518316-52-4

Usage

Uses

Used in Agricultural Industry:
[(phenylmethoxy)methyl]-2-pyrimidinyl]-N,N-dimethylis used as an insecticide and acaricide for controlling various pests such as mosquitoes, flies, ants, and cockroaches in agricultural settings. Its potent action helps protect crops from damage caused by these pests, ensuring a higher yield and better quality of produce.
Used in Household Applications:
In domestic environments, [(phenylmethoxy)methyl]-2-pyrimidinyl]-N,N-dimethylis used as an insecticide to control pests that can cause discomfort and health issues. Its effectiveness in eliminating mosquitoes, flies, and other insects makes it a valuable tool for maintaining a clean and healthy living space.
However, it is important to note that the use of [(phenylmethoxy)methyl]-2-pyrimidinyl]-N,N-dimethylis associated with potential environmental and health risks. Therefore, it is crucial to use this chemical with caution and in accordance with safety guidelines to minimize any adverse effects.

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 151587-54-1 2-<<(N,N-Dimethylamino)methylene>amino>-6-methyl-5-nitro-4(3H)-oxopyrimidine 

Downstream Products

• 518316-54-6 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-4(3H)-oxo-5H-pyrrolo[3,2-d]pyrimidine 
• 518316-55-7 1-benzyloxymethyl-9-deazaguanine 
• 65996-58-9 9-deazaguanine 
• 518316-53-5 3-benzyloxymethyl-2-[(dimethylamino)methyleneimino]-6-[(2-dimethylamino)ethenyl]-5-nitro-4(3H)-oxopyrimidine 

Relevant academic research and scientific papers

An improved synthesis of 9-deazaguanine

A new, improved synthesis of 9-deazaguanine is described. The method involves use of the benzyloxymethyl group to protect the N3-position of 2-[(dimethylaminomethylene)-amino]-6-methyl-5-nitro-4(3H)-pyrimidinone, followed by treatment with DMF-dimethylacetal, reductive cyclization, treatment with ethanolic ammonia and removal of the protecting group by catalytic hydrogenation.

9-Deazaguanine and its methyl derivatives: Synthesis, antitumor activity in vitro and effects on purine nucleoside phosphorylase gene expression

9-Deazaguanine 9-DG, 1-methyl-9-deazaguanine AG-19-K1 and 1,7-dimethyl-9-deazaguanine AG-3 were synthesized and their antiproliferative activity against five leukemia and four solid tumor cell lines as well as inhibitory properties vs. calf spleen purine nucleoside phosphorylase (PNP) were tested. Synthesis of 9-DG involves reaction of 2-amino-6-methyl-5- nitropyrimidin-4(3H)-one (2) with DMF-dimethylacetal (amount ratio, n(2) / n(DMF-dimethylacetal) = 1:2.5) and use of the benzyloxymethyl group to protect the N-3 position of 2-(N-dimethylaminomethylene) amino-6-methyl-5- nitropyrimidin-4(3H)-one (4). Reaction of 2 with DMF-dimethylacetal (amount ratio, n(2) / n(DMF-dimethylacetal) = 1:6) gave the N-3 methyl substituted intermediate 3. Dithionite reduction of this product afforded N-methyl derivatives AG-19-K1 and AG-3. AG-19-K1 and AG-3 were inactive vs. calf spleen PNP at a concentration of 75 μmol dm-3. Cytotoxic effects of 9-deazaguanine derivatives on cell growth were determined by the MTT assay. Investigated derivatives showed moderate antiproliferative activity towards examined tumor cells. At a concentration of 10-3 mol dm-3, AG-19-K1 inhibited the growth of JURKAT, K562 and AGS cells by approximately 80 %. At the same concentration, AG-3 and 9-DG inhibited cell proliferation by 40-50 % of all tested lines, except MOLT-4 and HL-60. The PNP gene expression was changed in treated leukemia cells after exposure to AG-19-K1 and 9-DG in a time-dependent manner.