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CS-W001157 4
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5-Chloro-1H-indazole

  • CAS No. 698-26-0

  • Cat. No. CS-W019896
  • Purity≥98%
  • MDL No.MFCD00022785

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

5-Chloro-1H-indazole|CS-W019896

Structure of 698-26-0

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General Information

  • CAS No. 698-26-0
  • Cat. No. CS-W019896
  • Purity ≥98%
  • MDL No. MFCD00022785
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 5-Chloroindazole
  • SMILES ClC(C=C1)=CC2=C1NN=C2

Description

5-Chloro-1H-indazole is a heterocyclic compound featuring a chlorine substituent at the 5-position of the indazole scaffold. This electron-deficient moiety enhances reactivity in cross-coupling processes and serves as a key building block in medicinal chemistry, particularly for kinase inhibitors and bioactive scaffolds requiring moderate lipophilicity and metabolic stability under standard conditions.

Application

5-Chloro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the 5-position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate efficient synthesis of bioactive scaffolds. The chlorine substituent provides a reliable handle for further derivatization, making it a practical choice for constructing complex pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Wrzeciono; Dudzinska-Usarewicz; Majewska; et al. Pharmazie, 1985 , vol. 40, # 2 p. 105 - 108
  • Route2
    • null|null
      41475-06-3
    • ~10%
    • In-stock
      5-Chloro-1H-indazole|CS-W019896
      698-26-0

    References

    • Dell'Erba, Carlo; Novi, Marino; Petrillo, Giovanni; Tavani, Cinzia Tetrahedron, 1994 , vol. 50, # 11 p. 3529 - 3536
  • Route3
    • 1-(5-Chloro-1H-indazol-1-yl)ethanone|CS-0039256
      98083-43-3
    • ~%
    • In-stock
      5-Chloro-1H-indazole|CS-W019896
      698-26-0

    References

    • Chemische Berichte, , vol. 55, p. 1141,1157

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.2163
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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