26052-09-5

Usage

Uses

Used in Organic Synthesis:
METHYL-(1-METHYL-1H-PYRROL-2-YLMETHYL)-AMINE is used as a building block in the production of various chemical compounds. Its unique structure allows for the creation of a wide range of organic molecules, making it a versatile component in the synthesis process.
Used in Pharmaceutical Research:
In the pharmaceutical industry, METHYL-(1-METHYL-1H-PYRROL-2-YLMETHYL)-AMINE is used as a key component in the development of medicinal drugs. Its potential applications in drug discovery and design contribute to the advancement of new therapeutic agents.
Used in Agrochemical Development:
METHYL-(1-METHYL-1H-PYRROL-2-YLMETHYL)-AMINE may also have potential applications in the development of agrochemicals. Its unique properties can be harnessed to create new compounds for use in agriculture, potentially improving crop protection and yield.
Used in Chemical Reactivity and Behavior Studies:
Due to its distinctive structure, METHYL-(1-METHYL-1H-PYRROL-2-YLMETHYL)-AMINE serves as a valuable tool in studying the reactivity and behavior of organic molecules. This research can provide insights into the fundamental principles of organic chemistry and contribute to the understanding of molecular interactions.

Upstream product

• 96-54-8 N-Methylpyrrole 
• 50-00-0 formaldehyd 
• 593-51-1 methylamine hydrochloride 
• 7151-19-1 N,1-dimethyl-1H-pyrrole-2-carboxamide 

Downstream Products

• 23210-47-1 1-methyl-2-methylaminomethylpyrrolidine 

Relevant academic research and scientific papers

Piperazinylalkyl Heterocycles as Potential Antipsychotic Agents

We recently reported on a series of pyrrole Mannich bases orally active in inhibiting the conditioned avoidance response (CAR) in rats.These compounds exhibit affinity for both D2 and 5-HT1A receptors, and some are noncataleptogenic.Such a profile suggest that they may be potential antipsychotic agents which lack the propensity for causing extrapyramidal side effects and tardive dyskinesias in humans.One of these compounds, 1--1-piperazinyl>methyl>-1H-pyrrol-2-yl>methyl>-2-piperidinone (RWJ 25730, 1), was chosen for further development but found to be unstable in dilute acid.In order to improve stability, we replaced the pyrrole methylene linkage to the piperazine ring with ethylene, employed ethylene and dicarbonyl as linkers between the lactam and the pyrrole ring, placed electron-withdrawing groups on the pyrrole ring, and substituted acyclic amide for lactam.In addition, we replaced the pyrrole segment with other heterocycles including thiophene, furan, isoxazole, isoxazoline, and pyridine.Generally, replacemcent of the N-methylpyrrole segment with thiophene, furan, isoxazoline, or pyridine afforded compounds equipotent with 1 in CAR, which were more stable in dilute acid.In the case of side chain or lactam modifications, CAR activity was significantly decreased or abolished, with the exception of 6.For the most part, the modifications to 1 resulted in the decrease or loss of D2 receptor binding.However, within this series, 5-HT1A receptor binding was greatly increased, with thiophene 40 exhibiting an IC50 of 0.07 nM.The CAR activities of pyrroles 6 and 12, thiophene 40, furans 44-47, isoxazolines 49 and 50, pyridine 54 coupled with their weak or nonexistent D2 binding and strong 5-HT1A binding suggest that they may be acting via a nondopaminergic mechanism or that dopaminergic active metabolites are responsible.Pyrrole 6 and furans 44 and 47 show promise as antipsychotic agents based on their CAR activity, receptor-binding profile, and solution stability.