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CS-W001157 4
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4-Bromo-3-methylisoxazol-5-amine

  • CAS No. 33084-49-0

  • Cat. No. CS-0437401
  • Purity≥98%
  • MDL No.MFCD09038913

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

4-Bromo-3-methylisoxazol-5-amine|CS-0437401

Structure of 33084-49-0

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General Information

  • CAS No. 33084-49-0
  • Cat. No. CS-0437401
  • Purity ≥98%
  • MDL No. MFCD09038913
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅BrN₂O
  • Molecular Weight 177.00
  • Synonym(s) 5-AMINO-4-BROMO-3-METHYLISOXAZOLE
  • SMILES NC1=C(Br)C(C)=NO1

Description

4-Bromo-3-methylisoxazol-5-amine features a brominated isoxazole core with a methyl substituent and a primary amine at the 5-position, offering a versatile scaffold for medicinal chemistry. The electron-deficient heterocycle enables efficient coupling reactions, while the amine group facilitates derivatization under standard conditions. This bench-stable compound serves as a key building block in targeted synthesis workflows.

Application

4-Bromo-3-methylisoxazol-5-amine serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical research. Its bromine substituent enables efficient palladium-catalyzed cross-coupling reactions, while the pendant amine facilitates derivatization via acylation or reductive alkylation. The molecule exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for modular scaffold construction.

Synthesis

  • Route1

    References

    • Texas Biotechnology Corp. Patent: US6342610 B2, 2002 ; Location in patent: Page column 141 ; US 6342610 B2
  • Route2

    References

    • Immunopharmaceutics, Inc. Patent: US5514691 A1, 1996 ;

Safety Information

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Computational Chemistry Data

  • TPSA   52.05
  • LogP   1.32772
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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