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CS-W001157 4
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1H-Indazole-5-carboxylic acid

  • CAS No. 61700-61-6

  • Cat. No. CS-W020004
  • Purity≥98%
  • MDL No.MFCD06804570

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

1H-Indazole-5-carboxylic acid|CS-W020004

Structure of 61700-61-6

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General Information

  • CAS No. 61700-61-6
  • Cat. No. CS-W020004
  • Purity ≥98%
  • MDL No. MFCD06804570
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight None
  • Synonym(s) Indazole-5-carboxylic acid hydrochloride
  • SMILES O=C(C1=CC2=C(NN=C2)C=C1)O

Description

1H-Indazole-5-carboxylic acid features a rigid, electron-deficient heteroaromatic core paired with a carboxylic acid group at the 5-position, enabling direct conjugation in bioactive molecule design. This scaffold integrates readily into pharmaceutical intermediates and functional materials, offering enhanced solubility and metabolic stability under standard conditions.

Application

1H-Indazole-5-carboxylic acid serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, offering a robust scaffold for drug discovery. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions under standard conditions. The indazole core provides excellent metabolic stability and favorable pharmacophore properties, making it suitable for constructing bioactive molecules. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring functional group compatibility and structural integrity.

Synthesis

  • Route1

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Li; HU, Yuandong; YU, Rong; HU, Wei; ZHAO, Na; PENG, Yong; LUO, Hong; HAN, Yongxin Patent: WO2013/97773 A1, 2013 ; Location in patent: Paragraph 0261 ;
  • Route2

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1403255 A1, 2004 ; Location in patent: Page 43 ; EP 1403255 A1
  • Route3
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      124-38-9
    • In-stock
      5-Bromo-1H-indazole|CS-B0441
      53857-57-1
    • ~%
    • In-stock
      1H-Indazole-5-carboxylic acid|CS-W020004
      61700-61-6

    References

    • WO2005/92890 A2, ; Page/Page column 77 ; WO 2005/092890 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.2611
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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