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5-Methoxy-6-nitro-1H-indazole

  • CAS No. 724767-15-1

  • Cat. No. CS-0042971
  • Molecule weight193.16
  • Purity≥98%
  • MDL No.MFCD11110272

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

5-Methoxy-6-nitro-1H-indazole|CS-0042971

Structure of 724767-15-1

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General Information

  • CAS No. 724767-15-1
  • Cat. No. CS-0042971
  • Purity ≥98%
  • MDL No. MFCD11110272
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃O₃
  • Molecular Weight 193.16
  • Synonym(s) 1H-Indazole,5-methoxy-6-nitro-(9CI)
  • SMILES O=[N+](C1=CC2=C(C=C1OC)C=NN2)[O-]

Description

5-Methoxy-6-nitro-1H-indazole is a nitrogen-rich heterocycle featuring a methoxy group at C5 and a nitro substituent at C6, conferring strong electron-withdrawing character. This combination enhances reactivity in cross-coupling processes and provides a robust scaffold for medicinal chemistry exploration. The molecule exhibits bench-stable handling characteristics and compatibility with diverse synthetic transformations.

Application

5-Methoxy-6-nitro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive compounds through selective functionalization at the indazole core. Its electron-withdrawing nitro group and methoxy substituent provide orthogonal reactivity for downstream transformations, including reduction, coupling, and nucleophilic substitution. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for scalable synthesis and structure-activity studies.

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   81.05
  • LogP   1.4797
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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