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6-Chloro-1H-indazole-3-carboxaldehyde

  • CAS No. 885521-37-9

  • Cat. No. CS-0043051
  • Molecule weight180.59
  • Purity≥97%
  • MDL No.MFCD07781580

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

6-Chloro-1H-indazole-3-carboxaldehyde|CS-0043051

Structure of 885521-37-9

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General Information

  • CAS No. 885521-37-9
  • Cat. No. CS-0043051
  • Purity ≥97%
  • MDL No. MFCD07781580
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O
  • Molecular Weight 180.59
  • Synonym(s) 6-Chloro-1H-indazole-3-carbaldehyde
  • SMILES ClC1=CC=C2C(NN=C2C=O)=C1

Description

6-Chloro-1H-indazole-3-carboxaldehyde features a chlorinated indazole core paired with an aldehyde functionality at the 3-position, enabling direct incorporation into diverse heterocyclic architectures. This electron-deficient scaffold facilitates efficient coupling reactions and serves as a key intermediate in medicinal chemistry applications.

Application

6-Chloro-1H-indazole-3-carboxaldehyde serves as a versatile building block for the synthesis of biologically active heterocycles, enabling direct functionalization at the indazole core. Its aldehyde functionality facilitates efficient imine formation, reductive amination, and Ugi-type condensations, while the chloro substituent supports palladium-catalyzed cross-coupling reactions. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry 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 : 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   45.75
  • LogP   2.0288
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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