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cyromazine
1,3,5-triazine-2,4,6-triamine, N-cyclopropyl-

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CAS Number: 66215-27-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:266-257-8
FDA UNII: CA49Y29RA9
Nikkaji Web:J18.757G
Beilstein Number:0882879
MDL:MFCD00078650
XlogP3:-0.20 (est)
Molecular Weight:166.18770000
Formula:C6 H10 N6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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US Patents:Search
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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white crystalline solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 219.00 °C. @ 760.00 mm Hg
Boiling Point: 480.60 °C. @ 760.00 mm Hg (est)
Vapor Pressure:3.360000 mmHg @ 25.00 °C. (est)
Flash Point: 472.00 °F. TCC ( 244.50 °C. ) (est)
logP (o/w): -0.040 (est)
Soluble in:
 water, 1.30E+04 mg/L @ 25 °C (exp)
 water, 9669 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Cyromazine >98%
Odor: characteristic
Use: Cyromazine is a triazine insect growth regulator used as an insecticide and an acaricide.
Glentham Life Sciences
Cyromazin
Santa Cruz Biotechnology
For experimental / research use only.
Cyromazine
Sigma-Aldrich
For experimental / research use only.
Cyromazin PESTANAL®, analytical standard
TCI AMERICA
For experimental / research use only.
Cyromazine >98.0%(HPLC)(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-duck LD50 > 6000 mg/kg
Farm Chemicals Handbook. Vol. -, Pg. C91, 1991.

oral-quail LD50 1785 mg/kg
Pesticide Manual. Vol. 9, Pg. 217, 1991.

oral-rat LD50 3387 mg/kg
Pesticide Manual. Vol. 9, Pg. 217, 1991.

Dermal Toxicity:
skin-rat LD50 > 3100 mg/kg
Pesticide Manual. Vol. 9, Pg. 217, 1991.

Inhalation Toxicity:
inhalation-rat LC50 > 2720 mg/m3/4H
Pesticide Manual. Vol. 9, Pg. 217, 1991.

 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for cyromazine usage levels up to:
 not for fragrance use.
 
Recommendation for cyromazine flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf

EPI System: View
EPA-Iris:IRIS
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :47866
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-N-cyclopropyl-1,3,5-triazine-2,4,6-triamine
Chemidplus:0066215278
RTECS:XZ1056500 for cas# 66215-27-8
 
References:
 2-N-cyclopropyl-1,3,5-triazine-2,4,6-triamine
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):47866
Pubchem (sid):135008716
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
UM BBD:Search
KEGG (GenomeNet):C14147
HMDB (The Human Metabolome Database):HMDB29862
FooDB:FDB001091
Export Tariff Code:2933.69.6050
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•larvadex 1% premix active ingredient 1.00% cyromazine; larvadex 2sl active ingredient 2.00% cyromazine; novartis cyromazine technical spec ground active ingredient 97.00% cyromazine •flyzine 1% premix active ingredient 1.00% cyromazine; flyzine technical active ingredient 96.80% cyromazine •serene fly control products active ingredient 2.12% cyromazine •cyromazine technical active ingredient 97.00% cyromazine; trigard 75w active ingredient 75.00% cyromazine; armor insect growth regulator active ingredient 5.00% cyromazine; citation insecticide active ingredient 75% cyromazine; trigard omc active ingredient 75% cyromazine •'neporex', water soluble powder (500 gkg), water soluble granules (20 gkg); 'trigard', suspension concentrate (100 gkg), wettable powder (750 gkg); 'vetrazine' water soluble powder (500 gkg). •feed premix •soluble concentrate
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 azimethiphos
 ciromazina
2-N-cyclopropyl-1,3,5-triazine-2,4,6-triamine
N-cyclopropyl-1,3,5-triazine-2,4,6-triamine
N-cyclopropyl-1,3,5-triazine-2,4,6-triamine
2-cyclopropylamino-4,6-diamino-s-triazine
 cypromazine
 cyromazinum
2,4-diamino-6-(cyclopropylamino)-s-triazine (8CI)
 larvadex
 OMS-2014
1,3,5-triazine-2,4,6-triamine, N-cyclopropyl-
 trigard
 vetrazin
 vetrazine
 

Articles:

PubMed:Multi-class pesticide residue determination in dietary supplements from grape seed extracts by ultra-high performance liquid chromatography coupled to triple quadrupole mass spectrometry.
PubMed:Water-compatible magnetic imprinted microspheres for rapid separation and determination of triazine herbicides in environmental water.
PubMed:Determination of melamine and cyromazine in milk by high performance liquid chromatography coupled with online solid-phase extraction using a novel cation-exchange restricted access material synthesized by surface initiated atom transfer radical polymerization.
PubMed:Rapid detection of pesticides not amenable to multi-residue methods by flow injection-tandem mass spectrometry.
PubMed:Atrazine molecular imprinted polymers: comparative analysis by far-infrared and ultraviolet induced polymerization.
PubMed:Characterization of a novel melamine-degrading bacterium isolated from a melamine-manufacturing factory in China.
PubMed:Sorption of cyromazine on humic acid: Effects of pH, ionic strength and foreign ions.
PubMed:Sorption characteristics of cyromazine and its metabolite melamine in typical agricultural soils of China.
PubMed:A Sensitive and Validated HPLC Method for the Determination of Cyromazine and Melamine in Herbal and Edible Plants Using Accelerated Solvent Extraction and Cleanup with SPE.
PubMed:[Rapid screening of 176 pesticide residues in vegetables by ultra fast liquid chromatography-tandem mass spectrometry].
PubMed:Simultaneous determination of cyromazine and dicyclanil in animal edible tissues using UPLC-MS/MS.
PubMed:A novel colloidal gold-based lateral flow immunoassay for rapid simultaneous detection of cyromazine and melamine in foods of animal origin.
PubMed:Response to laboratory selection with cyromazine and susceptibility to alternative insecticides in sheep blowfly larvae from the New South Wales Monaro.
PubMed:Cyromazine resistance detected in Australian sheep blowfly.
PubMed:Determination of cyromazine and melamine in chicken eggs using quick, easy, cheap, effective, rugged and safe (QuEChERS) extraction coupled with liquid chromatography-tandem mass spectrometry.
PubMed:Rapid and selective screening of melamine in bovine milk using molecularly imprinted matrix solid-phase dispersion coupled with liquid chromatography-ultraviolet detection.
PubMed:Laboratory tests of insect growth regulators as bait sprays for the control of the olive fruit fly, Bactrocera oleae (Diptera: Tephritidae).
PubMed:Preparation of a magnetic molecularly imprinted polymer with pseudo template for rapid simultaneous determination of cyromazine and melamine in bio-matrix samples.
PubMed:The application of pseudo template molecularly imprinted polymer to the solid-phase extraction of cyromazine and its metabolic melamine from egg and milk.
PubMed:Insecticide-mediated apparent displacement between two invasive species of leafminer fly.
PubMed:Efficacy of cyromazine to control immature stable flies (Diptera: Muscidae) developing in winter hay feeding sites.
PubMed:Identification of pesticide transformation products in agricultural soils using liquid chromatography/quadrupole-time-of-flight mass spectrometry.
PubMed:Recent advances in the risk assessment of melamine and cyanuric acid in animal feed.
PubMed:Species displacements are common to two invasive species of leafminer fly in China, Japan, and the United States.
PubMed:A liquid chromatography-tandem mass spectrometry method for the detection of economically motivated adulteration in protein-containing foods.
PubMed:Molecularly imprinted monolith coupled on-line with high performance liquid chromatography for simultaneous quantitative determination of cyromazine and melamine.
PubMed:Effective separation and sensitive determination of cyanuric acid, melamine and cyromazine in environmental water by reversed phase high-performance liquid chromatography.
PubMed:Development of an optical biosensor based immunoassay to screen infant formula milk samples for adulteration with melamine.
PubMed:Alginate and lignin-based formulations to control pesticides leaching in a calcareous soil.
PubMed:Putative polymerase chain reaction markers for insecticide resistance in the leafminer Liriomyza trifolii (Diptera: Agromyzidae) to cyromazine and abamectin.
PubMed:Determination of cypromazine and its metabolite melamine in milk by cation-selective exhaustive injection and sweeping-capillary micellar electrokinetic chromatography.
PubMed:Development of a fluorescence polarization immunoassay for the detection of melamine in milk and milk powder.
PubMed:Occurrence of veterinary antibiotics in animal wastewater and surface water around farms in Jiangsu Province, China.
PubMed: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.
PubMed: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.
PubMed:Baseline levels of melamine in food items sold in Canada. II. Egg, soy, vegetable, fish and shrimp products.
PubMed:Molecularly-imprinted microspheres for selective extraction and determination of melamine in milk and feed using gas chromatography-mass spectrometry.
PubMed:Effective separation and simultaneous detection of cyromazine and melamine in food by capillary electrophoresis.
PubMed:First report of cyromazine resistance in a population of UK house fly (Musca domestica) associated with intensive livestock production.
PubMed:Hapten synthesis and antibody production for the development of a melamine immunoassay.
PubMed:Analysis of cyromazine in poultry feed using the QuEChERS method coupled with LC-MS/MS.
PubMed:[Adsorption of cyromazine on five typical soils in China].
PubMed:[Determination of residues of cyromazine and its metabolite melamine in chickens by gas chromatography-mass spectrometry].
PubMed:Melamine acoustic chemosensor based on molecularly imprinted polymer film.
PubMed:Determination of residues of cyromazine and its metabolite, melamine, in animal-derived food by gas chromatography-mass spectrometry with derivatization.
PubMed:High-performance liquid chromatographic method for the determination of cyromazine and melamine residues in milk and pork.
PubMed:Solid-phase extraction of melamine from aqueous samples using water-compatible molecularly imprinted polymers.
PubMed:Novel cyromazine imprinted polymer applied to the solid-phase extraction of melamine from feed and milk samples.
PubMed:Analytical method for simultaneous determination of pesticide and veterinary drug residues in milk by CE-MS.
PubMed:Multiresidue pesticide analysis of wines by dispersive solid-phase extraction and ultrahigh-performance liquid chromatography-tandem mass spectrometry.
PubMed:Insecticide resistance of house fly, Musca domestica (L.) from Argentina.
PubMed:Lignin-based formulations to prevent pesticides pollution.
PubMed: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.
PubMed:Sheep blowfly strike risk and management in Great Britain: a survey of current practice.
PubMed:Simultaneous determination of seven pesticides in waters using multi-walled carbon nanotube SPE and NACE.
PubMed:Laboratory evaluation of cyromazine against insecticide-susceptible and -resistant mosquito larvae.
PubMed:Application and fate of Cyromazine in a closed-cycle hydroponic cultivation of bean (Phaseolus vulgaris L.).
PubMed:Controlled-release formulations of cyromazine-lignin matrix coated with ethylcellulose.
PubMed:Controlled release systems to prevent the agro-environmental pollution derived from pesticide use.
PubMed:Laboratory evaluation of five chitin synthesis inhibitors against the colorado potato beetle, Leptinotarsa decemlineata.
PubMed:Controlled release of isoproturon, imidacloprid, and cyromazine from alginate-bentonite-activated carbon formulations.
PubMed:The insect growth regulator insecticide cyromazine causes earlier emergence in Drosophila melanogaster.
PubMed:Hazards and uptake of chitin synthesis inhibitors in bumblebees Bombus terrestris.
PubMed:Positional cloning of a cyromazine resistance gene in Drosophila melanogaster.
PubMed:Efficacy of some insecticides against the small red belted clearwing borer, Synanthedon myopaeformis (Borkh.) (Lepidoptera: Sessiidae), in apple orchards in Jordan.
PubMed:Juvenile and sublethal effects of selected pesticides on the leafminer parasitoids Hemiptarsenus varicornis and Diglyphus isaea (Hymenoptera: Eulophidae) from Australia.
PubMed:Combining solid-phase microextraction and on-line preconcentration-capillary electrophoresis for sensitive analysis of pesticides in foods.
PubMed:Effects of two plant extracts on larval leafminer Liriomyza trifolii (Diptera: Agromyzidae) in tomatoes.
PubMed: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.
PubMed:Highly sensitive analysis of multiple pesticides in foods combining solid-phase microextraction, capillary electrophoresis-mass spectrometry, and chemometrics.
PubMed:Determination of poultry feed-through insecticide activity in an in vivo anticoccidial assay.
PubMed:Development and stability of insecticide resistance in the leafminer Liriomyza trifolii (Diptera: Agromyzidae) to cyromazine, abamectin, and spinosad.
PubMed:Cyromazine seed treatments to control onion maggot, Delia antiqua, on green onions.
PubMed:Larvicide resistance in Musca domestica (Diptera: Muscidae) populations in Denmark and establishment of resistant laboratory strains.
PubMed:Controlled-release systems for the delivery of cyromazine into water surface.
PubMed:Genetics and fitness costs of cyromazine resistance in the house fly (Diptera: Muscidae).
PubMed:Impact of an insecticide resistance strategy for house fly (Diptera: Muscidae) control in intensive animal units in the United Kingdom.
PubMed:Cabbage root fly control using non-organophosphorus insecticides.
PubMed:Susceptibility of black soldier fly (Diptera: Stratiomyidae) larvae and adults to four insecticides.
PubMed:Resistance of Musca domestica L. populations to cyromazine (insect growth regulator) in Brazil.
PubMed:Surveys to assess the amount of pesticide in wool and the use of pesticides by woolgrowers in Queensland.
PubMed:Evaluation of synergistic interactions between the Colorado potato beetle (Coleoptera: Chrysomelidae) pathogen Beauveria bassiana and the insecticides, imidacloprid, and cyromazine.
PubMed:Soil Adsorption Coefficients of s-Triazines Estimated with a New Gradient HPLC Method.
PubMed:Prevention of blowfly strike on lambs with the insect growth regulator dicyclanil.
PubMed:Candidate target mechanisms of the growth inhibitor cyromazine: studies of phenylalanine hydroxylase, puparial amino acids, and dihydrofolate reductase in dipteran insects.
PubMed:Analytical method for the determination of cyromazine and melamine residues in soil using LC-UV and GC-MSD.
PubMed:A genetic analysis of cyromazine resistance in Drosophila melanogaster (Diptera: Drosophilidae).
PubMed:Long-lasting prevention against blowfly strike using the insect growth regulator dicyclanil.
PubMed:Biodegradation of s-triazine compounds by a stable mixed bacterial community.
PubMed:Predicting insecticide resistance: mutagenesis, selection and response.
PubMed:Residues of insect growth regulators on Queensland wool.
PubMed:Genotypically dependent effects of cyromazine on reproduction and offspring development in the Australian Lucilia cuprina (Diptera: Calliphoridae).
PubMed:Effectiveness of a mixture of cyromazine and diazinon for controlling flystrike on sheep.
PubMed:Control experiments with yellow jacket wasps (Hymenoptera: Vespidae) injuring cattle in Israel.
PubMed:Cyromazine toxicity to Drosophila melanogaster (Diptera: Drosophilidae) and lack of cross-resistance in natural population strains.
PubMed:Cyromazine toxicity in different laboratory strains of the tobacco hornworm (Lepidoptera:Sphingidae).
PubMed:Urine delivery of cyromazine for suppressing house and stable flies (diptera: muscidae) in outdoor dairy calf hutches.
PubMed:Feeding cyromazine to Luhmann hens: residues in tissues and effects on some biochemical constituents.
PubMed:Triazines.
PubMed:Controlled release insecticide devices for protection of sheep against head strike caused by Lucilia cuprina.
PubMed:Tolerance of the planarian Dugesia tigrina (Tricladida: Turbellaria) to pesticides and insect growth regulators in a small-scale field study.
PubMed:Cyromazine resistance in Drosophila melanogaster (Diptera: Drosophilidae) generated by ethyl methanesulfonate mutagenesis.
PubMed:Prevalence, regional distribution and control of blowfly strike in England and Wales.
PubMed:Effects of cyromazine on reproduction and offspring development in Lucilia cuprina (Diptera: Calliphoridae).
PubMed:Feeding cyromazine to Luhmann hens: residues in tissues and effects on some biochemical constituents.
PubMed:Control of blow fly strike in sheep by coumarin.
PubMed:[The secondary action of neporex on the pupa of parasitoids of stable flies].
PubMed:Control of fly strike in sheep by means of a pour-on formulation of cyromazine.
PubMed:Retention of larvicidal activity after feeding cyromazine (Larvadex) for the initial 20 weeks of life of single comb White Leghorn layers.
PubMed:Cyromazine resistance in the house fly (Diptera: Muscidae): genetics and cross-resistance to diflubenzuron.
PubMed:Impact of selected pesticides on field population dynamics of parasitic Hymenoptera (Pteromalidae) in caged-layer poultry manure in southern California, U.S.A.
PubMed:High-performance liquid chromatographic separation of cyromazine and its metabolite melamine.
PubMed:Effects of pesticides on filth fly predators (Coleoptera: Histeridae, Staphylinidae; Acarina: Macrochelidae, Uropodidae) in caged layer poultry manure.
PubMed:Cyromazine pour-on for the prevention of cutaneous myiasis of sheep.
PubMed:Effect of experimental bedding treatments on the density of immature Musca domestica and Stomoxys calcitrans (Diptera: Muscidae) in outdoor calf hutches.
PubMed:Effects of CGA-72662 (Larvadex) in turkeys during rearing and reproduction.
PubMed:Intraruminal controlled release of cyromazine for the prevention of Lucilia cuprina myiasis in sheep.
PubMed:Inhibition of growth and development of tobacco hornworm (Lepidoptera: Sphingidae) larvae by cyromazine.
PubMed:Propethampos, cyromazine and blowfly strike in sheep.
PubMed:Propetamphos: a comparison of three formulations in preventing blowfly strike in sheep.
PubMed:Capillary gas chromatographic separation and mass spectrometric detection of cyromazine and its metabolite melamine.
PubMed:Factors affecting control of Fannia spp. (Diptera: Muscidae) with cyromazine feed-through on caged-layer facilities in southern California.
PubMed:Simulation of fly-waves to assess the ability of diflubenzuron to protect sheep against flystrike by Lucilia cuprina.
PubMed:Cyromazine resistance in the house fly (Diptera: Muscidae).
PubMed:Laboratory evaluation of cyromazine against insecticide-resistant field strains of Musca domestica.
PubMed:Toxic and antifeeding actions of melittin in the corn earworm, Heliothis zea (Boddie): comparisons to bee venom and the insecticides chlorpyriphos and cyromazine.
PubMed:Toxicity of cyromazine to strains of the housefly (Diptera: Muscidae) variously resistant to insecticides.
PubMed:A laboratory study of cyromazine on Aedes aegypti and Culex quinquefasciatus and its activity on selected predators of mosquito larvae.
PubMed:Observations on the effect of cyromazine on inhibition of larval mosquito development in diluted wastewater.
PubMed:Cyromazine inhibits larval development of the dog flea, Ctenocephalides canis (Siphonaptera: Pulicidae).
PubMed:Studies on cyromazine in the house fly, Musca domestica (Diptera: Muscidae).
PubMed:Cyromazine inhibits reproduction and larval development of the Australian sheep blow fly (diptera: Calliphoridae).
PubMed:Effects of cyromazin and methoprene on the developmental stages of Anopheles dirus, Aedes aegypti and Culex quinquefasciatus (Diptera : Culicidae).
PubMed:Ultrastructural changes in the cuticle of the sheep blowfly, Lucilia, induced by certain insecticides and biological inhibitors.
PubMed:Cost-benefit evaluation of house fly (Diptera:Muscidae) control in caged layer poultry houses.
PubMed:Bacterial degradation of N-cyclopropylmelamine. The steps to ring cleavage.
PubMed:Morphogenetic and histopathological effects of the insect growth regulator cyromazine in larvae of Culex quinquefasciatus (Diptera: Culicidae).
PubMed:Morphogenetic and histopathological effects induced by the insect growth regulator cyromazine in Musca domestica (Diptera: Muscidae).
PubMed:Larvadex and the EPA.
PubMed:EPA regulators take on the Delaney clause.
PubMed:Effect of the insect growth regulator CGA-72662 (Larvadex) on broiler breeder production, hatchability, and subsequent chick performance.
PubMed:[Control of flies in cattle houses with Larvadex administered with food].
PubMed:Efficacy and nontarget effects of Larvadex as a feed additive for controlling house flies in caged-layer poultry manure.
PubMed:Effect of high levels of Larvadex on reproduction in Leghorn breeders.
PubMed:Evaluation of Larvadex, a new IGR for the control of pestiferous flies on poultry ranches.
PubMed:Evaluation of the IGR Larvadex as a feed-through treatment for the control of pestiferous flies on poultry ranches.
PubMed:CGA-72662--a new sheep blowfly insecticide.
PubMed:Evaluation of CGA 72662 as a topical spray and feed additive for controlling house flies breeding in chicken manure.
PubMed:Susceptibility of organophosphorus resistant and non-resistant larvae of Lucilia cuprina to a triazine pesticide.
 
Notes:
Ectoparasiticide. Insect growth regulator. Specific activity against dipterous larvae. FDA approved for use in livestock
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