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CS-W001157 4
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2-Amino-4,5-dimethoxybenzaldehyde

  • CAS No. 22608-87-3

  • Cat. No. CS-0370444
  • Purity≥97%
  • MDL No.None

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

2-Amino-4,5-dimethoxybenzaldehyde|CS-0370444

Structure of 22608-87-3

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General Information

  • CAS No. 22608-87-3
  • Cat. No. CS-0370444
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₃
  • Molecular Weight 181.19
  • Synonym(s) 2-Amino-4,5-dimethoxy-benzaldehyde
  • SMILES O=CC1=CC(OC)=C(OC)C=C1N

Description

2-Amino-4,5-dimethoxybenzaldehyde features a benzaldehyde core decorated with electron-rich methoxy groups and a primary amine at the ortho position. This configuration enables direct incorporation into Schiff base formations and facilitates conjugation in bioactive molecule synthesis. The compound exhibits enhanced solubility and stability under standard conditions, supporting efficient use in medicinal chemistry and fluorescent probe development.

Application

2-Amino-4,5-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its ortho-amino and aldehyde functionalities enable efficient condensation reactions, including formation of imines and Schiff bases, while the methoxy groups provide enhanced solubility and stability. The molecule facilitates access to bioactive scaffolds via multicomponent reactions and is compatible with standard purification methods, making it a practical choice for lead optimization and library synthesis.

Synthesis

  • Route1

    References

    • Kim, Hyun-Jin; El-Gamal, Mohammed I.; Lee, Yong Sup; Oh, Chang-Hyun Bulletin of the Korean Chemical Society, 2013 , vol. 34, # 8 p. 2480 - 2486
  • Route2
    • (2-Amino-4,5-dimethoxyphenyl)methanol|CS-0371044
      188174-23-4
    • ~%
    • In-stock
      2-Amino-4,5-dimethoxybenzaldehyde|CS-0370444
      22608-87-3

    References

    • Patil, Nitin T.; Raut, Vivek S.; Shinde, Valmik S.; Gayatri, Gaddamanugu; Sastry, G. Narahari Chemistry - A European Journal, 2012 , vol. 18, # 18 p. 5530 - 5535
  • Route3

    References

    • Patil, Nitin T.; Raut, Vivek S.; Shinde, Valmik S.; Gayatri, Gaddamanugu; Sastry, G. Narahari Chemistry - A European Journal, 2012 , vol. 18, # 18 p. 5530 - 5535

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   61.55
  • LogP   1.0985
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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