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CS-W001157 4
Total: USD 88.00

7-Azabicyclo[2.2.1]heptane hydrochloride

  • CAS No. 27514-07-4

  • Cat. No. CS-W018698
  • Molecule weight133.62
  • Purity≥95%
  • MDL No.MFCD00154183

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

7-Azabicyclo[2.2.1]heptane hydrochloride|CS-W018698

Structure of 27514-07-4

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General Information

  • CAS No. 27514-07-4
  • Cat. No. CS-W018698
  • Purity ≥95%
  • MDL No. MFCD00154183
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂ClN
  • Molecular Weight 133.62
  • Synonym(s) 7-azoniabicyclo[2.2.1]heptane chloride
  • SMILES C1(N2)CCC2CC1.[H]Cl

Description

7-Azabicyclo[2.2.1]heptane hydrochloride offers a rigid, nitrogen-containing scaffold ideal for medicinal chemistry optimization. This bench-stable salt enhances solubility and bioavailability while maintaining structural integrity under standard conditions. The bicyclic core enables precise spatial orientation of functional groups, facilitating targeted receptor interactions in drug discovery applications.

Application

7-Azabicyclo[2.2.1]heptane hydrochloride serves as a conformationally constrained bioisostere of cyclohexane, enabling precise modulation of molecular geometry in medicinal chemistry. Its tertiary amine functionality facilitates salt formation and enhances solubility, while the rigid bicyclic framework imparts excellent metabolic stability and favorable pharmacokinetic properties. This scaffold readily participates in standard functionalization reactions and functions as a key building block for heterocyclic libraries and API intermediates.

Synthesis

  • Route1
    • 7-Tosyl-7-azabicyclo[2.2.1]heptane|CS-0869802
      188624-92-2
    • ~71%
    • In-stock
      7-Azabicyclo[2.2.1]heptane hydrochloride|CS-W018698
      27514-07-4

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2005/80402 A1, 2005 ; Location in patent: Page/Page column 65 ; WO 2005/080402 A1
  • Route2
    • In-stock
      4-trans-Hydroxycyclohexylamine|CS-W019841
      27489-62-9
    • ~26%
    • In-stock
      7-Azabicyclo[2.2.1]heptane hydrochloride|CS-W018698
      27514-07-4
    • null|null
      116350-36-8

    References

    • Nelsen, Stephen F.; Ippoliti, J. Thomas; Frigo, Timothy B.; Petillo, Peter A. Journal of the American Chemical Society, 1989 , vol. 111, # 5 p. 1776 - 1781
  • Route3
    • 7-Azabicyclo[2.2.1]heptane|CS-0050113
      279-40-3
    • ~%
    • In-stock
      7-Azabicyclo[2.2.1]heptane hydrochloride|CS-W018698
      27514-07-4

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2004/18480 A1, 2004 ; Location in patent: Page 88-89 ; WO 2004/018480 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   1.3226
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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