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5-Amino-6-bromo-2,3-dihydro-1H-inden-1-one

  • CAS No. 158205-19-7

  • Cat. No. CS-0149928
  • Purity≥98%
  • MDL No.MFCD16877204

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

5-Amino-6-bromo-2,3-dihydro-1H-inden-1-one|CS-0149928

Structure of 158205-19-7

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General Information

  • CAS No. 158205-19-7
  • Cat. No. CS-0149928
  • Purity ≥98%
  • MDL No. MFCD16877204
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrNO
  • Molecular Weight 226.07
  • Synonym(s) 5-Amino-6-bromo-indan-1-one
  • SMILES NC=1C=C2CCC(C2=CC1Br)=O

Description

5-Amino-6-bromo-2,3-dihydro-1H-inden-1-one features a brominated indenone scaffold with a strategically positioned amino group, enabling direct functionalization in synthetic sequences. This electron-rich, bench-stable intermediate integrates readily into complex molecular architectures under standard conditions.

Application

5-Amino-6-bromo-2,3-dihydro-1H-inden-1-one serves as a versatile building block for the synthesis of substituted indene derivatives and heterocyclic scaffolds. The molecule combines a reactive bromine at C6 with an amino group at C5, enabling palladium-catalyzed cross-coupling and subsequent functionalization. Its bench-stable crystalline form facilitates handling and purification, while the fused ring system provides structural rigidity ideal for medicinal chemistry exploration.

Synthesis

  • Route1

    References

    • Li; Black; Chan; Ford-Hutchinson; Gauthier; Gordon; Guay; Kargman; Lau; Mancini; Ouimet; Roy; Vickers; Wong; Young; Zamboni; Prasit Journal of Medicinal Chemistry, 1995 , vol. 38, # 25 p. 4897 - 4905
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    References

    • Li; Black; Chan; Ford-Hutchinson; Gauthier; Gordon; Guay; Kargman; Lau; Mancini; Ouimet; Roy; Vickers; Wong; Young; Zamboni; Prasit Journal of Medicinal Chemistry, 1995 , vol. 38, # 25 p. 4897 - 4905
  • Route3
    • N-(2,3-dihydro-1H-inden-5-yl)acetamide|CS-0314667
      59856-06-3
    • ~%
    • In-stock
      5-Amino-6-bromo-2,3-dihydro-1H-inden-1-one|CS-0149928
      158205-19-7

    References

    • Scheigetz; Zamboni; Roy Synthetic Communications, 1995 , vol. 25, # 18 p. 2791 - 2806

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   43.09
  • LogP   2.1602
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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