66215-27-8 Usage
Description
Cyromazine is a triazine insect growth regulator that can be used as an insecticide and an acarcide. It is a kind of cyclopropylderivative of melamine, and also belongs to the family of aminotriazines which are compound consisting of an amino group attached to a triazine ring. It has specific activity against dipterous larvae, and has been approved by FDA for being applied to livestock. It is not a kind of cholinesterase inhibitor, and taking effect through affecting the nervous system of the immature larval stage of the insects.
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
Chemical Properties
White crystalline powder. The solubility in water is 11,000 mg/L at 20°C and pH 7.5, and the hydrolysis is not obvious at pH 5-9.
Uses
Cypromazine is a high-efficiency and low-toxicity insecticide. It is mainly used to control leafminer pests, has a good control effect on Liriomyza, and can also be used to control flies.
Application
Cyromazine is an insect growth regulator, used to control fly larvae in livestock and poultry manure. It can be fed directly to livestock or applied directly to fly breeding sites. Cyromazine also exhibits systemic activity and is used as a foliar spray to control leaf miners in vegetables, potatoes, etc., and on mushrooms.
Definition
ChEBI: Cyromazine is a triamino-1,3,5-triazine. It has a role as a triazine insecticide and a mouse metabolite.
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.
General Description
N-Cyclopropyl-2,4,6-triamino-1,3,5-triazine, also known as cyromazine, is an insect growth regulator(IGR) that is commonly used as an insecticide. It undergoes metabolism in plants and animals to form melamine. Surface-enhanced Raman scattering (SERS) spectroscopic study indicates that it interacts with the surface of silver colloid through the lone pair on nitrogen.
Flammability and Explosibility
Notclassified
Agricultural Uses
Insecticide (insect growth regulator): As an insect growth regulator, cyromazine is fed to caged poultry and is passed through the chicken, leaving a residue in the manure. The chemical controls the growth of the fly larvae developing in the manure. Used as a foliar spray to control leaf miners in vegetables, mushrooms, potatoes and ornamentals and to control flies on animals.
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
Safe and environment-friendly cyromazine synthesis method
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Paragraph 0006; 0019-0028, (2021/03/18)
The invention discloses a safe and environment-friendly cyromazine synthesis method which comprises the following steps: reacting cyanuric chloride serving as a raw material with ammonium salt under the action of a catalyst to obtain an intermediate 2-chlorine-4, 6-diamino-1, 3, 5-triazine, and reacting the intermediate 2-chlorine-4, 6-diamino-1, 3, 5-triazine with cyclopropylamine to obtain cyromazine. According to the method, the ammonium salt is used as the source of ammonia, the yield of cyromazine can be effectively increased under the action of the catalyst, high-pollution flammable andexplosive ammonia water or liquid ammonia can be prevented from being used, meanwhile, due to the fact that the use amount of the ammonium salt is greatly reduced, the ammonia nitrogen value in the wastewater can be reduced, pollution is reduced from the source, and the process safety is improved; the treatment difficulty and the treatment cost of the wastewater can also be 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.
