Structure via PubChem · Public domain (PubChem)
tetramethrin
Sign in to saveAlso known as Neopinamin, Neo-pynamin, Phthalthrin
Tetramethrin is a potent synthetic insecticide in the pyrethroid family. It is a white crystalline solid with a melting point of 65–80 °C. The commercial product is a mixture of stereoisomers.
Chemical data
- Formula
- C19H25NO4
- Molecular weight
- 331.4 g/mol
- IUPAC name
- (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
- SMILES
- CC(=CC1C(C1(C)C)C(=O)OCN2C(=O)C3=C(C2=O)CCCC3)C
- InChIKey
- CXBMCYHAMVGWJQ-UHFFFAOYSA-N
- XLogP
- 4.7
- Polar surface area
- 63.7 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- parasitic infection
via ChEMBL · EBI
Research
199 papers- d-Tetramethrin causes zebrafish hepatotoxicity by inducing oxidative stress and inhibiting cell proliferation.Toxicology and applied pharmacology · 2024
- D-tetramethrin induces cardiac looping failure in zebrafish during embryonic development.Comparative biochemistry and physiology. Toxicology & pharmacology : CBP · 2025
- Systematic Stereoselectivity Evaluations of Tetramethrin Enantiomers: Stereoselective Cytotoxicity, Metabolism, and Environmental Fate in Earthworms, Soils, Vegetables, and Fruits.Journal of agricultural and food chemistry · 2023
- Ecotoxicity evaluation of tetramethrin and analysis in agrochemical formulations using chiral electrokinetic chromatography.The Science of the total environment · 2021
- Effects of D-Tetramethrin on Zebrafish Development and Immune System.Environmental toxicology · 2025
via PubMed
Wikidata facts
- Mass
- 331.178
- Has use
- insecticide
Show 3 more facts
- chemical formula
- C₁₉H₂₅NO₄
- canonical SMILES
- CC(=CC1C(C1(C)C)C(=O)OCN2C(=O)C3=C(C2=O)CCCC3)C
- Commons category
- Tetramethrin
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Tetramethrin is a potent synthetic insecticide in the pyrethroid family. It is a white crystalline solid with a melting point of 65–80 °C. The commercial product is a mixture of stereoisomers.
It is commonly used as an insecticide, and affects the insect's nervous system. It is found in many household insecticide products.
Excerpted from Wikipedia’s “tetramethrin” article, available under the CC BY-SA 4.0 licence.