resmethrin

Also known as (5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate, 5-Benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate, 5-Benzyl-3-furylmethyl (+-)-cis,trans-chrysanthemate

Resmethrin is a pyrethroid insecticide with many uses, including control of the adult mosquito population.

In the Vinony graph

Vinony's link graph records 214 inbound references to resmethrin, and connects out to carbamate, chlorpyrifos and Mosquito.

Vinony files it under Benzyl compounds, Chembox having GHS data and Chemical articles with multiple CAS registry numbers.

Vinony links it to 9 Wikipedia language editions.

Chemical data

Formula: C22H26O3
Molecular weight: 338.4 g/mol
IUPAC name: (5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
SMILES: CC(=CC1C(C1(C)C)C(=O)OCC2=COC(=C2)CC3=CC=CC=C3)C
InChIKey: VEMKTZHHVJILDY-UHFFFAOYSA-N
XLogP: 6.1
Polar surface area: 39.4 Å²
H-bond donors: 0
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

163 papers

Resmethrin, the first modern pyrethroid insecticide.Pest management science · 2015
Resmethrin disrupts mitochondria-associated membranes and activates endoplasmic reticulum stress, leading to proliferation inhibition in cultured mouse Leydig and Sertoli cells.Pesticide biochemistry and physiology · 2024
Evaluation of Resmethrin Toxicity to Neonatal Testes in Organ Culture.Toxicological sciences : an official journal of the Society of Toxicology · 2020
Resmethrin induces implantation failure by disrupting calcium homeostasis and forcing mitochondrial defects in porcine trophectoderm and uterine luminal epithelial cells.The Science of the total environment · 2024
Case Report: Fatal Neurotoxicity Following Resmethrin Poisoning in a Child.Frontiers in pediatrics · 2021

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 338.188
Has use: insecticide

Show 4 more facts

chemical formula: C₂₂H₂₆O₃
canonical SMILES: CC(=CC1C(C1(C)C)C(=O)OCC2=COC(=C2)CC3=CC=CC=C3)C
subject has role: carcinogen
Commons category: Resmethrin

Sources (3)

via Wikidata · CC0

~3 min read

Encyclopedic overview

2 sections

Contents

References
External links

{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464381193 | Name = Resmethrin | ImageFile = Resmethrin v2.svg

| ImageName = | IUPACName = (5-benzylfuran-3-yl)methyl (2R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate; 5-benzyl-3-[({[(3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl) cyclopropyl]carbonyl}oxy)methyl]furan; (5-Benzyl-3-furyl)methyl-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropancarboxylate; 5-benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; 5-benzyl-3-furylmethyl(1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; 5-benzyl-3-furylmethyl(±)-cis-trans-chrysanthemate | OtherNames = [5-(phenylmethyl)-3-furanyl]methyl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate | Section1 = | Section2 = | Section6 = |Section7= }}

Excerpted from Wikipedia’s “resmethrin” article, available under the CC BY-SA 4.0 licence.