Compound: Allethrins
SMILES: O=C1C(=C(C)C(C1)OC(=O)C2C(C)(C)C2C=C(C)C)CC=C
InChIKey: ZCVAOQKBXKSDMS-UHFFFAOYSA-N
Synonyms: Allethrins, D-trans Allethrin, d-cis,trans-Allethrin, d-cis-trans-Allethrin, Allyl cinerin, Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1-alpha(S*),3-beta)-(+-)-, Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester. (1S.3S)-rel-, Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1R)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1S,3S)-rel-, HSDB 1511, PYNAMIN (JAPAN), RefChem:554622, PALLETHRINE (FRANCE), Pesticide Code: 004001, OMS 468, (RS)-Allethronyl (1R, cis)-chrysanthemate /d-cis-Allethrin/, (S)-Allethronyl (1R, trans)-chrysanthemate /S-Bioallethrin/, (RS)-Allethronyl (1R, cis, trans)-chrysanthemate /d-Allethrin/, (S)-Allethronyl (1R, cis, trans)-chrysanthemate /GZ1925000/, (RS)-Allethronyl (1R, trans) chrysanthemate /d-trans-Allethrin/ /Esbiothrin/, (RS)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl (1RS, cis, trans)-2,2-dimethyl-3-(2,2-dimethylvinyl)cyclopropane-carboxylate /Allethrin/ /d-Allethrin/ /d-cis-Allethrin/ /d-trans-Allethrin/ /Esbiothrin/ /S-Bioallethrin/, 2-Methyl-4-oxo-3-(2-propenyl)-2-cyclo-penten-1-yl 2,2-dimethyl 3-(2-methyl-1-propenyl) cyclopropanecarboxylate /Allethrin/ /d-Allethrin/ /d-cis-Allethrin/ /d-trans-Allethrin/ /Esbiothrin/ /S-Bioallethrin/, d-trans-Chrysanthemum monocarboxylic acid ester of d-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one /S-Bioallethrin/, ALLETHRIN, 584-79-2, Esbiothrin, Pynamin, 84030-86-4, D-Allethrin, 22431-63-6, 42534-61-2, D-TRANS-ALLETHRIN, (2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate, Pallethrine, Allethrine, Pyresin, Pyresyn, Allyl cinerin I, Necarboxylic acid, MFCD00045443, Bioaletrina, Cinerin I allyl homolog, alpha-dl-trans-Allethrin, 3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl chrysanthemate, 3972-20-1, DTXSID8035180, trans-chrysanthemummonocarboxylate, Allyl homolog of cinerin I, Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, FMC 249, NCGC00163953-03, NIA 249, FDA 1446, 28434-00-6, (3-allyl-2-methyl-4-oxo-cyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate, 2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate, (+)-Allelrethonyl (+)-cis,trans-chrysanthemate, 3-Allyl-4-keto-2-methylcyclopentenyl chrysanthemum monocarboxylate, Allethrolone ester of chrysanthemummonocarboxylic acid, Bioallethrin (BAN), (+/-)-Allerethonyl (+/-)-cis,trans-chrysanthemate, 0X03II877M, 28057-48-9, (+)-trans-Bioallethrin, ALLETHRIN [HSDB], ALLETHRIN I [MI], Duocide [veterinary] (TN), SCHEMBL26963, orb1305382, CHEMBL1872535, DTXCID6015180, CHEBI:34572, D,L-chrysanthemum monocarboxylate, [(1S)-2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate, HY-B1559, MSK20484, NSC11782, Tox21_400074, D-allethrolone d-trans-chrysanthemate, ENT 16275, ENT 17510, AKOS015900219, EBC-618389, NCGC00163953-01, NCGC00163953-02, NCGC00163953-04, NCGC00164471-01, AS-11751, CAS-584-79-2, Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, [1R-[1.alpha.(S*),3.beta.]]-, DB-047389, ()-Allerethonyl ()-cis,trans-chrysanthemate, CS-0013441, NS00008969, Allethrin, PESTANAL(R), analytical standard, Esbiothrin, PESTANAL(R), analytical standard, D07530, H54861, Bioallethrin, PESTANAL(R), analytical standard, Q1851694, (.+-.)-Allelrethonyl (.+-.)-cis,trans-chrysanthemate, (+)-trans-Chrysanthemumic acid ester of (.+-.)-allethrolone, WLN: L5V BUTJ B2U1 C1 DOV- BL3TJ A1 A1 C1UY1&1, 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one ester of 2,2-dimethyl-3-(2-methyl propenyl) cyclopropane carboxylic acid, 2-methyl-4-oxo-3-(prop-2-en-1-yl)cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate, 3-Allyl-2-methyl-4-oxo-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate, (1R-(1.alpha.(S*),3.beta.))-, 3-allyl-2-methyl-4-oxocyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate, Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one, Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester (VA, Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, d-trans-, Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methyl-1-propenyl)-, 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopentene-1-yl ester, Cyclopropanecarboxylic acid,2-dimethyl-3-(2-methylpropenyl)-, ester with 2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one, D-trans-Allethrin, (S)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl-(1R,3R)-2,2-dimethyl-3-(2-methyl-prop-1-enyl)cyclopropancarboxylate
Theoretical properties:
molecular_formula: C19H26O3
molecular_weight: 302.4 g/mol
exact_mass: 302.18819469 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 6
heavy_atom_count: 22
topological_polar_surface_area: 43.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: BP: 140 °C at 0.1 mm Hg. Vaporizes without decomposition when heated at 150 °C.
melting_point: ~4 °C
density: Relative density (water = 1): 1.01
solubility: Solubility in water: none
flash_point: GREATER THAN 140 °F
vapor_pressure: Pale, yellow, oily liquid. Specific gravity, d 20/4: 1.005-1.015. Vapor pressure: 1.2X10-4 mm Hg at 30 °C. Miscible with most organic solvents at 20-25 °C. /Pynamin forte/
Descriptions:
pubchem: Allethrin is a cyclopropanecarboxylate ester. It has a role as a pyrethroid ester insecticide. It is functionally related to a chrysanthemic acid.
chembl: Allethrin is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: The allethrins are a group of related synthetic compounds used in insecticides. They are classified as pyrethroids, i.e. synthetic versions of pyrethrin, a chemical with insecticidal properties found naturally in Chrysanthemum flowers. They were first synthesized in the United States by Milton S. Schechter in 1949. Allethrin was the first pyrethroid.
They are commonly used in ultra-low volume sprays for outdoor mosquito control, and in many household insecticides such as RAID, as well as mosquito coils.