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Amitraz

CAS# 33089-61-1

Amitraz

2D Structure

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3D structure

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Amitraz

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Chemical Properties of Amitraz

Cas No. 33089-61-1 SDF Download SDF
PubChem ID 36324 Appearance Powder
Formula C19H23N3 M.Wt 293.4
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : 50 mg/mL (170.41 mM; Need ultrasonic)
H2O : < 0.1 mg/mL (insoluble)
Chemical Name N'-(2,4-dimethylphenyl)-N-[(2,4-dimethylphenyl)iminomethyl]-N-methylmethanimidamide
SMILES CC1=CC(=C(C=C1)N=CN(C)C=NC2=C(C=C(C=C2)C)C)C
Standard InChIKey QXAITBQSYVNQDR-UHFFFAOYSA-N
Standard InChI InChI=1S/C19H23N3/c1-14-6-8-18(16(3)10-14)20-12-22(5)13-21-19-9-7-15(2)11-17(19)4/h6-13H,1-5H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Amitraz Dilution Calculator

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Amitraz Molarity Calculator

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Preparing Stock Solutions of Amitraz

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4083 mL 17.0416 mL 34.0832 mL 68.1663 mL 85.2079 mL
5 mM 0.6817 mL 3.4083 mL 6.8166 mL 13.6333 mL 17.0416 mL
10 mM 0.3408 mL 1.7042 mL 3.4083 mL 6.8166 mL 8.5208 mL
50 mM 0.0682 mL 0.3408 mL 0.6817 mL 1.3633 mL 1.7042 mL
100 mM 0.0341 mL 0.1704 mL 0.3408 mL 0.6817 mL 0.8521 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Amitraz

Amitraz toxicity to the midge Chironomus riparius: Life-history and biochemical responses.[Pubmed:30641373]

Chemosphere. 2019 Apr;221:324-332.

Acute and chronic toxicity of the formamidine pesticide Amitraz to the midge Chironomus riparius was assessed using conventional ecotoxicological tests and biochemical approaches (biomarkers). Amitraz is mainly used as an ectoparasiticide in veterinary medicine, but also in agriculture and apiculture. However, information of Amitraz toxicity to non-target invertebrates is limited. Besides the impairment of developmental and emergence rates (reduced larval growth, emergence, and delayed development time) caused by chronic exposure to Amitraz, acute exposures induced alterations in the antioxidant enzymes glutathione peroxidase (GPx) and catalase (CAT), and in energetic metabolism biomarkers, lactate dehydrogenase (LDH) and electron transport system (ETS) activities. Moreover, lipid peroxidation (LPO) increased by Amitraz exposure. Our results reveal potential secondary effects of Amitraz to invertebrates and biomarkers that may aid in the interpretation of sub-lethal toxic responses to Amitraz. These results add information concerning the potential outcomes of Amitraz exposure to freshwater invertebrates underlining the importance of risk assessment studies of formamidine pesticides.

Amitraz Marker Residues in Honey from Honeybee Colonies Treated with Apiwarol.[Pubmed:30584608]

J Vet Res. 2018 Dec 10;62(3):297-301.

Introduction: Amitraz is a formamide exhibiting both acaricidal and insecticidal activity and is frequently used by beekeepers to protect honeybee colonies against Varroa destructor mites. The aim of this apiary trial was to evaluate the impact of honeybee colony fumigation with Amitraz on the level of contamination of honey stored in combs. Material and Methods: Experimental colonies were fumigated four times every four days with one tablet of Apiwarol per treatment. Honey was sampled from combs of brood chambers and combs of supers one day after each Amitraz application and from harvested honey. Amitraz marker residues (as a total of Amitraz and metabolites containing parts of molecules with properties specific to the 2,4-DMA group, expressed as Amitraz) were evaluated in honey. Results: All analysed samples were contaminated with Amitraz metabolites. 2,4-DMA and DMPF were the most frequently determined compounds. The average concentration of Amitraz marker residue in honey from groups where a smouldering tablet was located directly in beehives was significantly higher than that of residue in honey from groups with indirect smoke generation. No significant effect on the honey contamination deriving from the place where it was exposed to smoke (combs of brood chambers and supers) was noted. Amitraz marker residues exceeded the MRL in 10% of honey samples from combs. Conclusion: Fumigation of beehives with Amitraz results in contamination of honey stored in combs.

Pharmacokinetics and brain distribution of amitraz and its metabolites in rats.[Pubmed:30503806]

Environ Toxicol Pharmacol. 2019 Jan;65:40-45.

Amitraz is an acaricide and insecticide widely used in agriculture and veterinary medicine. Although central nervous system (CNS) toxicity is one of major toxicities following oral ingestion of Amitraz, the understanding of the cause of the toxicity is limited. This study evaluated the systemic and brain exposure of Amitraz and its major metabolites, BTS27271, 2',4'-formoxylidide, and 2,4-dimethylaniline following administration of Amitraz in male Sprague-Dawley rats. Significant metabolism of Amitraz was observed following the intravenous and oral administration. Amitraz related metabolites were majority of the total exposure observed, especially following oral administration. BTS27271 had higher brain exposure than Amitraz and its other metabolites, which was due to low plasma protein binding but high brain tissue binding of BTS27271. Since BTS27271 has similar or higher toxicity and alpha2-adrenoreceptor agonist potency than Amitraz, its exposure in brain tissues may be the major cause of CNS toxicity of Amitraz in animals and humans.

Description

Amitraz is a non-systemic acaricide and insecticide, with alpha-adrenergic agonist activity, interaction with octopamine receptors of the central nervous system and inhibition of monoamine oxidases and prostaglandin synthesis.

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