60794-90-3

Usage

InChI:InChI=1/C7H12N2/c8-4-3-7-9-5-1-2-6-9/h1-2,5-6H,3-4,7-8H2

Upstream product

• 109-97-7 pyrrole 
• 6276-54-6 3-chloropropylamine hydrochloride 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 109-76-2 Trimethylenediamine 
• 43036-06-2 3-(pyrrol-1-yl)propanenitrile 

Downstream Products

• 172922-28-0 N-(3-(1-pyrrolyl)propyl)salicylaldimine 

Relevant academic research and scientific papers

Immobilization of Glucose Oxidase in Ferrocene-Modified Pyrrole Polymers

A novel approach to an amperometric enzyme electrode for the analysis of glucose is described.The technique entails the electrochemical codeposition of the redox enzyme, glucose oxidase, in the conducting organic polymer, polypyrrole.Reagentless glucose electrodes have been generated by the synthesis of N-substituted pyrrole monomers containing redox-active side chains designed to accept electrons from the reduced form of the enzyme.Ferrocene-pyrrole conjugates were found to be efficient oxidants of reduced glucose oxidase, which on anodic polymerization form redox-active films.Preliminary results suggest that the enzyme may be entrapped in ferrocene-containing polypyrrole films to construct a reagentless glucose electrode.

Synthesis and characterisation of new Schiff base monomers containing N-(alkyl and phenyl) pyrrole moieties

This article deals with the synthesis and characterisation of seven new functional Schiff base monomers, such as: M1: 1-(3-Pyrrole-1-yl-propylimino-methyl)-naphtalen-2-ol; M2: 2-(3-Pyrrole-1-yl-phenylimino-methyl)-phenol; M3: 1-(3-Pyrrole-1-yl-phenylimino-methyl)-naphtalen-2-ol; M4: N-(pyridin-2-yl-methylene)-2-(pyrrol-1-yl)-benzenamine; M5: N-(pyridin-2-yl-methylene)-3-(pyrrol-1-yl)-propan-1-amine; M6: 2-(3-pyrrol-1-yl-propylimino-methyl)-quinolin-8-ol; M7: 2-(3-pyrrol-1-yl-phenylimino-methyl)-quinolin-8-ol. Two series of compounds emerged from this study, N-propyl pyrrole derivatives (M1, M5, M6) and N-phenyl pyrrole compounds (M2, M3, M4, M7). All monomers were elaborated by condensation reactions between appropriate amines and aldehydes, and their molecular structures were confirmed by spectroscopic analysis methods like FT-IR, 1H NMR, 13C NMR, and GC-MS.

Selectivity properties of corrin-doped polypyrrole film

We report the synthesis of a new pyrrole-substituted vitamin B12 derivative functioning as a corrin monomer, its electrochemical copolymerization with pyrrole, and the potentiometric behavior of the resultant electrodes based on the corrin-doped polypyrrole film. Electropolymerization of the corrin monomer on a glassy carbon electrode and its redox properties were evaluated by cyclic voltammetry in acetonitrile in the presence of tetrabutylammonium perchlorate. We investigated the effect of various parameters that control the film properties, such as the concentration of the monomer, potential range, scan rate, and number of scans. The optimal conditions for potentiometric measurements were also determined. We found that the electropolymerized corrin film-based electrode exhibited an anion selectivity pattern that favors thiocyanate and deviates from the Hofmeister series. The obtained electrode demonstrates near-Nernstian behavior for a period of at least 6 months. The detection limit of the electrode along with selectivity coefficients toward various anions was also determined.

Biofunctionalization of multiwalled carbon nanotubes by irradiation of electropolymerized poly(pyrrole-diazirine) films

A photoactivatable poly(pyrrole-diazirine) film was synthesized and electropolymerized as a versatile tool for covalent binding of laccase and glucose oxidase on multiwalled carbon nanotube coatings and Pt, respectively. Irradiation of the functionalized nanotubes allowed photochemical grafting of laccase and its subsequent direct electrical wiring, as illustrated by the electrocatalytic reduction of oxygen. Moreover, covalent binding of glucose oxidase as model enzyme, achieved by UV activation of electropolymerized pyrrole-diazirine, allowed a glucose biosensor to be realized. This original method to graft biomolecules combines electrochemical and photochemical techniques. The simplicity of this new method allows it to be extended easily to other biological systems. A photoactivatable polymer that grafts biomolecules: A simple procedure to fabricate a photoactivatable polymer that uses diazirine groups to attach biomolecules covalently under UV irradiation is reported. For this purpose, a compound containing diazirine and pyrrole groups was synthesized, electropolymerized, and then irradiated in the presence of proteins on both carbon nanotubes and platinum electrodes (see figure). Copyright

Magnetic Nanoparticle-Supported Glutathione as a Sustainable Organocatalyst

This invention relates to the use of nano-organocatalysts, and, more specifically, to the use of magnetic nanomaterial-supported organocatalysts. It is an object of the present invention to provide “green” catalysts and protocols. According to one embodiment of the invention, a nano-organocatalyst in the form of a magnetic nanomaterial-supported organocatalyst is provided. According to other embodiments of the invention, glutathione and cysteine are provided as organocatalysts and magnetic nanomaterial-supported glutathione and magnetic nanomaterial-supported cysteine are provided for use as nano-organocatalysts. According to another embodiment of the invention, a method of using a recyclable magnetic nanomaterial-supported organocatalyst using a totally benign aqueous protocol, without using any organic solvent in the reaction or during the workup, is provided. According to a further embodiment of the invention, a recyclable magnetic nanomaterial-supported organocatalyst for various organocatalytic reactions, including but not limited to Paal-Knorr reactions, aza-Michael addition and pyrazole synthesis, is provided.

Nano-organocatalyst: magnetically retrievable ferrite-anchored glutathione for microwave-assisted Paal-Knorr reaction, aza-Michael addition, and pyrazole synthesis

Postsynthetic surface modification of magnetic nanoparticles by glutathione imparts desirable chemical functionality and enables the generation of catalytic sites on the surfaces of ensuing organocatalysts. In this article, we discuss the developments, unique activity, and high selectivity of nano-organocatalysts for microwave-assisted Paal-Knorr reaction, aza-Michael addition, and pyrazole synthesis. Their insoluble character coupled with paramagnetic nature enables easy separation of these nano-catalysts from the reaction mixture using external magnet, which eliminates the requirement of catalyst filtration.

Magnetic nanoparticle-supported glutathione: A conceptually sustainable organocatalyst

A conceptually novel nanoparticle-supported and magnetically recoverable organocatalyst has been developed, which is readily prepared from inexpensive starting materials in a truly sustainable manner; which catalyzes the Paal-Knorr reaction with high yield in pure aqueous medium that avoids the use of toxic organic solvents, even in the workup step.

Hydrogel Functionalized with a Polymerizable Moiety and Their Uses as Biosensors or Bioreactors

The present invention relates to a new hydrogel functionalized with a polymerizable moiety, the polymerized hydrogels, films and gels comprising the same and their use for cells, proteins, DNA or other molecules encapsulation, including use as biosensors or bioreactors.

Electropolymerizable monomers and polymeric coatings on implantable devices prepared therefrom

Conductive surfaces of e.g., implantable devices, coated with electropolymerized polymers having active substances attached thereto are disclosed. Electropolymerizable monomers designed and used for obtaining such conductive surfaces and processes, devices and methods for attaching the electropolymerized polymers to conductive surfaces are also disclosed. The polymers, processes and devices presented herein can be beneficially used in the preparation of implantable medical devices.

Synthesis of N-derivatised pyrroles: Precursors to highly functionalised electropolymers

We describe the synthesis and characterisation of 13 new pyrrole derivatives which provide routes to amino acid, di- and tri-peptide functionalised electropolymers directly or via post-polymerisational chemistry.