1-Cyclopentylpiperidin-3-one: Properties, Uses & FAQs

1-Cyclopentylpiperidin-3-one is a bicyclic nitrogen-containing heterocyclic ketone widely employed as a versatile synthetic intermediate in medicinal chemistry and organic synthesis research.

Product Name

1-Cyclopentylpiperidin-3-one

SKU

C187720

Core Structure

Piperidin-3-one ring N-substituted with a cyclopentyl group

Molecular Formula

C10H17NO

Functional Groups

Tertiary amine, aliphatic ketone (C-3 carbonyl)

Primary Research Use

Synthetic intermediate for medicinal chemistry and drug discovery

Supplier SKU (Aladdin)

C187720

Chemical Identity and Structure

1-Cyclopentylpiperidin-3-one (Aladdin SKU: C187720) is a saturated six-membered nitrogen heterocycle (piperidine ring) bearing a ketone at the 3-position and a cyclopentyl substituent on the ring nitrogen (N-1). Its molecular formula is C₁₀H₁₇NO, giving a molecular weight of approximately 167.25 g/mol. The compound features two key reactive sites: the electrophilic carbonyl carbon of the C-3 ketone and the nucleophilic tertiary nitrogen, making it a bifunctional building block for multi-step synthesis.

The piperidin-3-one scaffold is well recognized in medicinal chemistry as a privileged structure, since its ketone can participate in reductive amination, condensation, and nucleophilic addition reactions, while the N-cyclopentyl group modulates lipophilicity and conformational rigidity compared with simpler N-alkyl analogues.

Research Applications

1-Cyclopentylpiperidin-3-one serves primarily as a synthetic intermediate in medicinal chemistry programs, particularly in the construction of complex piperidine-based pharmacophores. The C-3 ketone is amenable to reductive amination with primary or secondary amines to generate 3-aminopiperidine derivatives, a structural motif found in numerous bioactive compounds including DPP-4 inhibitors and CNS-active agents.

The compound is also useful as a precursor for Mannich-type reactions, enamine formation, and Wittig or Horner–Wadsworth–Emmons olefination at the carbonyl, allowing rapid diversification of molecular scaffolds. Researchers in fragment-based drug discovery (FBDD) value N-cycloalkyl piperidine ketones for their three-dimensional character and favourable physicochemical profile relative to flat aromatic fragments.

Handling, Storage and Safety

As with most tertiary amine-containing ketones, 1-Cyclopentylpiperidin-3-one should be handled in a well-ventilated fume hood with appropriate personal protective equipment including nitrile gloves, safety glasses, and a laboratory coat. Avoid inhalation of vapours or dust and contact with skin, eyes, or mucous membranes.

For storage, the compound should be kept in a tightly sealed container, protected from moisture and light, at room temperature or under cool, dry conditions as specified on the Certificate of Analysis (CoA) provided with each lot. Ensure the storage area complies with local regulations for organic chemical storage. Refer to the Safety Data Sheet (SDS) available from Aladdin Scientific for full hazard classification, first-aid measures, and disposal guidelines before use.

Quality, Purity and Ordering Information

Aladdin Scientific offers 1-Cyclopentylpiperidin-3-one under SKU C187720. Each lot is accompanied by a Certificate of Analysis (CoA) documenting purity (typically assessed by GC or HPLC), appearance, and other quality parameters. Researchers requiring specific purity grades or custom pack sizes are encouraged to contact Aladdin's technical sales team for tailored solutions.

To place an order, search for SKU C187720 on the Aladdin Scientific website or contact your regional sales representative. Bulk pricing and institutional account options are available. The compound is shipped in accordance with applicable transport regulations for research chemicals; please review the SDS for any shipping-specific requirements such as hazard class or packaging group.

Frequently asked questions

What is 1-Cyclopentylpiperidin-3-one used for in research?

1-Cyclopentylpiperidin-3-one is primarily used as a synthetic intermediate in medicinal chemistry. Its C-3 ketone enables reductive amination, condensation, and other transformations to build complex piperidine-based pharmacophores relevant to drug discovery programs.

What is the molecular formula and molecular weight of 1-Cyclopentylpiperidin-3-one?

The molecular formula of 1-Cyclopentylpiperidin-3-one is C10H17NO, corresponding to a molecular weight of approximately 167.25 g/mol. Please confirm the exact value against the Certificate of Analysis provided with your lot.

How should 1-Cyclopentylpiperidin-3-one be stored to maintain stability?

The compound should be stored in a tightly sealed container, away from moisture, heat, and direct light, under cool and dry conditions. Always consult the Aladdin Scientific Certificate of Analysis and Safety Data Sheet for lot-specific storage recommendations.

What purity grade is available for SKU C187720 from Aladdin Scientific?

Purity specifications are documented on the Certificate of Analysis accompanying each lot of C187720. For detailed purity data or to request a specific grade, please contact Aladdin Scientific's technical sales team directly.

Is 1-Cyclopentylpiperidin-3-one suitable for fragment-based drug discovery (FBDD)?

Yes, N-cycloalkyl piperidinone scaffolds like 1-Cyclopentylpiperidin-3-one are valued in FBDD for their three-dimensional sp3-rich character and favourable physicochemical properties compared with planar aromatic fragments. However, suitability should be confirmed against the specific target and screening criteria of each program.

References

1. Aladdin Scientific Product Page: 1-Cyclopentylpiperidin-3-one, SKU C187720. Aladdin Scientific.
2. Certificate of Analysis, Lot-specific data for C187720. Aladdin Scientific (contact supplier for current CoA).
3. Safety Data Sheet: 1-Cyclopentylpiperidin-3-one. Aladdin Scientific (contact supplier for current SDS).

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.