19577-83-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Piperidin-1-ylmethyl-aniline serves as a crucial intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure allows for the creation of compounds with specific medicinal properties, enhancing the range of treatments available for various health conditions.
Used in Organic Chemical Synthesis:
As a substituted aniline, 2-Piperidin-1-ylmethyl-aniline is utilized in the synthesis of organic chemicals, where its chemical properties facilitate the formation of new compounds with diverse applications in various industries.
Used in Dye and Pigment Production:
2-Piperidin-1-ylmethyl-aniline is employed as a building block in the production of dyes and pigments, leveraging its chemical structure to create colorants with specific characteristics for use in various applications, including textiles, plastics, and printing inks.
Used in Polymer Science:
In the field of polymer science, 2-Piperidin-1-ylmethyl-aniline is used to develop new types of polymers with tailored properties, such as improved strength, flexibility, or chemical resistance, for applications in materials science and engineering.
Used in Research and Development:
2-Piperidin-1-ylmethyl-aniline is also utilized in research and development settings, where its chemical properties and structure are explored for potential applications in the creation of innovative materials and compounds, furthering scientific understanding and technological advancements in chemistry and pharmaceutical science.

InChI:InChI=1/C12H18N2/c13-12-7-3-2-6-11(12)10-14-8-4-1-5-9-14/h2-3,6-7H,1,4-5,8-10,13H2

Upstream product

• 110-89-4 piperidine 
• 552-89-6 2-nitro-benzaldehyde 
• 50591-66-7 1-[(2-nitrophenyl)methyl]piperidine 

Downstream Products

• 108619-23-4 8-piperidinomethyl-quinoline 

Relevant academic research and scientific papers

Redox Condensations of o-Nitrobenzaldehydes with Amines under Mild Conditions: Total Synthesis of the Vasicinone Family

A total synthesis of the vasicinone family of natural products from bulk chemicals was developed. Reductive condensation of o-nitrobenzaldehydes with amines utilizing iron pentacarbonyl as a reducing agent followed by subsequent oxidation leads to a great variety of polycyclic nitrogen-containing heterocycles under mild conditions. Enantiomerically pure vasicinone, rutaecarpine, isaindigotone, and luotonin were synthesized from readily available starting materials like hydroxyproline, nitrobenzaldehyde, pyrrolidine, and piperidine in two to four operational steps without chromatography. The antifungal activity of all products was tested.

New phenylaniline derivatives as modulators of amyloid protein precursor metabolism

The chloroquinoline scaffold is characteristic of anti-malarial drugs such as chloroquine (CQ) or amodiaquine (AQ). These drugs are also described for their potential effectiveness against prion disease, HCV, EBV, Ebola virus, cancer, Parkinson or Alzheimer diseases. Amyloid precursor protein (APP) metabolism is deregulated in Alzheimer's disease. Indeed, CQ modifies amyloid precursor protein (APP) metabolism by precluding the release of amyloid-beta peptides (Aβ), which accumulate in the brain of Alzheimer patients to form the so-called amyloid plaques. We showed that AQ and analogs have similar effects although having a higher cytotoxicity. Herein, two new series of compounds were synthesized by replacing 7-chloroquinolin-4-amine moiety of AQ by 2-aminomethylaniline and 2-aminomethylphenyle moieties. Their structure activity relationship was based on their ability to modulate APP metabolism, Aβ release, and their cytotoxicity similarly to CQ. Two compounds 15a, 16a showed interesting and potent effect on the redirection of APP metabolism toward a decrease of Aβ peptide release (in the same range compared to AQ), and a 3–10-fold increased stability of APP carboxy terminal fragments (CTFα and AICD) without obvious cellular toxicity at 100 μM.