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CS-W001157 4
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4-(Aminomethyl)benzonitrile

  • CAS No. 10406-25-4

  • Cat. No. CS-W022002
  • Purity≥95%
  • MDL No.MFCD00025578

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

4-(Aminomethyl)benzonitrile|CS-W022002

Structure of 10406-25-4

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General Information

  • CAS No. 10406-25-4
  • Cat. No. CS-W022002
  • Purity ≥95%
  • MDL No. MFCD00025578
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight 132.16
  • Synonym(s) p-Cyanobenzylamine
  • SMILES N#CC1=CC=C(C=C1)CN

Description

4-(Aminomethyl)benzonitrile features a para-substituted nitrile group paired with a primary amine tethered to the aromatic ring, enabling dual functionalization in synthetic sequences. This bifunctional scaffold integrates readily into pharmaceutical intermediates and ligand frameworks, offering high reactivity under standard coupling conditions. The molecule exhibits robust stability during handling and storage.

Application

4-(Aminomethyl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of diverse heterocyclic scaffolds and bioactive molecules. Its nitrile group offers high functional group tolerance and facilitates downstream transformations such as amidation or reduction, while the primary amine supports facile derivatization via alkylation or acylation. The molecule exhibits excellent bench stability and is compatible with standard purification protocols, making it ideal for multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      84466-87-5
    • ~93%
    • In-stock
      4-(Aminomethyl)benzonitrile|CS-W022002
      10406-25-4

    References

    • Maligres, Peter E.; Waters, Marjorie S.; Weissman, Steven A.; McWilliams, J. Christopher; Lewis, Stephanie; Cowen, Jennifer; Reamer, Robert A.; Volante; Reider, Paul J.; Askin, David Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 2 p. 229 - 241
  • Route2

    References

    • EP1449825 A1, ; Page 5 ;
  • Route3

    References

    • ELI LILLY AND COMPANY Patent: WO2005/66126 A1, 2005 ; Location in patent: Page/Page column 69 ; WO 2005/066126 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 : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.01698
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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