assay
In vitro enzyme/receptor binding assays for tebufenozide measure its affinity for the ecdysone receptor using radioligand displacement techniques. Insect cell extracts or purified receptor preparations are incubated with a radiolabeled ecdysone analog and varying concentrations of the compound. The binding affinity (Ki) is calculated from competitive binding curves. Functional assays measure receptor activation using reporter gene constructs in insect cell lines.
Cell Assay
In vitro cell-based assays for tebufenozide use Lepidopteran insect cell lines such as Sf9 or High Five cells. Cells are treated with serial dilutions of the compound, and ecdysone receptor activation is measured by reporter gene activity or by measuring the expression of ecdysone-responsive genes. Cell viability and proliferation are assessed to determine the compound's effects on insect cell growth.
Animal Protocol
In vivo animal models for tebufenozide include agricultural field trials and laboratory studies using Lepidopteran pests. The compound is applied to plants or artificial diets, and efficacy is evaluated by measuring larval mortality, growth inhibition, and developmental abnormalities. Dose-response studies establish the effective concentration for pest control. The compound's selectivity is confirmed by testing against non-target organisms.
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
This study investigated the absorption, distribution, excretion, and metabolism of tertifene in rats. Tertifene is partially absorbed and rapidly excreted, without accumulating in tissues. Although tertifene is primarily excreted unchanged, several polar metabolites were identified. Metabolisms/Metabolites In rats, 16 complete molecular weight metabolites were formed due to the oxidation of aromatic cycloalkyl substituents (mainly at the benzylic position). In apples, grapes, rice, and beets, the main component is unchanged tertifene. A small number of detected metabolites were also produced by the oxidation of aromatic cycloalkyl substituents (mainly at the benzylic position). Although tertifene is primarily excreted unchanged, several polar metabolites were identified. These metabolites are products of the oxidation of the ethyl or methyl side chain at the benzylic position. These metabolites were detected in metabolic studies in plants and other animals (rats, goats, and chickens). A common metabolic pathway for terbutaline has been identified in both plants (grapes, apples, rice, and sugar beets) and animals (rats, goats, and chickens). This shared pathway involves the oxidation of alkyl substituents (ethyl and methyl) on the aromatic ring, primarily at the benzylic position. The polar metabolites undergo extensive degradation and elimination in animals, making accumulation in humans or animals exposed to these residues through diet unlikely.
Tebufenozide has a molecular formula of C22H28N2O2 and a molecular weight of 352.47. The compound has a melting point of 189.0 to 193.0 °C. It is administered as a foliar spray in agricultural applications. The compound's environmental persistence and degradation are studied for regulatory purposes. Residue levels on treated crops are monitored to ensure compliance with maximum residue limits.
Toxicity/Toxicokinetics
Toxicity Data
LC50 (Rat) > 4,500 mg/m³/4h
5000 mg/kg LD50 (Rat) Dermal > 5000 mg/kg LC50 (Male Rat) Inhalation > 4.3 mg/L/4 hr LC50 (Female Rat) Inhalation > 4.5 mg/L/4 hr
The toxicity profile of tebufenozide is favorable for agricultural use. The compound has low acute toxicity to mammals, birds, and beneficial insects. It is classified as an insect growth regulator with low environmental persistence. Occupational exposure may cause skin and eye irritation. Appropriate safety precautions should be taken during handling and application. The compound is not considered genotoxic or carcinogenic at relevant exposure levels.
Additional Infomation
Terbutaline is a carbapenem compound with the structure hydrazine, in which the amino hydrogen is replaced by tert-butyl, 3,5-dimethylbenzoyl, and 4-ethylbenzoyl groups, respectively. It is a widely used insecticide for controlling caterpillars. It acts as an exogenous substance, environmental pollutant, and ecdysone agonist. Its function is similar to that of N'-benzoyl-N-(tert-butyl)benzoylhydrazine. Terbutaline is an insecticide that acts as an ecdysone agonist, causing premature molting in larvae. It is primarily used to control caterpillar pests.
Tebufenozide is a synthetic insecticide belonging to the family of diacylhydrazine compounds. It is also known by the synonyms RH-75992, HOE-105540, and MIMIC. The compound was first introduced in 1996 and has since been used extensively in agriculture to control pests such as caterpillars, beetles, and moths. Its mechanism involves agonism of the ecdysone receptor, triggering premature molting in susceptible insects.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H28N2O2
Molecular Weight
352.4699
Exact Mass
352.215
CAS #
112410-23-8
Related CAS #
Tebufenozide-d9;2469006-89-9
PubChem CID
91773
Appearance
Off-white powder
Density
1.1±0.1 g/cm3
Melting Point
191ºC
Index of Refraction
1.562
LogP
4.24
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
4
Heavy Atom Count
26
Complexity
479
Defined Atom Stereocenter Count
0
SMILES
O=C(C1C([H])=C(C([H])([H])[H])C([H])=C(C([H])([H])[H])C=1[H])N(C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])N([H])C(C1C([H])=C([H])C(C([H])([H])C([H])([H])[H])=C([H])C=1[H])=O
InChi Key
QYPNKSZPJQQLRK-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H28N2O2/c1-7-17-8-10-18(11-9-17)20(25)23-24(22(4,5)6)21(26)19-13-15(2)12-16(3)14-19/h8-14H,7H2,1-6H3,(H,23,25)
Chemical Name
N-tert-butyl-N'-(4-ethylbenzoyl)-3,5-dimethylbenzohydrazide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~354.64 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.90 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8371 mL 14.1856 mL 28.3712 mL
5 mM 0.5674 mL 2.8371 mL 5.6742 mL
10 mM 0.2837 mL 1.4186 mL 2.8371 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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