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CS-W001157 4
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4-(Isoxazol-5-yl)aniline

  • CAS No. 832740-73-5

  • Cat. No. CS-0157503
  • Purity≥97%
  • MDL No.MFCD04971151

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

4-(Isoxazol-5-yl)aniline|CS-0157503

Structure of 832740-73-5

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General Information

  • CAS No. 832740-73-5
  • Cat. No. CS-0157503
  • Purity ≥97%
  • MDL No. MFCD04971151
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) Benzenamine, 4-(5-isoxazolyl)- (9CI)
  • SMILES C1=C(C=CC(=C1)N)C2=CC=NO2

Description

4-(Isoxazol-5-yl)aniline integrates a bioisosteric isoxazole ring with an aromatic amine, delivering enhanced metabolic stability and improved solubility in polar organic solvents. This scaffold enables efficient coupling in cross-coupling reactions and serves as a key building block for pharmaceutical intermediates and functional materials.

Application

4-(Isoxazol-5-yl)aniline serves as a versatile building block for heterocyclic scaffolds in medicinal chemistry, enabling direct incorporation into biaryl systems via standard coupling reactions. The isoxazole moiety provides enhanced metabolic stability and polarity, while the aniline functionality offers ready derivatization through electrophilic substitution or amide formation. Bench-stable and readily purified by column chromatography, it functions efficiently in Suzuki-Miyaura, Ullmann, and Buchwald-Hartwig couplings, facilitating rapid access to diverse target molecules in API development.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   52.05
  • LogP   1.9238
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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