Structure via PubChem · Public domain (PubChem)
(E,E)-hydramethylnon
Sign in to saveAlso known as (1E,4E)-1,5-bis[4-(trifluoromethyl)phenyl]-1,4-pentadien-3-one (5,5-dimethyltetrahydro-2(1H)-pyrimidinylidene)hydrazone, Amdro, hydramethylnon
Hydramethylnon (AC 217,300) is an insecticide used primarily in the form of baits for cockroaches and ants. It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation (IRAC class 20A). Some brands of hydramethylnon are Amdro, Blatex, Combat, Cyaforce, Cyclon, Faslane, Grant's, Impact, Matox, Maxforce, Pyramdron, Siege, Scuttle and Wipeout. Hydramethylnon is a slow-acting poison with delayed toxicity that needs to be eaten to be effective.
In the Vinony graph
Vinony's link graph records 213 inbound references to (E,E)-hydramethylnon, and connects out to carbamate, chlorpyrifos and Formicidae.
It is catalogued under topics including 4-(Trifluoromethyl)phenyl compounds, Alkene derivatives and ECHA InfoCard ID from Wikidata.
Vinony links it to 11 Wikipedia language editions.
Chemical data
- Formula
- C25H24F6N4
- Molecular weight
- 494.5 g/mol
- IUPAC name
- N-[[(1E,4E)-1,5-bis[4-(trifluoromethyl)phenyl]penta-1,4-dien-3-ylidene]amino]-5,5-dimethyl-4,6-dihydro-1H-pyrimidin-2-amine
- SMILES
- CC1(CN=C(NC1)NN=C(/C=C/C2=CC=C(C=C2)C(F)(F)F)/C=C/C3=CC=C(C=C3)C(F)(F)F)C
- InChIKey
- IQVNEKKDSLOHHK-FNCQTZNRSA-N
- XLogP
- 6.4
- Polar surface area
- 48.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 494.190516
- Has use
- insecticide
Show 4 more facts
- chemical formula
- C₂₅H₂₄F₆N₄
- canonical SMILES
- CC1(CNC(=NC1)NN=C(C=CC2=CC=C(C=C2)C(F)(F)F)C=CC3=CC=C(C=C3)C(F)(F)F)C
- isomeric SMILES
- CC1(CN=C(NC1)NN=C(/C=C/C2=CC=C(C=C2)C(F)(F)F)/C=C/C3=CC=C(C=C3)C(F)(F)F)C
- Commons category
- Hydramethylnon
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Toxicology
- See also
- References
- External links
Hydramethylnon (AC 217,300) is an insecticide used primarily in the form of baits for cockroaches and ants. It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation (IRAC class 20A). Some brands of hydramethylnon are Amdro, Blatex, Combat, Cyaforce, Cyclon, Faslane, Grant's, Impact, Matox, Maxforce, Pyramdron, Siege, Scuttle and Wipeout. Hydramethylnon is a slow-acting poison with delayed toxicity that needs to be eaten to be effective.
==Toxicology== Hydramethylnon has low toxicity in mammals. The oral is 1100–1300 mg/kg in rats and above 28,000 mg/kg in dogs. Hydramethylnon is toxic to fish; the 96-hour LC50 in rainbow trout is 0.16 mg/L, 0.10 mg/L in channel catfish, and 1.70 mg/L in bluegill sunfish.
Excerpted from Wikipedia’s “(E,E)-hydramethylnon” article, available under the CC BY-SA 4.0 licence.
Available in 11 languages
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