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CS-W001157 4
Total: USD 88.00

5-Nitroindole

  • CAS No. 6146-52-7

  • Cat. No. CS-D1052
  • Purity≥97%
  • MDL No.MFCD00005673

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

5-Nitroindole|CS-D1052

Structure of 6146-52-7

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General Information

  • CAS No. 6146-52-7
  • Cat. No. CS-D1052
  • Purity ≥97%
  • MDL No. MFCD00005673
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) None
  • SMILES O=[N+]([O-])C1=CC2=C(NC=C2)C=C1

Description

Domperidone is used as a Peripheral dopamine receptor antagonist that does not cross the blood-brain barrier. The antidopaminergic effects of Domperidone have been correlated to antiemetic and gastroprokinetic action.

Application

5-Nitroindole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to nitrogen-rich scaffolds via standard coupling and functional group interconversion protocols. Its electron-deficient character enhances reactivity in nucleophilic substitution and transition-metal-catalyzed transformations, while the nitro group provides a handle for selective reduction or further derivatization. Bench-stable and compatible with common purification methods, it functions effectively in multi-step synthesis of bioactive molecules.

Synthesis

  • Route1

    References

    • Yadav, Rammohan R.; Battini, Narsaiah; Mudududdla, Ramesh; Bharate, Jaideep B.; Muparappu, Nagaraju; Bharate, Sandip B.; Vishwakarma, Ram A. Tetrahedron Letters, 2012 , vol. 53, # 17 p. 2222 - 2225
  • Route2

    References

    • Fors, Brett P.; Buchwald, Stephen L. Journal of the American Chemical Society, 2009 , vol. 131, # 36 p. 12898 - 12899
  • Route3
    • 2-Ethynyl-4-nitroaniline|CS-0443311
      125600-42-2
    • ~78%
    • In-stock
      5-Nitroindole|CS-D1052
      6146-52-7

    References

    • Trost, Barry M.; McClory, Andrew Angewandte Chemie - International Edition, 2007 , vol. 46, # 12 p. 2074 - 2077

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-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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