Structure via PubChem · Public domain (PubChem)
cyromazine
Sign in to saveAlso known as Vetrazin, Larvadex, 2,4-diamino-6-(cyclopropylamino)-s-triazine, N-cyclopropyl-1,3,5-triazine-2,4,6-triamine, Trigard, N-cyclopropylmelamine
Cyromazine is a triazine insect growth regulator used as an insecticide to control dipterans and some other insects. It is a cyclopropyl derivative of melamine. The exact mechanism of action of cyromazine against insects is unclear although it does affect the larval and pupal cuticles.
In the Vinony graph
Vinony's link graph records 211 inbound references to cyromazine, and connects out to United States Department of Agriculture, carbamate and chlorpyrifos.
Vinony files it under Cyclopropyl compounds, ECHA InfoCard ID from Wikidata and Insecticides.
Vinony links it to 13 Wikipedia language editions.
Chemical data
- Formula
- C6H10N6
- Molecular weight
- 166.18 g/mol
- IUPAC name
- 2-N-cyclopropyl-1,3,5-triazine-2,4,6-triamine
- SMILES
- C1CC1NC2=NC(=NC(=N2)N)N
- InChIKey
- LVQDKIWDGQRHTE-UHFFFAOYSA-N
- XLogP
- -0.2
- Polar surface area
- 103 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
268 papers- Cyromazine affects the ovarian germ cells of Drosophila via the ecdysone signaling pathway.Frontiers in physiology · 2022
- Biodegradation of Cyromazine by Mycobacterium sp. M15: Performance, Degradation Pathways, and Key Enzymes.Journal of agricultural and food chemistry · 2024
- Cyromazine Effects the Reproduction of Drosophila by Decreasing the Number of Germ Cells in the Female Adult Ovary.Insects · 2022
- Technology for Rapid Detection of Cyromazine Residues in Fruits and Vegetables: Molecularly Imprinted Electrochemical Sensors.Biosensors · 2022
- Isolation and characterization of cyromazine degrading Acinetobacter sp. ZX01 from a Chinese ginger cultivated soil.Environmental science and pollution research international · 2022
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 166.097
- Has use
- insecticide
Show 3 more facts
- chemical formula
- C₆H₁₀N₆
- canonical SMILES
- C1CC1NC2=NC(=NC(=N2)N)N
- Commons category
- Cyromazine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Regulation
- References
Cyromazine is a triazine insect growth regulator used as an insecticide to control dipterans and some other insects. It is a cyclopropyl derivative of melamine. The exact mechanism of action of cyromazine against insects is unclear although it does affect the larval and pupal cuticles.
In veterinary medicine, cyromazine is used as an ectoparasiticide. It has been used since 1979 in Australia and New Zealand to control and prevent flystrike of sheep by blowfly. The exact mechanism of action has not been determined, but it is non-toxic to mammals and does not target the nervous system. It is not toxic to adult flies, only having its effect on larval forms by disrupting the moulting process. It can give 8-10 weeks protection when applied topically. Because of this it has little effect on existing infestations and is commonly used prophylactically. In 2011 resistance was detected in Lucilia cuprina to cyromazine from infested sheep that failed to be protected following treatment.
Excerpted from Wikipedia’s “cyromazine” article, available under the CC BY-SA 4.0 licence.