69840-61-5

Usage

Uses

Used in Pharmaceutical Industry:
1-((4-CHLOROPHENYL)METHYL)-2-(NITRO METHYLENE)IMIDAZOLIDINE is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure, including the nitro and chlorophenyl substituents, may contribute to the development of new medications with improved properties and efficacy.
Used in Antimicrobial Applications:
Due to its nitro and chlorophenyl substituents, 1-((4-CHLOROPHENYL)METHYL)-2-(NITRO METHYLENE)IMIDAZOLIDINE may be used as an antimicrobial agent. These substituents are known to impart antimicrobial properties to similar compounds, making it a potential candidate for further research and development in the field of antimicrobial chemistry.
Used in Antifungal Applications:
Similarly, the compound may also be used as an antifungal agent, as the chlorophenyl and nitro groups have been shown to provide antifungal properties in related compounds. This could lead to the development of new antifungal drugs or treatments for various fungal infections.
Note: The uses listed above are based on the potential properties of the compound due to its structural features. However, it is important to emphasize that further research is necessary to confirm these applications and understand the full scope of its potential uses and effects.

Upstream product

• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 53654-70-9 N-(4-chloro-benzyl)-ethylenediamine 
• 13623-94-4 1,1-di(methylsulfanyl)-2-nitroethylene 

Relevant academic research and scientific papers

Design, Synthesis, and Synergistic Activity of Eight-Membered Oxabridge Neonicotinoid Analogues

Insecticide synergists are sought-after due to their potential in improving the pesticide control efficacy with a reduced dose of an active ingredient. We previously reported that a cis-configuration neonicotinoid (IPPA08) exhibited specific synergistic activity toward neonicotinoid insecticides. In this study, we synthesized a series of structural analogues of IPPA08 by converting the pyridyl moiety of IPPA08 into phenyl groups, via facile double-Mannich condensation reactions between nitromethylene compounds and glutaraldehyde. All of the oxabridged neonicotinoid compounds were found to increase the toxicity of imidacloprid against Aphis craccivora. Notably, compound 25 at 0.75 mg/L lowered the LC50 value of imidacloprid against A. craccivora by 6.54-fold, while a 3.50-fold reduction of the LC50 value was observed for IPPA08. The results of bee toxicity test showed that compound 25 display selectivity in its effects on imidacloprid toxicity against the honey bee (Apis mellifera L.). In summary, replacing the pyridyl ring with a phenyl ring was a viable approach to obtain a novel synergist with oxabridged moiety for neonicotinoid insecticides.

Design, synthesis, and insecticidal activities of novel analogues of neonicotinoids: Replacement of nitromethylene with nitroconjugated system

To replace nitromethylene pharmacophore with a nitroconjugated system, a series of novel neonicotinoid analogues bearing five-membered aromatic heterocycles were designed and synthesized. Bioassays indicated that some of the synthesized compounds exhibited higher insecticidal activities than imidacloprid against cowpea aphids (Aphis craccivora), armyworm (Pseudaletia separate Walker), Nephotettix bipunctatus (Fabricius), and small brown rice planthopper (Laodelphasx striatellus). Exhilaratingly, the activity levels of derivatives 13a and 13j rivaled that of imidacloprid.

Binding activity of substituted benzyl derivatives of chloronicotinyl insecticides to housefly-head membranes, and its relationship to insecticidal activity against the housefly Musca domestica

Variously substituted benzyl derivatives of chloronlcotinyl insecticides were synthesized with a wide range of substituents including halogens, NO2, CN, CF3 and small alkyl and alkoxy groups at the ortho, meta and para positions, as well as multiple-substituted benzyl analogues. Their binding activity to the α-bungarotoxin binding site in housefly (Musca domestica) head membrane preparations was measured. Among the compounds tested, the activity of the meta-CN derivative was the highest, being 20-100 times higher than those of imidacloprid, acetamiprid and nitenpyram. The synergized insecticidal activity against houseflies was also measured for selected compounds with the metabolic inhibitor, NIA16388 (propargyl propyl phenylphosphonate). For the nitromethylene analogues, including both benzyl and pyridylmethyl analogues, higher binding activity usually resulted in higher insecticidal activity. (C) 2000 Society of Chemical Industry.