75336-86-6

Basic information

• Product Name: (R)-(-)-2-Methylpiperazine
• Synonyms: R-MP;(R)-(-)-2-METHYLPIPERAZINE;(R)-2-METHYLPIPERAZINE;PIPERAZINE, 2-METHYL-, (2R)-;R-(-)-2-Methylpiperazine100.15;(R)-(-)-2-Methylpiperazine,98+%;(R)-(-)-2-METHYLPIPERAZINE , EE 99%;(R)-(-)-2-METHYL PIPERAZINE HCL
• CAS NO: 75336-86-6
• Molecular Formula: C₅H₁₂N₂
• Molecular Weight: 100.16
• EINECS: 203-644-2
• Product Categories: Chiral Compounds;Piperaizine;Piperazines;Chiral Building Blocks;Heterocyclic Building Blocks
• Mol File: 75336-86-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 91-93 °C(lit.)
• Boiling Point: 155-156 °C
• Flash Point: 149 °F
• Appearance: White to yellow/Crystalline Powder, Crystals and/or Chunks
• Density: 0.9305 (estimate)
• Refractive Index: 1.4378 (estimate)
• Storage Temp.: Flammables area
• PKA: 9.31±0.40(Predicted)
• Water Solubility: soluble
• Sensitive: Air Sensitive & Hygroscopic
• BRN: 3647994
• CAS DataBase Reference: (R)-(-)-2-Methylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-Methylpiperazine(75336-86-6)
• EPA Substance Registry System: (R)-(-)-2-Methylpiperazine(75336-86-6)

Safety Data

• Hazard Codes: F,C,Xi
• Statements: 11-36/37/38-34
• Safety Statements: 16-26-36/37/39-45-36
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 2
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 75336-86-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystalline powder

Upstream product

• 118082-99-8 (1S,6S)-1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with (R)-2-methyl-piperazine 
• 156022-78-5 (R)-2-((R)-3-Methyl-piperazin-1-yl)-2-phenyl-ethanol 
• 88547-15-3 3-methyl-piperazine-2,5-dione 
• 132871-11-5 (R)-3-Methyl-1-(phenylmethyl)piperazine 
• 153842-01-4 (R)-2-(2-Chloro-acetylamino)-propionic acid methyl ester 
• 132871-09-1 (R)-1-benzyl-3-methylpiperazine-2,5-dione 
• 180285-12-5 (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester 
• 156022-76-3 (R)-4-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester 
• 24955-56-4 Z-Gly-D-Ala-OMe 
• 126458-16-0 (R)-2-methylpiperazine, L-tartrate 
• 107-21-1 ethylene glycol 
• 78-90-0 1,2-diaminopropan 
• 109-07-9 (RS)-2-methylpiperazine 
• 13264-88-5 (R)-2-methylpiperazine dihydrochloride 

Downstream Products

• 243982-41-4 (R)-3-methyl-1-((2-nitrophenyl)sulfonyl)piperazine 
• 200052-33-1 (R)-(-)-3-methyl-1-(2-nitrophenyl)piperazine 
• 338797-21-0 4-((R)-3-Methyl-piperazin-1-yl)-6-nitro-quinoline 
• 357263-39-9 1-benzoyl-3-(R)-methylpiperazine 
• 474417-44-2 (3R)-3-methyl-1-(2-pyridinyl)piperazine 
• 907991-13-3 (R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine 
• 582325-38-0 (R)-3-Methyl-1-(3-methyl-pyridin-2-yl)-piperazine 
• 393513-95-6 (R)-1-(3-chloropyridin-2-yl)-3-methylpiperazine 
• 582325-05-1 (R)-3-methyl-1-(3-(trifluoromethyl)pyridin-2-yl)piperazine 
• 223786-12-7 (R)-3-methyl-1-(4-nitrophenyl)piperazine 
• 1000691-86-0 (3R)-3-methyl-1-(phenyl(3-(trifluoromethyl)phenyl)-methyl)piperazine 
• 868055-67-8 (R)-1-(4-Chloro-benzyl)-3-methyl-piperazine 
• 945027-66-7 C₁₂H₁₇N₂Br 
• 945027-67-8 C₁₂H₁₆N₂F₂ 

Relevant articles and documents

Biocatalytic Access to Piperazines from Diamines and Dicarbonyls

Given the widespread importance of piperazines as building blocks for the production of pharmaceuticals, an efficient and selective synthesis is highly desirable. Here we show the direct synthesis of piperazines from 1,2-dicarbonyl and 1,2-diamine substrates using the R-selective imine reductase from Myxococcus stipitatus as biocatalyst. Various N- and C-substituted piperazines with high activity and excellent enantioselectivity were obtained under mild reaction conditions reaching up to 8.1 g per liter.

A bifunctional PdVMgO solid catalyst for the one-pot selective N-monoalkylation of amines with alcohols

It has been found that a bifunctional metal Pd/base (MgO) catalyst performs the selective monoalkylation of amines with alcohols. The reaction goes through a series of consecutive steps in a cascade mode that involves: 1) the abstraction of hydrogen from the alcohol that produces the metal hydride and the carbonyl compound; 2) condensation of the carbonyl with the amine to give an imine, and 3) hydrogenation of the imine with the surface hydrogen atoms from the metal hydride. Based on isotopic and spectroscopic studies and on the rate of each elementary step, a global reaction mechanism has been proposed. The controlling step of the process is the hydride transfer from the metal to the imine. By changing the crystallite size of the Pd, it is demonstrated that this is a structure-sensitive reaction, whereas the competing processes that lead to subproducts are not. On these bases, a highly selective catalyst has been obtained with Pd crystallite size below 2.5 nm in diameter. The high efficiency of the catalytic system has allowed us to extend the process to the one-pot synthesis of piperazines.

NOVEL PROCESS

The present invention relates to a process for the preparation of compounds which are therapeutically active in the central nervous system. In one aspect, the invention relates to a process for the preparation of compounds of the general formula (I). The invention also relates to (2R)-1-(3-chloro-2-pyrazinyl)-2-methylpiperazine, hydrochloride and a process for preparing the same. Another object of the present invention is a compound of the formula (I). Another object of the present invention is a method for the treatment or prophylaxis of a serotonin-related disorder, comprising administering to a subject in need thereof an effective amount of the compound above; as well as the use of said compound to manufacture a medicament for the treatment of a serotonin-related disorder.