78197-27-0

Basic information

• Product Name: 4-FLUOROPIPERIDINE
• Synonyms: 4-FLUOROPIPERIDINE
• CAS NO: 78197-27-0
• Molecular Formula: C₅H₁₀FN
• Molecular Weight: 103.14
• Mol File: 78197-27-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 120.2±33.0℃ (760 Torr)
• Flash Point: 26.5±25.4℃
• Appearance: /
• Density: 0.97±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 15.428mmHg at 25°C
• Refractive Index: 1.421
• PKA: 9.33±0.10(Predicted)
• CAS DataBase Reference: 4-FLUOROPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROPIPERIDINE(78197-27-0)
• EPA Substance Registry System: 4-FLUOROPIPERIDINE(78197-27-0)

Safety Data

• Hazardous Substances Data: 78197-27-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 40, p. 3808, 1975 DOI: 10.1021/jo00913a900

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

Upstream product

• 57395-89-8 4-fluoropiperidine hydrochloride 
• 19099-93-5 benzyl 4-oxo-1-piperidinecarboxylate 
• 690257-75-1 benzyl 4-fluoropiperidine-1-carboxylate 
• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 
• 178181-55-0 tert-butyl 4-fluoropiperidine-1-carboxylate 

Downstream Products

• 892405-33-3 7-[3-(4-fluoro-piperidin-1-yl)propoxy]-2-methyl-4-(4-methylsulfanylphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 892405-27-5 7-[3-(4-fluoro-piperidin-1-yl)-propoxy]-4-(4-methanesulfonyl-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 1158961-36-4 C₁₉H₂₉FN₂O 
• 1158961-40-0 C₁₉H₂₉FN₂O 
• 1158961-30-8 ST-889 
• 1228692-32-7 C₂₁H₂₂ClFN₄ 

Relevant articles and documents

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.

INHIBITORS OF 11-BETA HYDROXYSTEROID DEHYDROGENASE TYPE 1

The present invention relates to compounds of formula (I): or a pharmaceutically acceptable salts or solvates thereof, wherein n, X, Y, R1, R2, R3 and R4 are as described in the specification. The invention also relates to pharmaceutical compositions comprising the compounds of formula (I) and methods of treating conditions that are mediated by the modulation of 11 βHSD1 , the method comprising administering to a mammal an effective amount of a compound of formula (I).

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.