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Spiro[indene-1,4'-piperidine]

  • CAS No. 33042-66-9

  • Cat. No. CS-0036380
  • Purity≥98%
  • MDL No.MFCD08705802

*For research and further manufacturing use only, not for direct human use.

Spiro[indene-1,4'-piperidine]|CS-0036380

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General Information

  • CAS No. 33042-66-9
  • Cat. No. CS-0036380
  • Purity ≥98%
  • MDL No. MFCD08705802
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅N
  • Molecular Weight 185.27
  • Synonym(s) Spiro[inden-1,4'-piperidin]
  • SMILES C1=CC2=C(C=C1)C3(C=C2)CCNCC3

Description

Spiro[indene-1,4'-piperidine] features a rigid spirocyclic architecture that integrates an indene core with a piperidine ring, delivering enhanced conformational stability and defined spatial orientation. This structural motif enables precise molecular positioning in synthetic scaffolds, particularly useful in medicinal chemistry applications requiring controlled three-dimensional presentation. The compound exhibits favorable solubility in common organic solvents and maintains stability under standard bench conditions.

Application

Spiro[indene-1,4'-piperidine] serves as a rigid, three-dimensional scaffold enabling the construction of diverse heterocyclic architectures. Its spirocyclic framework imparts conformational stability and enhances metabolic resistance, making it valuable in medicinal chemistry lead optimization. The piperidine nitrogen facilitates salt formation and modulates basicity, while the indene moiety offers opportunities for functionalization via electrophilic or transition-metal-catalyzed reactions. This compound functions as a versatile building block in the synthesis of bioactive molecules, particularly those requiring defined spatial orientation and enhanced lipophilicity.

Synthesis

  • Route1

    References

    • KOWA COMPANY, LTD. Patent: US2010/22572 A1, 2010 ; Location in patent: Page/Page column 13-14 ; US 20100022572 A1

Safety Information

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.3346
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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