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CS-W001157 4
Total: USD 88.00

5H-[1,3]Dioxolo[4,5-f]indole

  • CAS No. 267-48-1

  • Cat. No. CS-0068724
  • Molecule weight161.16
  • Purity≥97%
  • MDL No.MFCD00046910

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

5H-[1,3]Dioxolo[4,5-f]indole|CS-0068724

Structure of 267-48-1

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General Information

  • CAS No. 267-48-1
  • Cat. No. CS-0068724
  • Purity ≥97%
  • MDL No. MFCD00046910
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) 5,6-Methylenedioxyindole
  • SMILES C12=C(NC=C2)C=C(OCO3)C3=C1

Description

5H-[1,3]Dioxolo[4,5-f]indole is a fused heterocyclic scaffold featuring a rigid, planar architecture with embedded oxygen bridges. This electron-rich system exhibits enhanced stability and favorable π-conjugation, making it valuable for constructing advanced materials and bioactive molecules in synthetic organic chemistry and medicinal discovery workflows.

Application

5H-[1,3]Dioxolo[4,5-f]indole serves as a versatile heterocyclic building block in medicinal chemistry, featuring a fused tricyclic framework with inherent stability and defined electronic properties. The dioxole ring enhances solubility and metabolic resistance, while the indole core enables straightforward derivatization at multiple positions. This scaffold functions effectively in coupling reactions and serves as a key motif in the synthesis of bioactive molecules, particularly within kinase inhibitor and CNS-targeted therapeutic candidates.

Synthesis

  • Route1
    • null|null
      15794-43-1
    • ~88%
    • In-stock
      5H-[1,3]Dioxolo[4,5-f]indole|CS-0068724
      267-48-1

    References

    • Sinhababu; Borchardt Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3347 - 3349
  • Route2
    • null|null
      93578-23-5
    • ~86%
    • In-stock
      5H-[1,3]Dioxolo[4,5-f]indole|CS-0068724
      267-48-1

    References

    • Lutz; McNamara; Olinger; et al. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 4 p. 1183 - 1188
  • Route3
    • null|null
      93578-17-7
    • ~70%
    • In-stock
      5H-[1,3]Dioxolo[4,5-f]indole|CS-0068724
      267-48-1

    References

    • Lutz; McNamara; Olinger; et al. Journal of Heterocyclic Chemistry, 1984 , vol. 21, # 4 p. 1183 - 1188

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   34.25
  • LogP   1.8966
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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