116574-75-5

Usage

Uses

Used in Pharmaceutical Industry:
3-FLUOROPIPERIDINE is used as a potent and selective inhibitor for [application type] ubiquitin-like domain-containing C-terminal domain phosphatase 1 (UBLCP1) for [application reason] its ability to modulate the activity of this enzyme, which plays a crucial role in various cellular processes. This makes it a promising candidate for the development of new therapeutic strategies targeting diseases associated with the dysregulation of UBLCP1.
Used in Chemical Synthesis:
3-FLUOROPIPERIDINE can be used as a building block or intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique chemical structure allows for the development of novel compounds with potential applications in different industries.
Used in Research and Development:
3-FLUOROPIPERIDINE serves as an important research tool in the field of medicinal chemistry and drug discovery. It can be used to study the structure-activity relationships of various compounds and to develop new inhibitors or modulators targeting UBLCP1 and other related enzymes.

InChI:InChI=1/C5H10FN.ClH/c6-5-2-1-3-7-4-5;/h5,7H,1-4H2;1H

Upstream product

• 372-47-4 3-Fluoropyridine 
• 85275-45-2 N-tert-butoxycarbonyl-3-piperidinol 
• 1068560-26-8 N-Boc-3-fluoropiperidine 

Downstream Products

• 1193752-35-0 C₁₈H₂₂FN₃O₄S 
• 1200131-35-6 4-((3-fluoropiperidin-1-yl)methyl)phenylboronic acid 
• 885705-14-6 1-(5-chloro-2-nitro-phenyl)-3-fluoro-piperidine 

Relevant academic research and scientific papers

Understanding the Conformational Behavior of Fluorinated Piperidines: The Origin of the Axial-F Preference

Gaining an understanding of the conformational behavior of fluorinated compounds would allow for expansion of the current molecular design toolbox. In order to facilitate drug discovery efforts, a systematic survey of a series of diversely substituted and protected fluorinated piperidine derivatives has been carried out using NMR spectroscopy. Computational investigations reveal that, in addition to established delocalization forces such as charge–dipole interactions and hyperconjugation, solvation and solvent polarity play a major role. This work codifies a new design principle for conformationally rigid molecular scaffolds.

SYNTHESE DE FLUORO-3 AZACYCLANES : ACTION DE L'ACIDE FLUORHYDRIQUE SUR LES AZA-1 BICYCLO ALCANES

The addition of liquid hydrogen fluoride or Olah's reagent (pyrimidine-10 HF) to 1-aza bicyclo(n.1.0> alkanes leads to the formation of 3-fluoro 1-aza heterocyclic compounds.Isomeric 3-fluoro azetidines, 3-fluoro-piperidines and a 3-fluoro azepine have been prepared by this procedure.

Accessing (Multi)Fluorinated Piperidines Using Heterogeneous Hydrogenation

Fluorinated piperidines are desirable motifs for pharmaceutical and agrochemical research. Nevertheless, general synthetic access remains out of reach. Herein, we describe a simple and robust cis-selective hydrogenation of abundant and cheap fluoropyridines to yield a broad scope of (multi)fluorinated piperidines. This protocol enables the chemoselective reduction of fluoropyridines while tolerating other (hetero)aromatic systems using a commercially available heterogenous catalyst. Fluorinated derivatives of important drug compounds are prepared, and a straightforward strategy for the synthesis of enantioenriched fluorinated piperidines is disclosed.

γ-amino-substituted analogues of 1-[(S)-2,4-diaminobutanoyl]piperidine as highly potent and selective dipeptidyl peptidase II inhibitors

Using 1-[(S)-2,4-diaminobutanoyl]piperidine as lead compound, we developed a large series of highly potent and selective dipeptidyl peptidase II (DPP II) inhibitors. γ-Amino substitution with arylalkyl groups, for example, a 2-chlorobenzyl moiety, resulted in a DPP II inhibitor with an IC50 = 0.23 nM and a high selectivity toward DPP IV (IC50 = 345 μM). Furthermore, it was shown that the basicity of the γ-amino is important and that α-amino substitution is not favorable. Piperidine-2-nitriles did not show an increase in potency but rather reduced the selectivity. Introduction of a 4-methyl or a 3-fluorine on piperidine improved selectivity and preserved the high potency.