66215-27-8 Usage
Description
Cyromazine, also known as N-Cyclopropyl-2,4,6-triamino-1,3,5-triazine, is a triazine insect growth regulator (IGR) commonly used as an insecticide and an acarcide. It is a cyclopropylderivative of melamine and belongs to the family of aminotriazines, which are compounds consisting of an amino group attached to a triazine ring. Cyromazine has specific activity against dipterous larvae and is approved by the FDA for use in livestock. It is not a cholinesterase inhibitor and takes effect by affecting the nervous system of the immature larval stage of insects. It is a white crystalline powder with a solubility of 11,000 mg/L at 20°C and pH 7.5, and its hydrolysis is not significant at pH 5-9.
Uses
Used in Agricultural Industry:
Cyromazine is used as an insect growth regulator for controlling fly larvae in livestock and poultry manure. It can be fed directly to livestock or applied directly to fly breeding sites, providing a means to manage pest populations in agricultural settings.
Used in Insect Control:
Cyromazine is used as a foliar spray to control leaf miners in vegetables, potatoes, and other crops, as well as on mushrooms. It is a high-efficiency and low-toxicity insecticide, making it suitable for protecting crops from pests without causing significant harm to the environment or non-target organisms.
Used in Poultry Industry:
As an insecticide, cyromazine is fed to caged poultry and passes through the chickens, leaving a residue in the manure. This chemical controls the growth of fly larvae developing in the manure, helping to maintain cleanliness and hygiene in poultry farming.
Used in Animal Health:
Cyromazine is used to control leafminer pests and has a good control effect on Liriomyza, a type of leafminer that can cause significant damage to crops. It can also be used to control flies on animals, contributing to the overall health and well-being of livestock.
References
https://pubchem.ncbi.nlm.nih.gov/compound/cyromazine#section=Top
https://en.wikipedia.org/wiki/Cyromazine
http://pmep.cce.cornell.edu/profiles/insect-mite/cadusafos-cyromazine/cyromazine/insect-prof-cyromazine.html
Preparation
Cyromazine is prepared by the reaction of cyanuric chloride and cyclopropylamine to obtain 2-Cyclopropylamino-4,6-dichloro-triazepine, and then reacts with ammonia to obtain 2-Cyclopropylamino-4-chloro-6-aminostriazepine, and then reacting with ammonia to produce.
Flammability and Explosibility
Notclassified
Trade name
ARMOR?; CITATION; CGA-72662?; LARVADEX?; PATRON?; TRIGARD?; VETRAZIN?
Environmental Fate
Chemical/Physical. Cyromazine will react with mineral acids (e.g., hydrochloric acid,
sulfuric acid) forming water-soluble salts
Metabolic pathway
Information presented in this summary is abstracted from the data evaluation
published by the Pesticide Safety Directorate (PSD, 1993). The major
degradation pathway of cyromazine involves the N-dealkylation of the
cyclopropyl moiety to yield melamine. Both cyromazine and melamine are
quite stable to biotransformation. Deamination and the formation of
N-methylcyromazine were observed as minor pathways.
Degradation
Cyromazine (1) is stable to hydrolysis at pH 5, 7 and 9 and 70 °C
for up to 28 days. No degradation of cyromazine was observed when
irradiated under mercury vapour lamp (>290 nm) at 25 °C for up to 168 hours.
Check Digit Verification of cas no
The CAS Registry Mumber 66215-27-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,2,1 and 5 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 66215-27:
(7*6)+(6*6)+(5*2)+(4*1)+(3*5)+(2*2)+(1*7)=118
118 % 10 = 8
So 66215-27-8 is a valid CAS Registry Number.
InChI:InChI=1/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)
66215-27-8Relevant articles and documents
Synthesis method of cyromazine active compound with high yield
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Paragraph 0040-0063, (2021/05/29)
The invention relates to a synthesis method of a cyromazine active compound with high yield, cyanuric chloride, cyclopropylamine and ammonia gas are used as raw materials, single toluene is used as a solvent to synthesize the cyromazine active compound, the purity is more than 98%, and the yield is as high as 93%. The method has the characteristics of simplicity in operation, high solvent utilization rate, high product yield, less environmental pollution and the like. The labor load of workers is reduced, the production cost is reduced, and the environmental pollution is reduced.
Preparation method of cyromazine
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Paragraph 0023; 0026-0027; 003-0031; 0034-0035; 0038-0039; 0, (2020/09/16)
The invention discloses a preparation method of cyromazine. Melamine is used as an initial raw material; the preparation method comprises the following steps: carrying out an acidic hydrolysis reaction to obtain 4, 6-diamino-2-hydroxy-1, 3, 5-triazine, carrying out a chlorination reaction on 4, 6-diamino-2-hydroxy-1, 3, 5-triazine to obtain a toluene solution of 4, 6-diamino-2-chloro-1, 3, 5-triazine, and carrying out an amination reaction on 4, 6-diamino-2-chloro-1, 3, 5-triazine and cyclopropylamine so as to generate cyromazine. According to the method, toxic 2-cyclopropylamino-4, 6-dichloro-S-triazine is prevented from being generated, ammoniation pressurizing equipment is prevented from being used, reaction conditions are milder, cheaper materials are used, and the prepared cyclopropylamine is high in yield and good in quality.
Active agent combinations
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, (2008/06/13)
The novel active compound combinations of extracts from seeds of the neem tree and the active compounds of groups (B) to (F) listed in the description have very good insecticidal and acaricidal properties.