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N-[3-(Aminomethyl)phenyl]acetamide

  • CAS No. 96783-68-5

  • Cat. No. CS-B1322
  • Purity≥95%
  • MDL No.MFCD05669728

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

N-[3-(Aminomethyl)phenyl]acetamide|CS-B1322

Structure of 96783-68-5

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General Information

  • CAS No. 96783-68-5
  • Cat. No. CS-B1322
  • Purity ≥95%
  • MDL No. MFCD05669728
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₂O
  • Molecular Weight 164.20
  • Synonym(s) 3-Acetylaminobenzylamine; N-(3-Aminomethylphenyl)acetamide; N-(3-AMINOMETHYL-PHENYL)-ACETAMIDE
  • SMILES NCC1=CC(NC(C)=O)=CC=C1

Description

N-[3-(Aminomethyl)phenyl]acetamide features a para-aminomethyl aniline scaffold with a strategically positioned acetamide group, enabling direct conjugation in bioorthogonal workflows. This amide-linked derivative offers enhanced solubility and stability under physiological conditions, facilitating efficient coupling to biomolecules without requiring activation.

Application

N-[3-(Aminomethyl)phenyl]acetamide serves as a versatile bifunctional building block for medicinal chemistry and materials synthesis, enabling efficient incorporation of both aryl and amine functionalities. Its stability under standard reaction conditions facilitates straightforward derivatization, including amide coupling and reductive amination, while the pendant acetyl group offers moderate protection and tunable polarity. This scaffold is particularly useful in constructing bioactive heterocycles and peptide-like architectures.

Synthesis

  • Route1
    • tert-Butyl 3-Acetamidobenzylcarbamate|CS-0161032
      903556-11-6
    • ~%
    • In-stock
      N-[3-(Aminomethyl)phenyl]acetamide|CS-B1322
      96783-68-5

    References

    • COMENTIS, INC.; PURDUE RESEARCH FOUNDATION Patent: WO2009/42694 A1, 2009 ; Location in patent: Page/Page column 88 ; WO 2009/042694 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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   1.1037
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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