1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one: Key FAQs
1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one: Key FAQs
1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one is a spirocyclic heterocyclic compound featuring a fused imidazolinone and piperidine ring system bearing a 4-chlorophenyl substituent, valued as a versatile synthetic building block in medicinal chemistry research.
- Product Name
- 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one
- SKU
- C1348437
- Core Scaffold
- 1,3,8-Triazaspiro[4.5]decan-4-one (fused imidazolinone–piperidine spiro system)
- Key Substituent
- 4-Chlorophenyl group at N-1 position
- Primary Application
- Spirocyclic building block for medicinal chemistry and drug discovery
- Supplier
- Aladdin Scientific
What Is 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one?
1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one (Aladdin SKU: C1348437) is a bicyclic spirocyclic compound in which an imidazolinone five-membered ring and a piperidine six-membered ring share a single quaternary spiro carbon atom. Three nitrogen atoms are incorporated into the ring framework at positions 1, 3, and 8, while a ketone carbonyl is present at position 4. A 4-chlorophenyl group is attached to the nitrogen at position 1, introducing both steric bulk and electronic modulation through the electron-withdrawing chloro substituent.
The triazaspiro[4.5]decane scaffold is of significant interest in drug discovery because the spiro junction enforces three-dimensional molecular geometry that is distinct from flat aromatic heterocycles, potentially improving selectivity and physicochemical properties of derived candidates.
Typical Applications in Research
This compound is primarily employed as a spirocyclic synthetic building block in medicinal chemistry programs. Researchers utilize it to introduce the conformationally constrained triazaspiro[4.5]decane motif into lead molecules, which can improve target binding, metabolic stability, and aqueous solubility relative to non-spirocyclic analogs.
The secondary amine at the piperidine nitrogen (N-8) provides a versatile handle for further functionalization via acylation, reductive amination, sulfonylation, or nucleophilic aromatic substitution, enabling rapid assembly of compound libraries. The 4-chlorophenyl group can additionally be exploited in transition-metal-catalyzed cross-coupling reactions to elaborate molecular complexity.
Common research contexts include CNS drug discovery (where piperidine-based spiro scaffolds are prevalent), kinase inhibitor design, and GPCR-targeted programs, though specific biological data for this exact compound should be independently verified.
Handling, Storage, and Safety Guidance
As with most research-grade heterocyclic intermediates, standard laboratory precautions apply when handling 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one. Use appropriate personal protective equipment (PPE) including nitrile gloves, safety glasses, and a laboratory coat. Operations that may generate dust or aerosols should be conducted in a fume hood.
For storage, the compound should be kept in a tightly sealed container away from moisture, light, and incompatible materials (strong oxidizers, strong acids and bases). Storage under cool, dry conditions (typically 2–8 °C or room temperature as specified in the certificate of analysis) is recommended to maintain stability. Consult the product-specific Safety Data Sheet (SDS) provided by Aladdin Scientific for authoritative hazard, first-aid, and disposal information before use.
Disposal must comply with local institutional and governmental regulations for chemical waste. Do not dispose via drain or household waste streams.
Ordering and Quality Information
1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one is available from Aladdin Scientific under SKU C1348437. To place an order, visit the Aladdin Scientific website and search by SKU or product name, or contact your regional Aladdin sales representative for pricing, availability, and bulk quantity inquiries.
Each lot is accompanied by a Certificate of Analysis (CoA) confirming identity (typically by NMR and/or HPLC) and purity. Researchers requiring specific purity grades, custom packaging, or larger quantities should contact Aladdin Scientific customer service directly. For the most current stock status and pricing, please refer to the product page on the Aladdin Scientific website.
Frequently asked questions
What is the chemical structure of 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one?
The compound features a spiro carbon connecting a five-membered imidazolinone ring (containing N-1, C-2 carbonyl, N-3) and a six-membered piperidine ring (containing N-8). The 4-chlorophenyl group is attached to N-1, and the ketone carbonyl is at the 4-position. This arrangement creates a rigid, three-dimensional bicyclic framework with three nitrogen atoms in the ring system.
How can I functionalize this compound for use in a compound library synthesis?
The most accessible functionalization site is the secondary amine at N-8 of the piperidine ring, which can undergo acylation, sulfonylation, reductive amination, or alkylation under standard conditions. The 4-chlorophenyl group also enables transition-metal-catalyzed cross-coupling reactions such as Suzuki or Buchwald–Hartwig amination. The N-3 position within the imidazolinone ring may offer additional alkylation opportunities depending on reaction conditions.
What purity and analytical data does Aladdin Scientific provide for SKU C1348437?
Each lot of C1348437 is supplied with a Certificate of Analysis (CoA) that documents purity, typically assessed by HPLC, and structural identity confirmed by spectroscopic methods such as NMR. For the specific purity figure and analytical data for the current lot, please download the CoA directly from the Aladdin Scientific product page or contact customer service.
What storage conditions are recommended for this compound?
The compound should be stored in a sealed container under cool, dry, and dark conditions, away from moisture, strong oxidizers, and strong acids or bases. Refer to the Certificate of Analysis and the product Safety Data Sheet from Aladdin Scientific for the exact recommended temperature range and any additional precautions specific to the current lot.
Is 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one available for bulk or custom orders?
Yes, Aladdin Scientific accommodates inquiries for bulk quantities and custom packaging of C1348437. Please contact the Aladdin Scientific sales or customer service team directly with your requirements, including desired quantity, purity specification, and delivery timeline, to receive a tailored quotation.
References
- Aladdin Scientific product page for 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one, SKU C1348437.
- Lovering F, Bikker J, Humblet C. Escape from flatland: increasing saturation as an approach to improving clinical success. J Med Chem. 2009;52(21):6752-6756. doi:10.1021/jm901241e
- Wetzel S, Schuffenhauer A, Roggo S, et al. Cheminformatic analysis of natural products and their chemical space. Chimia. 2007;61(6):355-360.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
危险品化学品经营许可证(带存储)