27946-59-4

Usage

Uses

Used in Organic Synthesis:
(2-methoxyphenyl)-N,N,N-trimethylmethanaminium is used as a phase-transfer catalyst for facilitating chemical reactions, particularly in organic synthesis. Its strong positive charge allows it to interact with and transfer certain molecules across a phase boundary, making it a valuable reagent in chemical transformations.
Used in Surfactant Production:
(2-methoxyphenyl)-N,N,N-trimethylmethanaminium is used as a surfactant due to its ability to reduce surface tension between two liquids or between a liquid and a solid, enhancing the solubility and dispersion of substances.
Used in Pharmaceutical and Agricultural Chemical Synthesis:
(2-methoxyphenyl)-N,N,N-trimethylmethanaminium is used as a reagent in the synthesis of various pharmaceutical and agricultural chemicals, contributing to the development of new drugs and agrochemicals.
Used in Pesticide and Herbicide Production:
(2-methoxyphenyl)-N,N,N-trimethylmethanaminium is used in the production of pesticides and herbicides, where its strong positive charge and phase-transfer catalytic properties can enhance the effectiveness of these chemicals in controlling pests and unwanted plant growth.

Upstream product

• 135-02-4 ortho-anisaldehyde 
• 58774-83-7 [(2-methoxyphenyl)methyl]dimethylamine 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Ni-Catalyzed Iterative Alkyl Transfer from Nitrogen Enabled by the in Situ Methylation of Tertiary Amines

Current methods to achieve transition-metal-catalyzed alkyl carbon-nitrogen (C-N) bond cleavage require the preformation of ammonium, pyridinium, or sulfonamide derivatives from the corresponding alkyl amines. These activated substrates permit C-N bond cleavage, and their resultant intermediates can be intercepted to affect carbon-carbon bond-forming transforms. Here, we report the combination of in situ amine methylation and Ni-catalyzed benzalkyl C-N bond cleavage under reductive conditions. This method permits iterative alkyl group transfer from tertiary amines and demonstrates a deaminative strategy for the construction of Csp3-Csp3 bonds. We demonstrate PO(OMe)3 (trimethylphosphate) to be a Ni-compatible methylation reagent for the in situ conversion of trialkyl amines into tetraalkylammonium salts. Single, double, and triple benzalkyl group transfers can all be achieved from the appropriately substituted tertiary amines. Transformations developed herein proceed via recurring events: The in situ methylation of tertiary amines by PO(OMe)3, Ni-catalyzed C-N bond cleavage, and concurrent Csp3-Csp3 bond formation.

Structure-Based Design and Discovery of New M2 Receptor Agonists

Muscarinic receptor agonists are characterized by apparently strict restraints on their tertiary or quaternary amine and their distance to an ester or related center. On the basis of the active state crystal structure of the muscarinic M2 receptor in complex with iperoxo, we explored potential agonists that lacked the highly conserved functionalities of previously known ligands. Using structure-guided pharmacophore design followed by docking, we found two agonists (compounds 3 and 17), out of 19 docked and synthesized compounds, that fit the receptor well and were predicted to form a hydrogen-bond conserved among known agonists. Structural optimization led to compound 28, which was 4-fold more potent than its parent 3. Fortified by the discovery of this new scaffold, we sought a broader range of chemotypes by docking 2.2 million fragments, which revealed another three micromolar agonists unrelated either to 28 or known muscarinics. Even pockets as tightly defined and as deeply studied as that of the muscarinic reveal opportunities for the structure-based design and the discovery of new chemotypes.