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4-Chloro-3-methylisoxazol-5-amine

  • CAS No. 166964-09-6

  • Cat. No. CS-M0026
  • Molecule weight132.55
  • Purity≥98%
  • MDL No.MFCD08443950

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

4-Chloro-3-methylisoxazol-5-amine|CS-M0026

Structure of 166964-09-6

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General Information

  • CAS No. 166964-09-6
  • Cat. No. CS-M0026
  • Purity ≥98%
  • MDL No. MFCD08443950
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClN₂O
  • Molecular Weight 132.55
  • Synonym(s) 5-Amino-4-chloro-3-methylisoxazole
  • SMILES ClC1=C(N)ON=C1C

Description

4-Chloro-3-methylisoxazol-5-amine features a reactive isoxazole core with complementary electron-withdrawing and donor substituents, enabling direct incorporation into diverse heterocyclic scaffolds. This bench-stable, moisture-tolerant building block facilitates efficient synthesis of bioactive compounds through coupling and cyclization reactions under standard conditions.

Application

4-Chloro-3-methylisoxazol-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to isoxazole-based pharmacophores. Its chloro and amino groups provide orthogonal handles for palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns targeting heterocyclic drug candidates.

Synthesis

  • Route1

    References

    • Immunopharmaceutics, Inc. Patent: US5514691 A1, 1996 ;
  • Route2

    References

    • Texas Biotechnology Corporation Patent: US6420567 B1, 2002 ; US 6420567 B1

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.05
  • LogP   1.21862
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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