A pyrethroid insecticide
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Allethrin

Item No. 24132

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-cyclopropanecarboxylic acid, 2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester
CAS Number
584-79-2
Synonyms
  • NSC 11782
  • RU 27436
Molecular Formula
C19H26O3
Formula Weight
302.4
Purity
≥95%
Formulation
An oil
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly Soluble
SMILES
C/C(C)=C/C1C(C)(C)C1C(OC2C(C)=C(CC=C)C(C2)=O)=O
InChi Code
InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3
InChi Key
ZCVAOQKBXKSDMS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    100 mg

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    Cayman Chemical
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    Product Description

    Allethrin is a pyrethroid insecticide and modulator of voltage-gated sodium channels (NaV).1 It delays channel deactivation in cockroach giant axons when used at a concentration of 1 μM. Allethrin is 100-fold more potent at insect than rat NaV1.8 channels expressed in Xenopus oocytes.2 It decreases egg production by and is lethal to mosquitoes (LC50 = 0.01%).3 Allethrin induces production of reactive oxygen species (ROS), lipid peroxidation, and apoptosis in rat primary Leydig cells.4 In vivo, the smoke of an allethrin-based mosquito coil increases levels of the hepatic enzymes ALT and AST and induces hepatocyte apoptosis as well as emphysema and lung hyperplasia in mice.5 Formulations containing allethrin have been used as insect repellants.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Narahashi, T. Mode of action of pyrethroids. Bull. World Health Organ. 44(1-2-3), 337–345 (1971).

    2. Choi, J.S., and Soderlund, D.M. Structure-activity relationships for the action of 11 pyrethroid insecticides on rat Nav1.8 sodium channels expressed in Xenopus oocytes. Toxicol. Appl. Pharmacol. 211(3), 233-244 (2006).

    3. Liu, W., Todd, R.G., and Gerberg, E.J. Effect of three pyrethroids on blood feeding and fecundity of Aedes aegypti. J. Am. Mosq. Control Assoc. 2(3), 310-313 (1986).

    4. Madhubabu, G., and Yenugu, S. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540). Toxicol. In Vitro 28(8), 1386-1395 (2014).

    5. Abdulla Al-Mamun, M., Ataur Rahman, M., Habibur Rahman, M., et al. Biochemical and histological alterations induced by the smoke of allethrin based mosquito coil on mice model. BMC Clin. Pathol. 17(19), (2017).