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CS-W001157 4
Total: USD 88.00

5-Amino-3-methylisoxazole

  • CAS No. 14678-02-5

  • Cat. No. CS-M0240
  • Molecule weight98.10
  • Purity≥96%
  • MDL No.MFCD00003151

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

5-Amino-3-methylisoxazole|CS-M0240

Structure of 14678-02-5

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General Information

  • CAS No. 14678-02-5
  • Cat. No. CS-M0240
  • Purity ≥96%
  • MDL No. MFCD00003151
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆N₂O
  • Molecular Weight 98.10
  • Synonym(s) 3-methyl-5-isoxazolamin
  • SMILES NC1=CC(C)=NO1

Description

5-Amino-3-methylisoxazole delivers a bifunctional scaffold integrating an electron-rich amine and a sterically accessible methyl group, enabling direct coupling in C–H functionalization and heterocycle elaboration. This bench-stable isoxazole integrates readily into bioactive molecule design, offering enhanced solubility and metabolic stability in medicinal chemistry applications.

Application

5-Amino-3-methylisoxazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds. Its amino group facilitates nucleophilic substitution and coupling reactions, while the methyl substituent enhances metabolic stability and modulates electronic properties. The isoxazole core provides robust bench stability and compatibility with standard synthetic protocols, supporting efficient functionalization and purification in multi-step syntheses.

Synthesis

  • Route1
    • (Z)-3-Aminobut-2-enenitrile|CS-1146822
      870-64-4
    • ~63%
    • In-stock
      5-Amino-3-methylisoxazole|CS-M0240
      14678-02-5

    References

    • American Cyanamid Company Patent: US5252538 A1, 1993 ;
  • Route2
    • null|null
      13752-78-8
    • ~%
    • In-stock
      5-Amino-3-methylisoxazole|CS-M0240
      14678-02-5

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 14, # 11 p. 1277 - 1286
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 10, p. 181 - 185

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.05
  • LogP   0.56522
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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