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CS-W001157 4
Total: USD 88.00

3-Nitro-1H-indole

  • CAS No. 4770-03-0

  • Cat. No. CS-W005280
  • Molecule weight162.15
  • Purity≥95%
  • MDL No.MFCD13178651

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

3-Nitro-1H-indole|CS-W005280

Structure of 4770-03-0

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General Information

  • CAS No. 4770-03-0
  • Cat. No. CS-W005280
  • Purity ≥95%
  • MDL No. MFCD13178651
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 3-nitro-indole
  • SMILES O=[N+]([O-])C1=CNC2=CC=CC=C21

Description

3-Nitro-1H-indole is a heterocyclic compound featuring an electron-deficient indole core with a nitro group at the 3-position. This functionalization enhances reactivity in electrophilic substitution and facilitates downstream derivatization in synthetic organic chemistry. The molecule exhibits bench-stable behavior under standard conditions, enabling reliable use in process development workflows.

Application

3-Nitro-1H-indole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C3 position for subsequent transformations. Its nitro group facilitates electrophilic substitution and acts as a handle for reduction to an amine or conversion to other nitrogen-containing motifs. The compound exhibits good bench stability and is compatible with standard reaction conditions, making it valuable for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • Indole, ≥99%|CS-1268948
      120-72-9
    • ~91%
    • In-stock
      3-Nitro-1H-indole|CS-W005280
      4770-03-0

    References

    • Nowrouzi, Najmeh; Zareh Jonaghani, Mohammad Tetrahedron Letters, 2011 , vol. 52, # 39 p. 5081 - 5082
  • Route2
    • In-stock
      3-Acetylindole|CS-W019453
      703-80-0
    • ~20%
    • In-stock
      3-Nitro-1H-indole|CS-W005280
      4770-03-0
    • 1-(5-Nitro-1h-indol-3-yl)ethan-1-one|CS-0251081
      4771-10-2
    • 1-(6-Nitro-1H-indol-3-yl)ethan-1-one|CS-0363662
      4993-92-4

    References

    • Ottoni, Olivia; Cruz, Rosimeire; Krammer, Norbert H. Tetrahedron Letters, 1999 , vol. 40, # 6 p. 1117 - 1120
  • Route3

    References

    • Murase; Koike; Moriya; Tobinaga Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 7 p. 2656 - 2660

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

Quality Control

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Computational Chemistry Data

  • TPSA   58.93
  • LogP   2.0761
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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