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5-(2-Thienyl)isoxazole-3-carboxylic acid

  • CAS No. 763109-71-3

  • Cat. No. CS-0071106
  • Purity≥97%
  • MDL No.MFCD04113955

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

5-(2-Thienyl)isoxazole-3-carboxylic acid|CS-0071106

Structure of 763109-71-3

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General Information

  • CAS No. 763109-71-3
  • Cat. No. CS-0071106
  • Purity ≥97%
  • MDL No. MFCD04113955
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃S
  • Molecular Weight 195.20
  • Synonym(s) 5-(Thiophen-2-yl)isoxazole-3-carboxylic acid
  • SMILES O=C(O)C1=NOC(C2=CC=CS2)=C1

Description

5-(2-Thienyl)isoxazole-3-carboxylic acid features a fused heterocyclic core combining a thienyl ring with an isoxazole scaffold, delivering enhanced electronic delocalization and planarity. This structural motif enables robust integration into bioactive molecules and functional materials. The carboxylic acid group provides a versatile handle for derivatization via amide coupling, esterification, or metal salt formation, supporting applications in medicinal chemistry and polymer synthesis. Bench-stable and moisture-tolerant, it simplifies handling in synthetic workflows.

Application

5-(2-Thienyl)isoxazole-3-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling the construction of biologically relevant scaffolds through standard coupling reactions. The conjugated thienyl-isoxazole motif provides enhanced planarity and electronic delocalization, improving stability and reactivity in transition-metal-catalyzed transformations. Its carboxylic acid group facilitates direct derivatization via amide, ester, or acyl chloride formation, supporting applications in medicinal chemistry and materials science. Bench-stable and readily purified by recrystallization, it functions effectively in both small-molecule discovery and process development workflows.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.33
  • LogP   2.1013
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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