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CS-W001157 4
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5-Methylisoxazole-3-carbonitrile

  • CAS No. 57351-99-2

  • Cat. No. CS-W016632
  • Purity≥96%
  • MDL No.MFCD09064940

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

5-Methylisoxazole-3-carbonitrile|CS-W016632

Structure of 57351-99-2

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General Information

  • CAS No. 57351-99-2
  • Cat. No. CS-W016632
  • Purity ≥96%
  • MDL No. MFCD09064940
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O
  • Molecular Weight 108.10
  • Synonym(s) 5-Methyl-3-isoxazolecarbonitrile
  • SMILES N#CC1=NOC(C)=C1

Description

5-Methylisoxazole-3-carbonitrile features a fused heterocyclic core with complementary electron-withdrawing and steric elements. The nitrile group enhances reactivity in cross-coupling, while the methyl substituent improves solubility and metabolic stability. This compound serves as a robust scaffold for medicinal chemistry libraries and functional materials development under standard conditions.

Application

5-Methylisoxazole-3-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to isoxazole-based scaffolds. Its nitrile group facilitates nucleophilic addition and cyclization reactions, while the methyl substituent enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and compatibility with standard coupling protocols, making it well-suited for parallel synthesis and lead optimization campaigns.

Synthesis

  • Route1
    • 5-Methylisoxazole-3-carboxamide|CS-W006577
      3445-52-1
    • ~%
    • In-stock
      5-Methylisoxazole-3-carbonitrile|CS-W016632
      57351-99-2

    References

    • Gazzetta Chimica Italiana, , vol. 68, p. 625,635
  • Route2

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 2441 - 2445
  • Route3

    References

    • Gazzetta Chimica Italiana, , vol. 68, p. 625,635

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3276
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   49.82
  • LogP   0.8547
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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