4491-92-3

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-Cyanoethyl)-4-methylpiperazine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to act as a versatile building block in creating complex molecules with bioactive properties.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 1-(2-Cyanoethyl)-4-methylpiperazine serves as an essential component in the synthesis of a wide range of organic compounds, leveraging its structural and functional attributes to facilitate the development of novel molecules with potential applications in various industries.

InChI:InChI=1/C8H15N3/c1-10-5-7-11(8-6-10)4-2-3-9/h2,4-8H2,1H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 107-13-1 acrylonitrile 

Downstream Products

• 4572-03-6 3-(N-methylpiperazino)propylamine 
• 90331-23-0 1-(3'-Dimethylaminopropyl)-4-methyl-piperazin 
• 108372-23-2 3-<4-Methyl-piperazinyl-(1)>-propionsaeureamid-oxim 
• 73816-65-6 2-[3-(4-methyl-piperazino)-propyl]-(3ar,7ac)-2,3,3a,4,7,7a-hexahydro-1H-isoindole 
• 73839-58-4 2-[3-(4-methyl-piperazino)-propyl]-(3ar,7ac)-3a,4,7,7a-tetrahydro-isoindole-1,3-dione 
• 1100793-89-2 N-[5-chloro-2-(phenylthio)phenyl]-3-(4-methylpiperazine-1-yl)-propanamidine 

Relevant academic research and scientific papers

Benzofuranyl 3,5-bis-polyamine derivatives as time-dependent inhibitors of trypanothione reductase

The synthesis and evaluation of 3,5-disubstituted benzofuran derivatives as time-dependent inhibitors of the protozoan oxidoreductase trypanothione reductase are reported. These molecules were designed as simplified mimetics of the naturally occurring spermidine-bridged macrocyclic alkaloid lunarine 1, a known time-dependent inhibitor of trypanothione reductase. In this series of compounds the bis-polyaminoacrylamide derivatives 2-4 were all shown to be competitive inhibitors, but only the bis-4-methyl-piperazin-1-yl-propylacrylamide derivative 4 displayed time-dependent activity. The kinetics of time dependent inactivation of trypanothione reductase by 1 and 4 have been determined and are compared and discussed herein.

One-pot solvothermal synthesis of hypercrosslinked porous ionic polymer and its catalytic activity

The hypercrosslinked porous ionic polymer has been synthesized via one-pot polymerization and quaternization of vinyl pyridine and chloromethyl styrene under solvothermal condition. The effects of solvents and synthetic process on the polymer structure were investigated. Polymer from n-butanol showed the highest BET surface area of 555.6 m2/g. The catalytic activities were investigated though the aza-Michael addition and the results showed that the polymer owned even higher activity than homogenous ionic liquid. The high BET surface area, high catalytic activity and high stability made the polymer hold great potential for green chemical processes.

PROCESS FOR THE MANUFACTURE OF 3-PIPERAZIN-1-YL-PROPYLAMINE DERIVATIVES

The invention relates to the manufacture of a compound of formula (I), wherein R1 is defined as in the description and in the claims.

Synthesis and catalytic activity of porous polymer containing ionic liquid structures

A novel porous polymer containing ionic liquid (IL) structures was synthesized via quternization and condensation of 4-vinylpyridine and p-xylylene dichloride. The ionic liquid structures were incorporated in the polymeric framework and for this reason bulky IL molecules can hardly block pores and neutralize active sites. The polymer shows a high BET surface area and easily accessible active sites. Catalytically the polymer is very active in Michael additions with averaged yields over 96.0% achieved after short reaction times. The high BET surface, remarkable activity, operational simplicity, wide applicability and improved stability are the key properties of the polymer.

An efficient synthesis of 2-aminothiophenes via the gewald reaction catalyzed by an N-methylpiperazine-functionalized polyacrylonitrile fiber

A new N-methylpiperazine-functionalized polyacrylonitrile fiber has been developed to catalyze the Gewald reaction between 2,5-dihydroxy-1,4-dithiane and activated nitriles to afford 3-substituted 2-aminothiophenes in good to excellent yields (65-91%). Low catalyst loading (8.0 mol%), simple procedure, high yields, excellent recyclability, and reusability (up to 10 times with minimal loss of catalytic activity) are attractive features of this fiber catalyst. Georg Thieme Verlag Stuttgart · New York.

An effective aza-michael addition of aromatic amines to electron-deficient alkenes in alkaline Al2O3

Aza-Michael addition of aromatic or aliphatic amines with various electron-deficient alkenes was performed using alkaline Al2O 3 as solid media at room temperature afforded the corresponding Michael addition products in good to excellent yields.The alkaline Al 2O3 can be easily recovered and reused.

Synthesis, characterization and in vitro biological studies of novel cyano derivatives of N-alkyl and N-aryl piperazine

Cyano derivatives of N-alkyl and N-aryl piperazine have been synthesized and screened for antibacterial and antifungal activities. All the synthesized compounds showed the antibacterial activity against pathogenic strains of Staphylococcus aureus (MTCCB 737), Pseudomonas aeruginosa (MTCCB 741), Streptomyces epidermidis (MTCCB 1824) and Escherichia coli (MTCCB 1652) and antifungal activity against pathogenic strains of Aspergillus fumigatus (ITCC 4517), Aspergillus flavus (ITCC 5192) and Aspergillus niger (ITCC 5405). All compounds showed mild to moderate antimicrobial activity. However, compounds 3c, 4a and 6 showed potent antibacterial activity against pathogenic strains used in the study. Compounds 3a, 3b, 4b, and 4d showed mild to moderate antifungal activity against Aspergillus pathogenic strains. The compounds reported in this study were assessed for there cytotoxicity using MTT colorimetric assay on Hela cells. All the compounds showed cell viability more than the control drug gentamicin, with compound 2 having highest i.e. 95% cell viability.

Ceric ammonium nitrate catalyzed aza-Michael addition of aliphatic amines to α,β-unsaturated carbonyl compounds and nitriles in water

Ceric ammonium nitrate (3 mol%) efficiently catalyzes the aza-Michael reaction of amines with α,β-unsaturated carbonyl compounds in water to produce the corresponding β-amino carbonyl compounds in good to excellent yields (55-99%) for most of the compounds under mild conditions. The reaction is procedurally simple and displays limited chemoselectivity, as aromatic amines were found to be unreactive. Georg Thieme Verlag Stuttgart.

Cu-nanoparticles: A chemoselective catalyst for the aza-Michael reactions of N-alkyl- and N-arylpiperazines with acrylonitrile

A novel method for effecting the aza-Michael reactions of N-alkyl- and N-arylpiperazines with acrylonitrile using Cu-nanoparticles is described. The method features the use of 10 mol % Cu (14-17 nm) nanoparticles under mild reaction conditions to afford the addition products in good to excellent yields. The Cu-nanoparticles selectively catalysed the aza-Michael reaction of N-alkyl- and N-arylpiperazines in the presence of aromatic amino or aliphatic hydroxy groups.

Design, synthesis and biological evaluation of 1,3-diaminopropanes: A new class of polyamine analogs as leishmanicidal agents

Analogs of 1,3-diaminopropane as inhibitors for the growth of Leishmania donovani have been synthesized and evaluated for their antileishmanial activity. Of the many active compounds, 1-(3-N,N-bis methoxycarbonyl guanidino)propyl-4- methylpiperidine piperazine (4e,f) exhibited significant in vivo inhibitory efficacy against L. donovani by oral and intraperitoneal route of administration.