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CS-W001157 4
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3-Iodo-1H-indazol-5-amine

  • CAS No. 599183-36-5

  • Cat. No. CS-0051329
  • Purity≥98%
  • MDL No.None

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

3-Iodo-1H-indazol-5-amine|CS-0051329

Structure of 599183-36-5

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General Information

  • CAS No. 599183-36-5
  • Cat. No. CS-0051329
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆IN₃
  • Molecular Weight 259.05
  • Synonym(s) 5-AMINO-3-IODO (1H)INDAZOLE
  • SMILES NC1=CC2=C(NN=C2I)C=C1

Description

3-Iodo-1H-indazol-5-amine features a reactive iodine handle at the 3-position, enabling efficient cross-coupling transformations. The indazol-5-amine core provides a rigid, electron-rich scaffold ideal for medicinal chemistry applications. This compound offers excellent stability under standard conditions and facilitates rapid access to diverse heterocyclic architectures in drug discovery workflows.

Application

3-Iodo-1H-indazol-5-amine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The iodine substituent enables reliable cross-coupling reactions, including Suzuki and Buchwald-Hartwig couplings, facilitating the rapid assembly of complex indazole-based molecules. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

  • Route1

    References

    • Harris, Christopher M.; Ericsson, Anna M.; Argiriadi, Maria A.; Barberis, Claude; Borhani, David W.; Burchat, Andrew; Calderwood, David J.; Cunha, George A.; Dixon, Richard W.; Frank, Kristine E.; Johnson, Eric F.; Kamens, Joanne; Kwak, Silvia; Li, Biqin; Mullen, Kelly D.; Perron, Denise C.; Wang, Lu; Wishart, Neil; Wu, Xiaoyun; Zhang, Xiaolei; Zmetra, Tami R.; Talanian, Robert V. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 1 p. 334 - 337

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   1.7497
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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