75336-85-5

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-2-METHYLPIPERAZINE HYDROCHLORIDE is used as an intermediate in the pharmaceutical industry for the production of antipsychotics, antihistamines, and antihypertensive agents. Its versatile chemical structure allows for the development of a range of therapeutic compounds that target different medical conditions.
Used in Neurological Disorder Treatment:
In the field of neurology, (S)-2-METHYLPIPERAZINE HYDROCHLORIDE is used as a potential therapeutic agent for the treatment of neurological disorders. It has shown promise in the development of new therapies for conditions such as Alzheimer's disease, where its chemical properties may contribute to the creation of innovative treatment options.
Used in Laboratory Research:
(S)-2-METHYLPIPERAZINE HYDROCHLORIDE is also utilized as a reagent and building block in laboratory research. Its application in the synthesis of various organic compounds makes it a valuable tool for scientists working on the development of new chemical entities and potential drug candidates.

InChI:InChI=1/C5H12N2.ClH/c1-5-4-6-2-3-7-5;/h5-7H,2-4H2,1H3;1H/t5-;/m0./s1

Upstream product

• 107-21-1 ethylene glycol 
• 78-90-0 1,2-diaminopropan 
• 57-55-6 propylene glycol 
• 107-15-3 ethylenediamine 
• 4526-77-6 (S)-3-methyl-2,5-piperazinedione 
• 3695-73-6 glycyl-L-alanine 
• 51514-17-1 methyl (2S)-2-[(aminoacetyl)amino]propanoate 

Downstream Products

• 75336-86-6 (2R)-methylpiperazine 
• 130982-86-4 (R)-(+)-temafloxacin 
• 130982-85-3 (S)-(-)-temafloxacin 
• 160738-57-8 gatifloxacin 

Relevant academic research and scientific papers

METHOD FOR PRODUCING OPTICALLY ACTIVE 2-METHYLPIPERAZINE

PROBLEM TO BE SOLVED: To provide a method capable of industrially obtaining an optically active 2-methylpiperazine which is easy in handling and has good properties, instead of the isolation method of an optically active 2-methylpiperazine by conventional distillation. SOLUTION: There is provided a method for producing an optically active 2-methylpiperazine by adding a solvent to a solution of an optically active 2-methylpiperazine, followed by solvent substitution and crystallization to obtain crystals of the optically active 2-methylpiperazine. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Iridium-catalyzed condensation of amines and vicinal diols to substituted piperazines

A straightforward procedure is described for the synthesis of piperazines from amines and 1,2-diols. The heterocyclization is catalyzed by [Cp*IrCl2]2 and sodium hydrogen carbonate and can be achieved with either toluene or water as solvent. The transformation does not require any stoichiometric additives and only produces water as the byproduct. The reaction can be performed between a 1,2-diamine and a 1,2-diol or by a double condensation between a primary alkylamine and a 1,2-diol. At least one substituent is required on the piperazine ring to achieve the cyclization in good yield. The mechanism is believed to involve dehydrogenation of the 1,2-diol to the α-hydroxy aldehyde, which condenses with the amine to form the α-hydroxy imine. The latter rearranges to the corresponding α-amino carbonyl compound, which then reacts with another amine followed by reduction of the resulting imine. Piperazines are prepared by [Cp*IrCl 2]2-catalyzed heterocyclization of 1,2-diols with either 1,2-diamines or primary alkylamines. The reaction is performed in toluene or water and requires no stoichiometric additive. The key step in the mechanism is believed to be the isomerization of an α-hydroxy imine to the corresponding α-amino carbonyl compound. Copyright

The Absolute Configurations of (+)- and (-)-2-Methylpiperazines and their N-Methyl Derivatives.

S(-)-2-Methylpiperazinium dichloride was prepared by reduction of S(-)-3-methyl-2,5-dioxopiperazine (from glycyl-S-alanine) which established its absolute configuration.This dichloride and its enantiomer, R(+)-2-methylpiperazinium dichloride, were obtained in less optically pure forms by recrystallization of the diastereomeric RS-2-methylpiperazinium 2R,3R-di-O-benzoyltartrate salts followed by decomposition with a base.They were converted into S(+)- and R(-)-1,2,4-trimethylpiperazinium dichloride, S(+)- and R(-)-1,2,4,4-tetramethylpiperazinium iodide and S(+)- and R(-)-1,1,2,4,4-pentamethylpiperazinium diiodide.