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CS-W001157 4
Total: USD 88.00

Vanillylamine

  • CAS No. 1196-92-5

  • Cat. No. CS-0150541
  • Purity≥98%
  • MDL No.MFCD00044577

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

Vanillylamine|CS-0150541

Structure of 1196-92-5

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General Information

  • CAS No. 1196-92-5
  • Cat. No. CS-0150541
  • Purity ≥98%
  • MDL No. MFCD00044577
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO₂
  • Molecular Weight 153.18
  • Synonym(s) None
  • SMILES COC1=C(C=CC(=C1)CN)O

Description

Vanillylamine features a phenolic hydroxyl and a primary amine group positioned ortho to each other on a methoxy-substituted benzene ring, enabling dual functionalization in peptide coupling and bioconjugation. This bifunctional scaffold supports efficient derivatization under mild conditions, delivering stable linkages for probe synthesis and molecular imaging applications.

Application

Vanillylamine serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive molecules through its phenolic hydroxyl and primary amine functionalities. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient derivatization, while the ortho-methoxyphenol motif supports targeted functionalization for pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • Liu, Hefang; Lepoittevin, Benedicte; Roddier, Celine; Guerineau, Vincent; Bech, Loic; Herry, Jean-Marie; Bellon-Fontaine, Marie-Noelle; Roger, Philippe Polymer, 2011 , vol. 52, # 9 p. 1908 - 1916
  • Route2
    • 4-Hydroxy-3-methoxybenzaldehyde oxime|CS-0504301
      2874-33-1
    • ~97%
    • In-stock
      Vanillylamine|CS-0150541
      1196-92-5

    References

    • Kouhkan, Mehri; Zeynizadeh, Behzad Bulletin of the Korean Chemical Society, 2011 , vol. 32, # 9 p. 3323 - 3326
  • Route3
    • null|null
      67-56-1
    • ~%
    • In-stock
      Vanillylamine|CS-0150541
      1196-92-5

    References

    • Nelson Journal of the American Chemical Society, 1919 , vol. 41, p. 1118

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.48
  • LogP   0.8595
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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