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2-Adamantanone is used in the synthesis of pharmaceutical intermediates, photosensitive materials and information technology. 2-Adamantanone has been used as a probe for the size and characteristics of ethanol dehydrogenase substrate binding bags.
Items | Specifications | Results |
Appearance | Off-white to white solid | Conforms |
Purity | ≥98.0% | 99.6% |
Water | ≤0.5% | 0.1% |
Conclusion | The product conforms to the above specifications. | |
| Product parameters | |
| Cas number: | 700-58-3 |
| Appearance: | White or gray white crystal |
| Purity: | 99.0%min |
| Package details: | 25kg/bag, 25kg/drum |
| Brand: | Fortunachem |
2-Adamantanone is an organic compound with the molecular formula C₁₀H₁₄O. It is a ketone derivative of adamantane, where a carbonyl group (C=O) is attached to the bridgehead carbon at position 2 of the adamantane cage.
Structure: Imagine the rigid, three-dimensional, diamond-like cage structure of adamantane (a cycloalkane with 10 carbon atoms). 2-Adamantanone is formed by replacing one of the hydrogen atoms on a specific carbon (the "bridgehead") with an oxygen atom, creating a ketone functional group.
Key Properties:
White crystalline solid at room temperature.
Possesses the high chemical and thermal stability characteristic of the adamantane skeleton.
The carbonyl group makes it a versatile intermediate for chemical synthesis, as it can undergo various reactions (reductions, Grignard reactions, etc.) to introduce other functional groups onto the robust adamantine core.
2-Adamantanone's main value lies not in direct application, but as a crucial building block (synthon) in organic and medicinal chemistry. Its rigid, lipophilic (fat-soluble) structure is highly desirable for designing pharmaceutical agents.
It is a key precursor in the synthesis of several important drugs and bioactive molecules. The adamantane moiety often enhances lipid solubility, metabolic stability, and binding affinity to biological targets.
Adapalene: A topical retinoid used to treat acne. 2-Adamantanone is a starting material in its synthesis.
Saxagliptin: A dipeptidyl peptidase-4 (DPP-4) inhibitor used for type 2 diabetes.
Antiviral Agents: Derivatives of adamantane, such as amantadine and rimantadine (used against influenza A), share the same core structure. While not made directly from the ketone, 2-adamantanone is used to create novel analogs and more complex derivatives with potential antiviral, antibacterial, or neuroprotective activity.
Other Drug Candidates: It serves as a scaffold for developing potential treatments for neurological disorders (e.g., Parkinson's, Alzheimer's) and various other conditions.
High-Performance Polymers: Incorporated into polymer backbones to create materials with enhanced thermal stability, rigidity, and solubility. These polymers are investigated for use in advanced coatings, membranes, and engineering plastics.
Dendrimers and Nanostructures: Its symmetrical, polycyclic structure makes it a useful core for building complex dendritic molecules.
Model Compound: Used in physical organic chemistry studies to investigate steric effects and reaction mechanisms due to its unique, rigid geometry.
Ligand and Catalyst Design: Functionalized to create bulky ligands for metal catalysts or as a core for molecular recognition.
Sometimes used as a standard or reference compound in chromatography (like GC) and mass spectrometry due to its well-defined properties and stability.
| Aspect | Description |
|---|---|
| What it is | A ketone-functionalized derivative of the stable adamantane cage. |
| Direct Uses | Very limited as an end-product. |
| Primary Value | A versatile chemical intermediate or building block. |
| Major Application | Synthesis of pharmaceuticals (e.g., Adapalene, Saxagliptin) and drug candidates. |
| Key Feature | Provides a rigid, stable, and lipophilic 3D scaffold that improves drug properties. |
In essence, 2-Adamantanone is a workhorse molecule in the chemist's toolkit, prized for its ability to efficiently introduce the valuable adamantane structure into more complex, high-value molecules, especially in the pharmaceutical industry.




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