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CS-W001157 4
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5-Bromobenzo[d]isoxazol-3-ylamine

  • CAS No. 455280-00-9

  • Cat. No. CS-W019384
  • Purity≥95%
  • MDL No.MFCD09834823

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

5-Bromobenzo[d]isoxazol-3-ylamine|CS-W019384

Structure of 455280-00-9

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General Information

  • CAS No. 455280-00-9
  • Cat. No. CS-W019384
  • Purity ≥95%
  • MDL No. MFCD09834823
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂O
  • Molecular Weight 213.03
  • Synonym(s) 5-broMo-1,2-benzoxazol-3-aMine
  • SMILES BrC1=CC2=C(C=C1)ON=C2N

Description

5-Bromobenzo[d]isoxazol-3-ylamine features a brominated isoxazole ring fused to a benzene core, delivering a robust scaffold for bioactive compound synthesis. The amine group enables direct coupling in cross-coupling reactions and facilitates conjugation with polymers or drug candidates. This bench-stable heterocycle combines high reactivity with excellent handling properties under standard conditions.

Application

5-Bromobenzo[d]isoxazol-3-ylamine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient palladium-catalyzed cross-coupling reactions. Its brominated isoxazole core offers high functional group tolerance and bench stability, facilitating direct incorporation into pharmaceutical scaffolds via Suzuki-Miyaura and Buchwald-Hartwig protocols. The amine functionality further supports derivatization through acylation, alkylation, or cyclization reactions, making it a practical reagent for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Synthesis

  • Route1
    • In-stock
      Acetohydroxamic acid|CS-4881
      546-88-3
    • 5-Bromo-2-fluorobenzonitrile Olaparib Impurity|CS-0214082
      179897-89-3
    • ~61%
    • In-stock
      5-Bromobenzo[d]isoxazol-3-ylamine|CS-W019384
      455280-00-9

    References

    • WO2010/138488 A1, ; Page/Page column 57-58 ; WO 2010/138488 A1
  • Route2
    • 5-Bromo-2-fluorobenzonitrile Olaparib Impurity|CS-0214082
      179897-89-3
    • ~42%
    • In-stock
      5-Bromobenzo[d]isoxazol-3-ylamine|CS-W019384
      455280-00-9

    References

    • WO2006/122799 A1, ; Page/Page column 60-61 ;

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   52.05
  • LogP   2.1725
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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