Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H10N6 |
| Molecular Weight | 166.1838 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(NC2CC2)=NC(N)=N1
InChI
InChIKey=LVQDKIWDGQRHTE-UHFFFAOYSA-N
InChI=1S/C6H10N6/c7-4-10-5(8)12-6(11-4)9-3-1-2-3/h3H,1-2H2,(H5,7,8,9,10,11,12)
| Molecular Formula | C6H10N6 |
| Molecular Weight | 166.1838 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Cyromazine, an insect growth regulator, affects larval and pupal cuticles in dipterans and some other insects. The mode of action of this aminotriazine is not known yet, though it has been shown not to inhibit the synthesis of chitin and cuticular proteins. Cyromazine may, however, act on some step(s) of sclerotization of the cuticle. Cyromazine is not a cholinesterase inhibitor. As an insect growth regulator, cyrozine exerts its toxic action by affecting the nervous system of the immature stages (larvae) of certain insects.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Bacterial degradation of N-cyclopropylmelamine. The steps to ring cleavage. | 1984 Sep 1 |
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| Cabbage root fly control using non-organophosphorus insecticides. | 2001 |
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| Genetics and fitness costs of cyromazine resistance in the house fly (Diptera: Muscidae). | 2002 Dec |
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| Impact of an insecticide resistance strategy for house fly (Diptera: Muscidae) control in intensive animal units in the United Kingdom. | 2002 Dec |
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| Larvicide resistance in Musca domestica (Diptera: Muscidae) populations in Denmark and establishment of resistant laboratory strains. | 2003 Aug |
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| Cyromazine seed treatments to control onion maggot, Delia antiqua, on green onions. | 2003 Oct |
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| Controlled-release systems for the delivery of cyromazine into water surface. | 2003 Sep 24 |
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| Determination of poultry feed-through insecticide activity in an in vivo anticoccidial assay. | 2004 Apr |
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| Toxicity of chemicals commonly used in Indonesian vegetable crops to Liriomyza huidobrensis populations and the Indonesian parasitoids Hemiptarsenus varicornis, Opius sp., and Gronotoma micromorpha, as well as the Australian parasitoids Hemiptarsenus varicornis and Diglyphus isaea. | 2004 Aug |
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| Development and stability of insecticide resistance in the leafminer Liriomyza trifolii (Diptera: Agromyzidae) to cyromazine, abamectin, and spinosad. | 2004 Feb |
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| Highly sensitive analysis of multiple pesticides in foods combining solid-phase microextraction, capillary electrophoresis-mass spectrometry, and chemometrics. | 2004 Jul |
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| Effects of two plant extracts on larval leafminer Liriomyza trifolii (Diptera: Agromyzidae) in tomatoes. | 2004 Oct |
|
| Juvenile and sublethal effects of selected pesticides on the leafminer parasitoids Hemiptarsenus varicornis and Diglyphus isaea (Hymenoptera: Eulophidae) from Australia. | 2005 Dec |
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| Combining solid-phase microextraction and on-line preconcentration-capillary electrophoresis for sensitive analysis of pesticides in foods. | 2005 Feb |
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| Studies of the intermediary metabolism in cultured cells of the insect Spodoptera frugiperda using 13C- or 15N-labelled tracers. | 2005 Nov 14 |
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| Positional cloning of a cyromazine resistance gene in Drosophila melanogaster. | 2006 Apr |
|
| Hazards and uptake of chitin synthesis inhibitors in bumblebees Bombus terrestris. | 2006 Aug |
|
| Controlled release of isoproturon, imidacloprid, and cyromazine from alginate-bentonite-activated carbon formulations. | 2006 Dec 27 |
|
| The insect growth regulator insecticide cyromazine causes earlier emergence in Drosophila melanogaster. | 2006 Nov |
|
| Laboratory evaluation of five chitin synthesis inhibitors against the colorado potato beetle, Leptinotarsa decemlineata. | 2007 |
|
| Modification and re-validation of the ethyl acetate-based multi-residue method for pesticides in produce. | 2007 Nov |
|
| Application and fate of Cyromazine in a closed-cycle hydroponic cultivation of bean (Phaseolus vulgaris L.). | 2007 Nov 28 |
|
| Controlled-release formulations of cyromazine-lignin matrix coated with ethylcellulose. | 2007 Sep-Oct |
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| Controlled release systems to prevent the agro-environmental pollution derived from pesticide use. | 2007 Sep-Oct |
|
| Sheep blowfly strike risk and management in Great Britain: a survey of current practice. | 2008 Dec |
|
| Laboratory evaluation of cyromazine against insecticide-susceptible and -resistant mosquito larvae. | 2008 Mar |
|
| Simultaneous determination of seven pesticides in waters using multi-walled carbon nanotube SPE and NACE. | 2008 Nov |
|
| Effect of compost and casing treatments of insecticides against the sciarid Bradysia ocellaris (Diptera: Sciaridae) and on the total yield of cultivated mushrooms, Agaricus bisporus. | 2009 Apr |
|
| High-performance liquid chromatographic method for the determination of cyromazine and melamine residues in milk and pork. | 2009 Aug |
|
| Insecticide resistance of house fly, Musca domestica (L.) from Argentina. | 2009 Aug |
|
| Novel cyromazine imprinted polymer applied to the solid-phase extraction of melamine from feed and milk samples. | 2009 Aug 21 |
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| Lignin-based formulations to prevent pesticides pollution. | 2009 Aug 30 |
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| Melamine acoustic chemosensor based on molecularly imprinted polymer film. | 2009 Dec 15 |
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| Determination of residues of cyromazine and its metabolite, melamine, in animal-derived food by gas chromatography-mass spectrometry with derivatization. | 2009 Dec 9 |
|
| [Determination of residues of cyromazine and its metabolite melamine in chickens by gas chromatography-mass spectrometry]. | 2009 Jul |
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| Toxicological risk of melamine and cyanuric acid in food and feed. | 2009 Jun |
|
| Analytical method for simultaneous determination of pesticide and veterinary drug residues in milk by CE-MS. | 2009 May |
|
| Multiresidue pesticide analysis of wines by dispersive solid-phase extraction and ultrahigh-performance liquid chromatography-tandem mass spectrometry. | 2009 May 27 |
|
| Interaction between Beauveria bassiana and Bacillus thuringiensis var. israelensis for the control of house fly larvae and adults in poultry houses. | 2009 Nov |
|
| [Adsorption of cyromazine on five typical soils in China]. | 2009 Oct 15 |
|
| Hapten synthesis and antibody production for the development of a melamine immunoassay. | 2010 Apr 14 |
|
| Putative polymerase chain reaction markers for insecticide resistance in the leafminer Liriomyza trifolii (Diptera: Agromyzidae) to cyromazine and abamectin. | 2010 Dec |
|
| High-resolution structures of Trypanosoma brucei pteridine reductase ligand complexes inform on the placement of new molecular entities in the active site of a potential drug target. | 2010 Dec |
|
| Development of a high performance liquid chromatography method and a liquid chromatography-tandem mass spectrometry method with pressurized liquid extraction for simultaneous quantification and confirmation of cyromazine, melamine and its metabolites in foods of animal origin. | 2010 Dec 3 |
|
| Effective separation and simultaneous detection of cyromazine and melamine in food by capillary electrophoresis. | 2010 Jul |
|
| First report of cyromazine resistance in a population of UK house fly (Musca domestica) associated with intensive livestock production. | 2010 Jul |
|
| Analysis of cyromazine in poultry feed using the QuEChERS method coupled with LC-MS/MS. | 2010 May 26 |
|
| Association of poultry farms with housefly and morbidity: a comparative study from raipur rani, haryana. | 2010 Oct |
|
| Molecularly-imprinted microspheres for selective extraction and determination of melamine in milk and feed using gas chromatography-mass spectrometry. | 2010 Sep 1 |
|
| Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
Patents
Sample Use Guides
In a series of 4 trials, dairy calves housed in outdoor hutches were administered technical cyromazine daily at rates of 0, 0.1, 0.5, and 1.0 mg/kg body weight.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 16:30:48 GMT 2023
by
admin
on
Fri Dec 15 16:30:48 GMT 2023
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| Record UNII |
CA49Y29RA9
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C737
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EPA PESTICIDE CODE |
121301
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| Code System | Code | Type | Description | ||
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cyromazine
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C76870
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47866
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6395
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CHEMBL1231107
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30260
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1161203
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6602
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100000083970
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C028704
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DTXSID6023999
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SUB06878MIG
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CYROMAZINE
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266-257-8
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66215-27-8
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CA49Y29RA9
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m4042
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759268
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