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CS-W001157 4
Total: USD 88.00

4-(Adamantan-1-yl)aniline

  • CAS No. 1459-48-9

  • Cat. No. CS-0199320
  • Molecule weight227.34
  • Purity≥98%
  • MDL No.None

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

4-(Adamantan-1-yl)aniline|CS-0199320

Structure of 1459-48-9

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General Information

  • CAS No. 1459-48-9
  • Cat. No. CS-0199320
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₁N
  • Molecular Weight 227.34
  • Synonym(s) Benzenamine, 4-tricyclo[3.3.1.1~3,7~]dec-1-yl-
  • SMILES C1=C(C=CC(=C1)N)C23CC4CC(CC(C4)C2)C3

Description

The largest gain in affinity of all tested unnatural amino acids was observed for 2-chloro-L-phenylalanine.

Application

4-(Adamantan-1-yl)aniline serves as a valuable building block in medicinal chemistry, offering a rigid, lipophilic adamantane moiety linked to an aromatic amine. Its bench-stable nature and tolerance to common reaction conditions facilitate functionalization at the aniline nitrogen or para-position. The molecule enables access to diverse heterocyclic scaffolds and is particularly useful in optimizing pharmacokinetic properties through enhanced metabolic stability and membrane permeability.

Synthesis

  • Route1

    References

    • Ciba-Geigy Corporation Patent: US4436936 A1, 1984 ;
  • Route2
    • null|null
      1247829-32-8
    • ~%
    • In-stock
      4-(Adamantan-1-yl)aniline|CS-0199320
      1459-48-9

    References

    • US2012/22080 A1, ; Page/Page column 77 ; US 20120022080 A1
  • Route3
    • 1-Phenyladamantane|CS-W014994
      780-68-7
    • ~%
    • In-stock
      4-(Adamantan-1-yl)aniline|CS-0199320
      1459-48-9

    References

    • Zhurnal Organicheskoi Khimii, , vol. 2, p. 640 - 643,640 - 643

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
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.7366
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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