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4,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-3-carboxylic acid

  • CAS No. 307307-97-7

  • Cat. No. CS-0044995
  • Purity≥98%
  • MDL No.MFCD09056813

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

4,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-3-carboxylic acid|CS-0044995

Structure of 307307-97-7

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General Information

  • CAS No. 307307-97-7
  • Cat. No. CS-0044995
  • Purity ≥98%
  • MDL No. MFCD09056813
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O₂
  • Molecular Weight 166.18
  • Synonym(s) Pyrazolo[1,5-a]pyridine-3-carboxylicacid, 4,5,6,7-tetrahydro-
  • SMILES O=C(C1=C2CCCCN2N=C1)O

Description

This tetrahydropyrazolo[1,5-a]pyridine derivative features a rigid, electron-rich heterocyclic core with a carboxylic acid handle at the 3-position. The scaffold integrates seamlessly into medicinal chemistry campaigns targeting CNS disorders and kinase inhibitors, offering enhanced metabolic stability and favorable solubility profiles under standard conditions.

Application

4,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its fused polycyclic core exhibits enhanced metabolic stability and provides a rigid scaffold for drug discovery. The carboxylic acid functionality enables direct derivatization via amide formation, esterification, or salt formation, facilitating downstream conjugation and structure-activity studies. The compound demonstrates bench stability and compatibility with standard synthetic protocols, supporting efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 5 p. 1870 - 1873
  • Route2
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      4515-18-8
    • ~%
    • In-stock
      4,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-3-carboxylic acid|CS-0044995
      307307-97-7

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 5 p. 1870 - 1873
  • Route3
    • null|null
      4043-87-2
    • ~%
    • In-stock
      4,5,6,7-Tetrahydropyrazolo[1,5-a]pyridine-3-carboxylic acid|CS-0044995
      307307-97-7

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 5 p. 1870 - 1873

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   0.9176
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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