1-Boc-4-(4-fluoro-phenylamino)-piperidine
[CAS# 288573-56-8]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Piperidines
• Name: 1-Boc-4-(4-fluoro-phenylamino)-piperidine
• Molecular Formula: C₁₆H₂₃FN₂O₂
• Molecular Weight: 294.36
• CAS Registry Number: 288573-56-8
• SMILES: CC(C)(C)OC(=O)N1CCC(CC1)NC2=CC=C(C=C2)F

Properties

• Solubility: 5.019 mg/L (25 ºC water)
• Density: 1.2±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.548, Calc.^*
• Melting point: 123.50 ºC
• Boiling Point: 354.86 ºC, 400.4±40.0 ºC (760 mmHg), Calc.^*
• Flash Point: 196.0±27.3 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Discovory and Applicatios

1-Boc-4-(4-fluoro-phenylamino)-piperidine is a synthetic organic compound discovered as part of research into novel chemical intermediates for pharmaceuticals. The compound features a piperidine ring, a common motif in medicinal chemistry, with a tert-butoxycarbonyl (Boc) protecting group and a 4-fluoro-phenylamino substituent. Its discovery involved the strategic modification of piperidine to enhance its pharmacological properties and synthetic utility. This compound was synthesized to explore its potential in drug development, especially in designing molecules with improved efficacy and safety profiles.

1-Boc-4-(4-fluoro-phenylamino)-piperidine serves as a crucial intermediate in the synthesis of various pharmaceutical agents. Its structural components are valuable in creating molecules that can interact with specific biological targets, such as enzymes or receptors, enhancing drug efficacy and selectivity. The Boc protecting group facilitates selective reactions, allowing for the precise construction of complex drug molecules. This intermediate is particularly useful in synthesizing drugs for treating neurological disorders, cancers, and infectious diseases.

In medicinal chemistry, 1-Boc-4-(4-fluoro-phenylamino)-piperidine is used to develop new therapeutic agents with optimized pharmacokinetic and pharmacodynamic properties. The fluorine atom in the phenyl ring can enhance the metabolic stability and lipophilicity of the resulting compounds, improving their bioavailability. Researchers leverage this compound to design and synthesize candidate drugs with better absorption, distribution, metabolism, and excretion (ADME) profiles. This leads to more effective and safer medications.

This compound is also instrumental in chemical research and development. Scientists use it as a building block to study structure-activity relationships (SAR) and to develop new synthetic methodologies. By modifying its structure, researchers can explore how different substituents affect biological activity and optimize lead compounds for drug development. It helps in advancing the understanding of molecular interactions and in discovering new therapeutic pathways.

1-Boc-4-(4-fluoro-phenylamino)-piperidine is valuable in the chemical industry for producing high-value chemicals and materials. Its versatility allows for the synthesis of various piperidine derivatives, which are essential in the production of agrochemicals, dyes, and polymers. The compound's reactivity and stability make it a preferred choice for industrial-scale syntheses, contributing to more efficient and cost-effective manufacturing processes.