129540-23-4

Usage

Uses

Used in Chemical Synthesis:
2-(2-Methylphenyl)pyrrolidine is used as a building block or intermediate in the synthesis of more complex organic compounds. Its presence of the pyrrolidine ring and the 2-methylphenyl group allows for various chemical reactions, making it a versatile component in the creation of pharmaceuticals, agrochemicals, or other specialty chemicals.
Used in Pharmaceutical Development:
2-(2-Methylphenyl)pyrrolidine is used as a key component in the development of new pharmaceuticals. Its unique molecular structure may contribute to the design of novel drugs with specific therapeutic properties, such as analgesics, anti-inflammatory agents, or other therapeutic agents that target the central nervous system.
Used in Material Science:
2-(2-Methylphenyl)pyrrolidine may be used as a component in the development of new materials with specific properties, such as polymers with tailored characteristics for use in various industries, including electronics, automotive, or aerospace.
Used in Research and Development:
2-(2-Methylphenyl)pyrrolidine is used as a research compound in academic and industrial laboratories. Its unique structure and reactivity make it an interesting subject for studies in organic chemistry, medicinal chemistry, and materials science, potentially leading to new discoveries and applications.

InChI:InChI=1/C11H15N/c1-9-5-2-3-6-10(9)11-7-4-8-12-11/h2-3,5-6,11-12H,4,7-8H2,1H3

Upstream product

• 123-75-1 pyrrolidine 
• 6699-93-0 (2-methylphenyl)lithium 
• 121091-12-1 3,4-dihydro-5-(2-methylphenyl)-2H-pyrrole 
• 87-24-1 ethyl 2-methylbenzoate 
• 118-90-1 ortho-methylbenzoic acid 
• 529-20-4 2-methylphenyl aldehyde 

Downstream Products

• 1097201-41-6 C₂₂H₂₆ClNO₅ 
• 815630-06-9 2-o-tolyl-pyrrolidine-1-carboxylic acid [1-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methyl-amide 
• 129540-06-3 (6S,10bS)-10-Methyl-6-(4-methylsulfanyl-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline 
• 129540-06-3 (6R,10bS)-10-Methyl-6-(4-methylsulfanyl-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline 

Relevant academic research and scientific papers

Direct α-C-H bond functionalization of unprotected cyclic amines

Cyclic amines are ubiquitous core structures of bioactive natural products and pharmaceutical drugs. Although the site-selective abstraction of C-H bonds is an attractive strategy for preparing valuable functionalized amines from their readily available parent heterocycles, this approach has largely been limited to substrates that require protection of the amine nitrogen atom. In addition, most methods rely on transition metals and are incompatible with the presence of amine N-H bonds. Here we introduce a protecting-group-free approach for the α-functionalization of cyclic secondary amines. An operationally simple one-pot procedure generates products via a process that involves intermolecular hydride transfer to generate an imine intermediate that is subsequently captured by a nucleophile, such as an alkyl or aryl lithium compound. Reactions are regioselective and stereospecific and enable the rapid preparation of bioactive amines, as exemplified by the facile synthesis of anabasine and (-)-solenopsin A.

Design, synthesis and biological evaluation of aminobenzyloxyarylamide derivatives as selective κ opioid receptor antagonists

Opioid receptors play an important role in both behavioral and mood functions. Based on the structural modification of LY2456302, a series of aminobenzyloxyarylamide derivatives were designed and synthesized as κ opioid receptor antagonists. The κ opioid receptor binding ability of these compounds were evaluated with opioid receptors binding assays. Compounds 1a-d showed high affinity for κ opioid receptor. Especially for compound 1c, exhibited a significant Kivalue of 15.7?nM for κ opioid receptor binding and a higher selectivity over μ and δ opioid receptors compared to (±)LY2456302. In addition, compound 1c also showed potent κ antagonist activity with κ IC50?=?9.32?nM in [35S]GTP-γ-S functional assay. The potential use of the representative compounds as antidepressants was also investigated. The most potent compound 1c not only exhibited potent antidepressant activity in the mice forced swimming test, but also displayed the effect of anti-anxiety in the elevated plus-maze test.