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CS-W001157 4
Total: USD 88.00

6-Nitroindoline

  • CAS No. 19727-83-4

  • Cat. No. CS-M1314
  • Purity≥97%
  • MDL No.MFCD00005710

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

6-Nitroindoline|CS-M1314

Structure of 19727-83-4

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General Information

  • CAS No. 19727-83-4
  • Cat. No. CS-M1314
  • Purity ≥97%
  • MDL No. MFCD00005710
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O₂
  • Molecular Weight 164.16
  • Synonym(s) 6-Nitro-2,3-dihydroindole; 6-Nitroindoline
  • SMILES O=[N+]([O-])C1=CC=C2CCNC2=C1

Description

6-Nitroindoline delivers a versatile scaffold for medicinal chemistry, combining a planar indoline core with a nitro group at the 6-position. This electron-deficient moiety enhances reactivity in transition metal-catalyzed couplings and supports photochemical transformations. The compound exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures under standard conditions.

Application

6-Nitroindoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the indoline core for late-stage diversification. Its nitro group facilitates selective reduction to an amine, which can be further elaborated via amidation, alkylation, or cyclization reactions. The molecule exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for modular synthesis of heterocyclic scaffolds and potential API intermediates.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 60, # 29 p. 6079 - 6083
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 12, # 21 p. 3105 - 3109
  • Route3
    • In-stock
      Indoline|CS-W009145
      496-15-1
    • null|null
      7664-93-9
    • null|null
      7697-37-2
    • ~%
    • In-stock
      6-Nitroindoline|CS-M1314
      19727-83-4

    References

    • Nippon Kagaku Zasshi, , vol. 78, p. 1372 Chem.Abstr., , p. 491 Zhurnal Obshchei Khimii, , vol. 29, p. 2541,2550; engl. Ausg. S. 2504, 2511

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   55.17
  • LogP   1.5628
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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