5464-90-4

Usage

Uses

Used in Pharmaceutical Research:
1-methyl-4-(2-methylphenyl)piperazine is used as a building block in pharmaceutical research for the synthesis of various drugs and bioactive compounds. Its unique structure and chemical properties make it a valuable intermediate in the development of new therapeutic agents.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-methyl-4-(2-methylphenyl)piperazine is utilized as a versatile intermediate for the creation of novel drug candidates. Its chemical properties and structure allow for the design and synthesis of compounds with potential therapeutic applications.
Used in Drug Synthesis:
1-methyl-4-(2-methylphenyl)piperazine is employed as a key intermediate in the synthesis of pharmaceuticals. Its presence in the molecular structure of various drugs highlights its importance in the development of new medications with improved efficacy and safety profiles.
Used in Bioactive Compound Development:
1-methyl-4-(2-methylphenyl)piperazine is also used in the development of bioactive compounds, which are molecules that interact with biological targets to produce a therapeutic effect. The unique features of 1-methyl-4-(2-methylphenyl)piperazine make it a valuable component in the creation of such compounds, contributing to advancements in medicine and healthcare.

Upstream product

• 109-01-3 1-methyl-piperazine 
• 95-49-8 2-methylchlorobenzene 
• 105-59-9 N-Methyldiethanolamine 
• 95-53-4 o-toluidine 

Relevant academic research and scientific papers

Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.

Modular synthesis of functionalisable alkoxy-tethered N-heterocyclic carbene ligands and an active catalyst for buchwald-hartwig aminations

Modular syntheses of functionalised, alkoxy-tethered 1,3-bis(2,4,6- trimethylphenyl)imidazolium (IMes*H+) and 1,3-bis(2,6- diisopropylphen-l)imidazolium (IPr*H+) derivatives 1,3-bis(4-alkyl- -2,4,6-trimethylphenyl)imidazolium (IXyOR*H+) and 1,3-bis(4-alkyl-oxy-2,6-diisopropylphenyl)imidazolium (IPrOR*H +) are reported. A reliable synthesis of the key starting material 4-amino-3,5-diisopropylphenol is also described. Etherification of hydroxydecorated ligand intermediates before formation of the imidazolium core and subsequent modification, or direct etherification of the versatile synthon IPrOH·HCl, allowed access to various linker types including triethoxysilyl, primary amino and norbornenyl, which are not accessible by other methods. An IPrOR-palladium(II) complex was prepared, and its catalytic activity was evaluated in challenging Buchwald- Hartwig aminations of aryl chlorides. This precatalyst displayed excellent activity and selectivity under mild reaction conditions, achieving in some cases a 10-fold improvement in TOF relative to the IPr-based version. An unexpected activity profile was observed wherein sterically demanding anilines were coupled more easily than those lacking orthosubstitution.

Hybridized and isosteric analogues of N1-acetyl-N4-dimethyl-piperazinium iodide (ADMP) and N1-phenyl-N4-dimethyl-piperazinium iodide (DMPP) with central nicotinic action

A series of piperazine derivatives, obtained by hybridization of N1-acetyl-N4-dimethyl-piperazinium iodide (1, ADMP) and N1-phenyl-N4-dimethyl-piperazinium iodide (3, DMPP) or of the corresponding tertiary bases (2, 4) with arecoline (5) and arecolone (6) or by isosteric substitution of the phenyl ring of DMPP, has been synthesized. Hybridization afforded compounds that, both as tertiary bases and as iodomethylates, have no affinity for the nicotinic receptor. On the contrary, isosteric substitution gave compounds that maintain affinity for the receptor; among them, two tertiary bases (37, 38), show affinity in the nanomolar range for the nicotinic receptor. The pharmacological profile of these isomeric compounds is quite interesting as they present differences in their peripheral and central effects, suggesting that they interact with different subtypes of the nicotinic receptor. Copyright (C) 1999 Elsevier Science Ltd.

Nickel-catalysed couplings of aryl chlorides with secondary amines and piperazines

The reaction of aryl chlorides with secondary amines or piperazines in the presence of an in situ generated liganded nickel catalyst gives arylamines in good yields. Our process provides a mild, convenient and cheap method of arylamination starting from readily available substrates.

Palladium-catalyzed amination of aryl chlorides

Pd(PCy3)Cl2 (Cy = cyclohexyl) catalyzed the reaction of aryl chlorides and secondary amines in the presence of NaO(t)Bu to give the corresponding aryl amines in good to excellent yields. In some of the reactions, an excess amount of aryl chloride (aryl chloride/amine = 2) improved the yields.

Cyclohexane tetrols and derivatives thereof

The compounds of the invention have the formula SPC1 Wherein Y is a radical of the formula SPC2 Wherein n is 1, 2, 3, 4, 5, or 6, m is 0 or 1, and R5 is hydrogen or alkyl of 1 to 3 carbons; R1, r2, r3 and R4 are the same or different and are alkanoyl of 1 to 4 carbons; haloalkanoyl of 1 to 4 carbons; or alkoxycarbonyl of the formula EQU1 wherein R is an alkyl radical of 1 to 4 carbons; R7 and R8 are the same or different and are hydrogen or alkyl having 1 to 4 carbon atoms; and R9 is hydrogen or a straight or branched chain alkyl radical having 1 to 6 carbon atoms. These compounds have been found useful in the treatment of hypertension in mammalian species, as surface active agents, as in vivo antibacterial compounds and as water softeners.