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CS-W001157 4
Total: USD 88.00

4-Amino-1,3-benzodioxole

  • CAS No. 1668-84-4

  • Cat. No. CS-W019676
  • Purity≥96%
  • MDL No.MFCD09038121

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

4-Amino-1,3-benzodioxole|CS-W019676

Structure of 1668-84-4

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General Information

  • CAS No. 1668-84-4
  • Cat. No. CS-W019676
  • Purity ≥96%
  • MDL No. MFCD09038121
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂
  • Molecular Weight 137.14
  • Synonym(s) 2,3-Methylenedioxyaniline; 4-Amino-1,3-benzodioxole; 1,3-Benzodioxol-4-amine
  • SMILES NC1=C2OCOC2=CC=C1

Description

4-Amino-1,3-benzodioxole features a fused benzene-dioxole ring system with a strategically positioned amino group enabling facile functionalization. This electron-rich scaffold integrates readily into bioactive molecule design and serves as a key building block in medicinal chemistry due to its metabolic stability and favorable solubility profile under standard conditions.

Application

4-Amino-1,3-benzodioxole serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its electron-rich benzodioxole core exhibits favorable stability and solubility, facilitating purification and integration into complex molecular architectures. The amino group provides a direct handle for derivatization, supporting diverse transformations including acylation, alkylation, and transition-metal-catalyzed cross-couplings. This compound functions effectively in both small-molecule drug discovery and synthetic route development.

Synthesis

  • Route1

    References

    • WO2004/103996 A1, ; Page 50 ; WO 2004/103996 A1
  • Route2
    • 4-Nitrobenzo[d][1,3]dioxole|CS-0670850
      72744-45-7
    • ~90%
    • In-stock
      4-Amino-1,3-benzodioxole|CS-W019676
      1668-84-4

    References

    • Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4128 - 4139
  • Route3
    • null|null
      1137558-08-7
    • ~93%
    • In-stock
      4-Amino-1,3-benzodioxole|CS-W019676
      1668-84-4

    References

    • Journal of Medicinal Chemistry, , vol. 52, # 7 p. 1873 - 1884

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   44.48
  • LogP   0.9975
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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