62924-59-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-N-ethyl-6-fluorobenzenemethanamine is utilized as a chemical intermediate for the synthesis of a range of drugs. Its unique structural features, including the chloro, ethyl, and fluorine substituents, contribute to its versatility in the development of pharmaceuticals with diverse therapeutic applications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 2-Chloro-N-ethyl-6-fluorobenzenemethanamine is employed for studying its potential applications. Its specific properties allow researchers to explore its interactions with biological targets, which may lead to the discovery of new therapeutic agents or the enhancement of existing ones.
The specific applications and industries where 2-Chloro-N-ethyl-6-fluorobenzenemethanamine is used may vary, but its primary role lies in the pharmaceutical sector, where it serves as a crucial component in the formulation of various medications. Its presence in medicinal chemistry research underscores its importance in the ongoing quest for novel and effective treatments.

InChI:InChI=1/C9H11ClFN/c1-2-12-6-7-8(10)4-3-5-9(7)11/h3-5,12H,2,6H2,1H3

Upstream product

• 661452-15-9 C₉H₉ClFNO 

Relevant academic research and scientific papers

Pyrano-[2,3b]-pyridines as potassium channel antagonists

The design and synthesis of a series of highly functionalized pyrano-[2,3b]-pyridines is described. These compounds were assayed for their ability to block the IKur channel encoded by the gene hKV1.5 in patch-clamped L-929 cells. Six of the compounds in this series showed sub-micromolar activity, the most potent being 4-(4-ethyl-benzenesulfonylamino)-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-pyrano[2,3b]-pyridine-6-carboxylic acid ethyl-phenyl-amide with an IC50 of 378 nM.

Method of manufacturing flumetralin

The invention is a process to manufacture the intermediate secondary amine N-ethyl-2-chloro-6-fluoro-benzylamine, and then the process of reacting this intermediate to manufacture the herbicide flumetralin. Equimolar quantities of monoethylamine, sodium hydroxide, and 2-chloro-6-fluorobenzyl chloride are reacted at a temperature between about 70 DEG C. and about 100 DEG C. in a composition containing at least 2.5 times the required quantity of monoethylamine. The reagent monoethylamine functions as solvent and heat sink for the reaction, and also minimizes the formation of undesired byproducts. The excess monoethylamine is removed after formation of the intermediate. Then, equimolar quantities of sodium hydroxide in water and molten 4-chloro-3-5-dinitrobenzotrifluoride are added to the intermediate, and the temperature is controlled between about 90 DEG C. and about 115 DEG C. The product of this reaction is relatively pure, i.e., 98 percent by weight, molten flumetralin. It is advantageous to wash the product with boiling water to facilitate removal of salt and excess sodium hydroxide.