Related applications of Acetamide, N,N′-bicyclo[2.2.2]octane-1,4-diylbis[2-(4-chlorophenoxy)-(cas: 2254486-69-4)

Product Manager: Selina Zhang; Email: selina@coreychem.com

Acetamide, N,N′-bicyclo[2.2.2]octane-1,4-diylbis[2-(4-chlorophenoxy)- (CAS: 2254486-69-4) is a structurally novel symmetric bisamide compound featuring a rigid bicyclo[2.2.2]octane core with two 4‑chlorophenoxyacetamide moieties. Its well-defined three-dimensional architecture, symmetrical functional groups, and balanced hydrophobicity offer excellent potential for applications in medicinal chemistry, supramolecular chemistry, functional materials, and catalytic carrier design. The primary applications are outlined below:

1. Medicinal Chemistry & Bioactive Molecule Design

Rigid Scaffold as Pharmacophore or Scaffold Hopping Template
The bicyclo[2.2.2]octane framework serves as a rigid bioisostere for benzene or cyclohexane in drug design, improving metabolic stability, conformational restriction, and lipophilicity. This compound can be used as a starting material or intermediate to develop novel drug candidates targeting GPCRs, ion channels, or nuclear receptors.

Bisamide Motif for Target–Ligand Interaction Studies
The two symmetric 4-chlorophenoxyacetamide arms provide hydrogen bond donors/acceptors and halogen-bonding sites, making this compound suitable for developing enzyme inhibitors, receptor antagonists, or PROTAC linkers. It supports structure-activity relationship (SAR) studies and lead optimization in anticancer, antiviral, and anti-inflammatory programs.

2. Organic Functional Materials & Polymer Chemistry

Construction of Thermally Stable Polymers or COFs
The rigid bicyclic core and chloroaromatic groups impart high thermal and chemical stability. The symmetric bifunctional structure can serve as a monomer for polyamides, polyurethanes, or covalent organic frameworks (COFs) for gas adsorption, separation membranes, or low-dielectric materials.

Liquid Crystal Displays (LCD) & Optical Devices
The ordered arrangement of the rigid bridge and polar amide bonds facilitates anisotropic liquid crystalline phases. This compound is an intermediate for synthesizing functional dyes, optical compensation films, or nonlinear optical materials with tailored optoelectronic properties.

3. Molecular Recognition & Supramolecular Chemistry

Host Molecule Design for Selective Guest Encapsulation
The dumbbell‑shaped bicyclo[2.2.2]octane core creates a well‑defined cavity in crystal or solution phases. The aryloxyamide fragments provide π–π stacking and halogen‑bonding sites, enabling selective recognition of haloarenes, pesticide residues, or metal complexes – valuable for sensing and separation science.

Self‑Assembly & Crystal Engineering
This compound readily forms ordered supramolecular assemblies (hydrogen‑bonded networks, layered stacks). Its single‑crystal structure can elucidate intermolecular interaction patterns, guiding the design of new functional crystalline materials such as proton conductors or ferroelectrics.

4. Synthetic Intermediate & Process Development

Core Building Block for Multi‑Step Synthesis
With two identical reactive sites, the compound can be further derivatized via amide hydrolysis, cross‑coupling, or aromatic nucleophilic substitution. It supports library synthesis and process scale‑up studies.

Analytical Method Development & Reference Standard
In R&D settings, it serves as a reference standard for HPLC or MS to evaluate conversion rates of bicyclic products in complex reaction mixtures. High purity and well‑confirmed structure support method validation and internal quality control.

5. Handling & Storage

Storage Conditions
Store in tightly sealed, light‑protected containers under cool, dry conditions. Avoid strong acids, strong bases, and oxidizing agents. Stable at room temperature; long‑term storage under inert gas is recommended.

Intended Use
This product is intended for laboratory research, development, and materials science applications only. Not for direct human use, pharmaceutical formulation, or food additive without appropriate regulatory approval.

Summary
The value of Acetamide, N,N′-bicyclo[2.2.2]octane-1,4-diylbis[2-(4-chlorophenoxy)- (CAS: 2254486-69-4) lies in its unique combination of a rigid bicyclic backbone and two 4-chlorophenoxyacetamide units. This structure provides excellent conformational constraint, symmetry, hydrogen‑bonding capability, and derivatizable sites, enabling innovative applications in drug design, supramolecular recognition, functional polymers, and synthetic intermediates. Its reliable chemical stability and well‑defined molecular architecture make it a valuable tool for both laboratory research and industrial lead development.

For more information, please contact: selina@coreychem.com