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CS-W001157 4
Total: USD 88.00

3-Aminobenzo[d]isoxazole-6-carbonitrile

  • CAS No. 229623-53-4

  • Cat. No. CS-W019020
  • Purity≥97%
  • MDL No.MFCD09907912

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

3-Aminobenzo[d]isoxazole-6-carbonitrile|CS-W019020

Structure of 229623-53-4

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General Information

  • CAS No. 229623-53-4
  • Cat. No. CS-W019020
  • Purity ≥97%
  • MDL No. MFCD09907912
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅N₃O
  • Molecular Weight 159.15
  • Synonym(s) 3-Amino-1,2-benzisoxazole-6-carbonitrile
  • SMILES NC1=NOC2=C1C=CC(=C2)C#N

Description

3-Aminobenzo[d]isoxazole-6-carbonitrile features a fused isoxazole ring system with complementary electron-donating and withdrawing substituents. This arrangement enables robust conjugation and enhanced stability under standard conditions, facilitating direct incorporation into pharmaceutical scaffolds and functional materials.

Application

3-Aminobenzo[d]isoxazole-6-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its ortho-oriented amine and nitrile groups enable straightforward derivatization via amidation, alkylation, or coupling reactions. The benzo[d]isoxazole core provides structural rigidity and metabolic stability, enhancing its utility in scaffold hopping and lead optimization campaigns. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows.

Synthesis

  • Route1

    References

    • US2007/225282 A1, ; Page/Page column 27 ; US 20070225282 A1
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 12, # 20 p. 2925 - 2930
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 12, # 20 p. 2925 - 2930

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   75.84
  • LogP   1.28168
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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