133258-70-5

Usage

Explanation

The compound's systematic name, which describes its structure and composition.

Explanation

Represents the compound's composition, with 5 carbon atoms, 9 hydrogen atoms, 5 nitrogen atoms, and 2 oxygen atoms.

Explanation

The mass of one mole of the compound, which is the sum of the atomic weights of all atoms in the molecule.
4. Nitro Derivative of Triazine

Explanation

The compound is derived from triazine, a six-membered heterocyclic compound containing three nitrogen atoms, by substituting one of its hydrogen atoms with a nitro group (-NO2).

Explanation

The compound may have uses in the development of drugs and agrochemicals due to its unique chemical structure and properties.
6. Intermediate in Synthesis

Explanation

It can be used as a starting material or building block in the synthesis of other complex organic compounds.
7. Health and Environmental Hazards

Explanation

The compound may pose risks to human health and the environment, so it should be handled with care and proper safety measures.

Explanation

Due to potential hazards, it is essential to follow safety protocols, such as wearing protective gear and working in a well-ventilated area, when handling 1,3,5-Triazin-2-amine,1,4,5,6-tetrahydro-5-methyl-N-nitro-(9CI).

Molecular Weight

171.16 g/mol

Potential Applications

Pharmaceutical and Agricultural Industries

Safety Precautions

Handle with care

Upstream product

• 50-00-0 formaldehyd 
• 556-88-7 nitroguanidine 
• 74-89-5 methylamine 
• 556-88-7 2-nitroguanidine 

Relevant academic research and scientific papers

The discovery of thiamethoxam: A second-generation neonicotinoid

Neonicotinoids represent a novel and distinct chemical class of insecticides with remarkable chemical and biological properties. In 1985, a research programme was started in this field, in which novel nitroimino heterocycles were designed, prepared and assayed for insecticidal activity. The methodology for the synthesis of 2-nitroimino-hexahydro-1,3,5-triazines, 4-nitroimino-1,3,5-oxadiazinanes and 4-nitroimino-1,3,5-thiadiazinanes is outlined. Bioassays demonstrated that 3-(6-chloropyridin-3-ylmethyl)-4-nitroimino-1,3,5-oxadiazinane exhibited better insecticidal activity than the corresponding 2-nitroimino-hexahydro-1,3,5-triazine and 4-nitroimino-1,3,5-thiadiazinane. In most tests, this compound was equally or only slightly less active than imidacloprid. A series of structural modifications on this lead structure revealed that replacement of the 6-chloro-3-pyridyl group by a 2-chloro-5-thiazolyl moiety resulted in a strong increase of activity against chewing insects, whereas the introduction of a methyl group as pharmacophore substituent increased activity against sucking pests. The combination of these two favourable modifications led to thiamethoxam (CGA 293 343). Thiamethoxam is the first commercially available second-generation neonicotinoid and belongs to the thianicotinyl sub-class. It is marketed under the trademarks Actara for foliar and soil treatment and Cruiser for seed treatment. The compound has broad-spectrum insecticidal activity and offers excellent control of a wide variety of commercially important pests in many crops. Low use rates, flexible application methods, excellent efficacy and the favourable safety profile make this new insecticide well-suited for modern integrated pest management programmes in many cropping systems.

Novel (E)-β-farnesene analogues containing 2-nitroiminohexahydro-1,3,5-triazine: Synthesis and biological activity evaluation

In order to discover novel eco-friendly compounds with good activity for aphid control, (E)-β-farnesene (EβF), the main component of the aphid alarm pheromone, was chosen as the lead compound. By introducing a 2-nitroimino-hexahydro-1,3,5-triazine moiety (abbreviated NHT) to replace the unstable conjugated double bond system of EβF, a series of novel EβF analogues containing the NHT moiety were synthesized via the reaction of substituted NHT rings with (E)-1-chloro-3,7-dimethylocta-2,6-diene. All the compounds were characterized by 1H-NMR, 13C-NMR, IR, and high resolution mass spectroscopy (HRMS). The bioassay results showed that all the analogues displayed different repellent and aphicidal activities against green peach aphid (Myzus persicae). Particularly, the analogue 4r exhibited obvious repellent activity (repellent proportion: 78.43%) and similar aphicidal activity against M. persicae (mortality: 82.05%) as the commercial compound pymetrozine (80.07%). A preliminary structure-activity relationship (SAR) study was also performed, which offered valuable clues for the design of further new EβF analogues.

Insecticidal heterocyclic compounds

Insecticidal heterocyclic compounds of the formula wherein A represents a five-membered or six-membered heteroaryl group containing one to three hetero atoms selected from the group consisting of S, O and N, said heteroaryl group being unsubstituted or substituted by a halogen atom or C1-4alkyl group, Z represents a three-membered straight chain, each member being selected from the group consisting of CH2—, O, S and N—R2with at least one of said three members being O, S or N—R2, E represents CH2, O, S or N—R2, wherein R2represents a hydrogen atom, a C1-4alkyl group, a C1-4alkoxy group or the group ?wherein R3represents a hydrogen atom or halogen atom, X represents CH or N, Y represents a nitro group or cyano group, and R1represents a hydrogen atom or methyl group.

Process for the preparation of nitroguanidine derivatives

A process for the preparation of 1,3-disubstituted 2-nitroguanidines of the formula I STR1 in which R1 is hydrogen or C1 -C4 alkyl, R2 is hydrogen, C1 -C6 alkyl, C3 -C6 cycloalkyl or a radical --CH2 B; A is an unsubstituted or mono- to tetrasubstituted aromatic or non-aromatic, monocyclic or bicyclic heterocyclic radical, which may contain one or two substituents from the group comprising C1 -C3 haloalkyl having 1 to 7 halogen atoms, cyclopropyl, halocyclopropyl having 1 to 3 halogen atoms, C2 -C3 alkenyl, C2 -C3 alkynyl, C2 -C3 haloalkenyl and C2 -C3 haloalkynyl having 1 to 4 halogen atoms, C1 -C3 haloalkoxy having 1 to 7 halogen atoms, C1 -C3 alkylthio, C1 -C3 haloalkylthio having 1 to 7 halogen atoms, allyloxy, propargyloxy, allylthio, propargylthio, haloallyloxy, haloallylthio, cyano and nitro and one to four substituents from the group comprising C1 -C3 alkyl, C1 -C3 alkoxy and halogen; and B is optionally substituted phenyl or pyridyl, which comprises hydrolysing a compound of the formula II STR2 in which R3 is unsubstituted or substituted C1 -C10 alkyl, C3 -C6 cycloalkyl, phenyl or benzyl. The compounds of the formula I are suitable as intermediates for the preparation of pesticides.

Insecticidal heterocyclic compounds

Insecticidal heterocyclic compounds of the formula STR1 wherein A represents a five-membered or six-membered heteroaryl group containing one to three hetero atoms selected from the group consisting of S, O and N, said heteroaryl group being unsubstituted or substituted by a halogen atom or C1-4 alkyl group, Z represents a three-membered straight chain, each member being selected from the group consisting of CH2 --, O, S and N--R2 with at least one of said three members being O, S or N--R2, E represents CH2, O, S or N--R2 wherein R2 represents a hydrogen atom, a C1-4 alkyl group, a C1-4 alkoxy group or the group STR2 wherein R3 represents a hydrogen atom or halogen atom, X represents CH or N, Y represents a nitro group or cyano group, and R1 represents a hydrogen atom or methyl group.