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Chlorbicyclen

Alias: AC 12402; Nodon; Chlorbicyclen
Cat No.:V18173 Purity: ≥98%
Chlorbicyclen (Alodan) is an organochloride pesticide.
Chlorbicyclen
Chlorbicyclen Chemical Structure CAS No.: 2550-75-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Chlorbicyclen (Alodan) is an organochloride pesticide.
Chlorbicyclen (Alodan) is an organochloride pesticide belonging to the chlorinated cyclodiene class of insecticides. It is also known as AC 12402 and Nodon. It is used primarily as an insecticide in agricultural applications.
Biological Activity I Assay Protocols (From Reference)
Targets
Chlorbicyclen targets the nervous system of insects as a cyclodiene insecticide. Like other cyclodienes, it acts as a non-competitive antagonist at the GABA-gated chloride channel in the insect nervous system, blocking inhibitory neurotransmission and causing hyperexcitation, convulsions, and death. It has high lipophilicity and bioaccumulation potential.
ln Vitro
In vitro studies have evaluated chlorbicyclen's insecticidal activity against various insect species. It shows potent activity against target agricultural pests. However, specific IC₅₀/EC₅₀ values for insect cell lines or enzyme targets are not extensively documented in the available literature.
ln Vivo
In vivo, chlorbicyclen exhibits insecticidal efficacy in agricultural field applications. It is effective against a range of insect pests. Due to its organochlorine nature, it has environmental persistence and bioaccumulation concerns. Specific animal model data for mammalian toxicity are limited.
Enzyme Assay
In vitro enzyme assays may be used to evaluate GABA receptor chloride channel inhibition. Membrane preparations from insect nervous tissue are incubated with [³H]-EBOB or [³H]-TBOB to assess binding displacement. Electrophysiological studies using oocyte-expressed insect GABA receptors can evaluate functional antagonism.
Cell Assay
Insect cell lines (e.g., Sf9, High Five) or primary neuronal cultures can be used to assess cytotoxicity and GABA receptor function. Cells are treated with chlorbicyclen at various concentrations, and cell viability is measured by MTT or ATP-based assays. Electrophysiological recordings (patch clamp) can assess chloride current inhibition.
Animal Protocol
In vivo insecticidal efficacy is evaluated in agricultural field trials or laboratory assays using target pest species (e.g., beetles, caterpillars). Insects are exposed to chlorbicyclen via contact or ingestion at various concentrations, and mortality is recorded over 24-72 hours. LC₅₀ values are calculated from dose-response curves.
ADME/Pharmacokinetics
As an organochlorine pesticide, chlorbicyclen has high lipophilicity (LogP ~5.54), extensive tissue distribution, and slow elimination. It accumulates in adipose tissue and undergoes minimal metabolism. Environmental persistence is a major concern. In mammals, it is slowly excreted, primarily in feces.
Toxicity/Toxicokinetics
Chlorbicyclen exhibits significant toxicity to non-target organisms including mammals, birds, and aquatic life. Like other cyclodienes, it is neurotoxic and can cause convulsions. Chronic exposure may lead to liver and kidney damage. Due to environmental persistence and toxicity, its use has been restricted or banned in many countries.
Additional Infomation
Chlorobicycloene is an organochlorine compound.
Chlorbicyclen (Alodan) is an organochlorine cyclodiene insecticide with IUPAC name 1,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene. It is a persistent organic pollutant and has been largely withdrawn from agricultural use due to environmental and health concerns. It remains available as a research standard for environmental analysis.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H6CL8
Molecular Weight
397.75
Exact Mass
393.798
CAS #
2550-75-6
PubChem CID
17357
Appearance
Typically exists as solid at room temperature
Density
1.74g/cm3
Boiling Point
410.6ºC at 760mmHg
Melting Point
104-106°
Flash Point
202.9ºC
Vapour Pressure
1.41E-06mmHg at 25°C
Index of Refraction
1.598
LogP
5.541
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
2
Heavy Atom Count
17
Complexity
357
Defined Atom Stereocenter Count
0
SMILES
ClCC1C(CCl)C2(Cl)C(=C(Cl)C1(C2(Cl)Cl)Cl)Cl
InChi Key
FUZORIOHZSVKAW-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H6Cl8/c10-1-3-4(2-11)8(15)6(13)5(12)7(3,14)9(8,16)17/h3-4H,1-2H2
Chemical Name
1,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene
Synonyms
AC 12402; Nodon; Chlorbicyclen
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5141 mL 12.5707 mL 25.1414 mL
5 mM 0.5028 mL 2.5141 mL 5.0283 mL
10 mM 0.2514 mL 1.2571 mL 2.5141 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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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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