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CS-W001157 4
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6-Methoxy-1H-indazole-3-carboxylic acid

  • CAS No. 518990-36-8

  • Cat. No. CS-0105952
  • Purity≥95%
  • MDL No.MFCD03840714

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

6-Methoxy-1H-indazole-3-carboxylic acid|CS-0105952

Structure of 518990-36-8

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General Information

  • CAS No. 518990-36-8
  • Cat. No. CS-0105952
  • Purity ≥95%
  • MDL No. MFCD03840714
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₃
  • Molecular Weight 192.17
  • Synonym(s) None
  • SMILES O=C(C1=NNC2=C1C=CC(OC)=C2)O

Description

6-Methoxy-1H-indazole-3-carboxylic acid features a polar carboxylic acid group paired with a methoxy-substituted indazole core, enhancing solubility and enabling direct conjugation in medicinal chemistry applications. This scaffold integrates readily into bioactive molecules, offering improved metabolic stability and favorable pharmacokinetic profiles in drug discovery campaigns.

Application

6-Methoxy-1H-indazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via standard coupling reactions. Its ortho-substituted indazole core exhibits enhanced metabolic stability and favorable solubility profiles, while the carboxylic acid functionality facilitates amide formation, esterification, or metal-catalyzed cross-coupling. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses of kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • WO2007/56582 A1, ; Page/Page column 72 ; WO 2007/056582 A1
  • Route2
    • Ethyl 6-methoxy-1H-indazole-3-carboxylate|CS-0341127
      858671-77-9
    • ~%
    • In-stock
      6-Methoxy-1H-indazole-3-carboxylic acid|CS-0105952
      518990-36-8

    References

    • WO2011/95556 A1, ; Page/Page column 118 ; WO 2011/095556 A1

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

Quality Control

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Computational Chemistry Data

  • TPSA   75.21
  • LogP   1.2697
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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