| Size | Price | Stock | Qty |
|---|---|---|---|
| 25mg |
|
||
| 50mg |
|
||
| 100mg |
|
||
| 250mg |
|
||
| Other Sizes |
| Targets |
Fipronil sulfone shares a similar mechanism of action with its parent compound, acting as an inhibitor of GABA-gated chloride channels and glutamate-gated chloride channels. It selectively inhibits GABA receptors with an IC₅₀ of 175 nM (assayed by displacement of [³H]EBOB from the noncompetitive blocker site). It is also an inhibitor of rat α1β2γ2L GABA(A) receptor.
|
|---|---|
| ln Vitro |
Fipronil sulfone selectively inhibits GABA receptors with an IC₅₀ of 175 nM in radioligand binding assays. It acts by blocking GABA-gated chloride channels and glutamate-gated chloride channels in the insect nervous system. The compound retains potent insecticidal activity and is considered a major contributor to the overall toxicity of fipronil in target and non-target organisms.
|
| ln Vivo |
Fipronil sulfone is the major and most persistent metabolite of fipronil and contributes to the insecticidal activity of the parent compound. It is formed in the environment and in animals following fipronil exposure. The metabolite is more persistent than fipronil itself and can accumulate in the food chain, raising environmental and toxicological concerns.
|
| Enzyme Assay |
For non-cellular receptor binding assays, fipronil sulfone's affinity for GABA receptors can be evaluated using radioligand binding displacement studies. Membrane preparations from insect or mammalian brain are incubated with [³H]EBOB and varying concentrations of fipronil sulfone. The IC₅₀ for displacement of [³H]EBOB is determined from dose-response curves. This assay measures binding to the noncompetitive blocker site of the GABA receptor.
|
| Cell Assay |
In vitro cellular assays for fipronil sulfone involve treating neuronal cultures or cells expressing GABA receptors with the compound and measuring chloride flux or GABA-gated currents. Electrophysiological recordings (patch-clamp) can be used to assess the inhibition of GABA-induced currents. The metabolite's potency is compared to that of the parent compound fipronil to understand its contribution to overall toxicity.
|
| Animal Protocol |
In vivo animal experiments with fipronil sulfone are conducted to assess its toxicological profile and environmental persistence. Rodents are administered fipronil sulfone orally or intraperitoneally, and toxicological endpoints such as neurotoxicity, hepatotoxicity, and reproductive effects are evaluated. The compound's persistence in tissues and its potential for bioaccumulation are also studied.
|
| ADME/Pharmacokinetics |
Metabolism / Metabolites
Fipronil sulfone is a known human metabolite of (+)-fipronil. Fipronil sulfone has a molecular weight of 453.15 and a molecular formula of C₁₂H₄Cl₂F₆N₄O₂S. It is a white to off-white solid with a density of 1.9±0.1 g/cm³ and a boiling point of 531.6±50.0°C. It has a logP of 7.44, indicating high lipophilicity. The compound is stable under normal storage conditions and is stored at -20°C. |
| Toxicity/Toxicokinetics |
Fipronil sulfone is the major metabolite of fipronil and is more persistent in the environment. It has been detected in various environmental matrices and biological samples. The metabolite exhibits potent insecticidal activity and can contribute to the overall toxicity of fipronil. It has been reported to be a marine xenobiotic metabolite and has potential toxicological effects on non-target organisms.
|
| Additional Infomation |
Fipronil sulfone belongs to the pyrazole class of compounds, with the structure 1H-pyrazole, substituted at positions 1, 3, 4, and 5 by 2,6-dichloro-4-(trifluoromethyl)phenyl, cyano, (trifluoromethyl)sulfonyl, and amino groups, respectively. It is a metabolite of the pesticide fipronil and also a marine xenobiotic metabolite. It belongs to the pyrazole, dichlorobenzene, nitrile, (trifluoromethyl)benzene, and sulfone classes of compounds. Fipronil sulfone has been reported to be detected in Streptomyces rochei, and relevant data are available for reference.
Fipronil sulfone is the major and most persistent metabolite of the insecticide fipronil. It is formed through the oxidation of fipronil and retains potent insecticidal activity. The compound is used as an analytical standard for environmental monitoring and as a research tool for studying the metabolism and toxicology of fipronil. It is available from various commercial suppliers for research applications. |
| Molecular Formula |
C12H4N4O2F6SCL2
|
|---|---|
| Molecular Weight |
453.14716
|
| Exact Mass |
451.933
|
| CAS # |
120068-36-2
|
| PubChem CID |
3078139
|
| Appearance |
White to off-white solid powder
|
| Density |
1.9±0.1 g/cm3
|
| Boiling Point |
531.6±50.0 °C at 760 mmHg
|
| Flash Point |
275.3±30.1 °C
|
| Vapour Pressure |
0.0±1.4 mmHg at 25°C
|
| Index of Refraction |
1.592
|
| LogP |
7.44
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
11
|
| Rotatable Bond Count |
2
|
| Heavy Atom Count |
27
|
| Complexity |
706
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
NC1N(C2C(Cl)=CC(C(F)(F)F)=CC=2Cl)N=C(C#N)C=1S(C(F)(F)F)(=O)=O
|
| InChi Key |
LGHZJDKSVUTELU-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C12H4Cl2F6N4O2S/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)27(25,26)12(18,19)20/h1-2H,22H2
|
| Chemical Name |
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfonyl)pyrazole-3-carbonitrile
|
| 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 (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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.2068 mL | 11.0339 mL | 22.0677 mL | |
| 5 mM | 0.4414 mL | 2.2068 mL | 4.4135 mL | |
| 10 mM | 0.2207 mL | 1.1034 mL | 2.2068 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.
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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
