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1H-Indazole-3-carboxamide

  • CAS No. 90004-04-9

  • Cat. No. CS-0132086
  • Purity≥98%
  • MDL No.MFCD09033803

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

1H-Indazole-3-carboxamide|CS-0132086

Structure of 90004-04-9

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General Information

  • CAS No. 90004-04-9
  • Cat. No. CS-0132086
  • Purity ≥98%
  • MDL No. MFCD09033803
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇N₃O
  • Molecular Weight 161.16
  • Synonym(s) 5,6-Difluoro-1H-indazole-3-carboxamide
  • SMILES O=C(C1=NNC2=C1C=CC=C2)N

Description

1H-Indazole-3-carboxamide features a rigid, planar heteroaromatic core with a carboxamide group at the 3-position, enabling strong hydrogen bonding and enhanced solubility. This scaffold integrates readily into bioactive molecules, offering favorable pharmacokinetic properties and serving as a key motif in kinase inhibitor design.

Application

1H-Indazole-3-carboxamide serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through standard amide coupling and electrophilic substitution reactions. Its stability under common reaction conditions and favorable solubility profile facilitate straightforward purification and integration into diverse synthetic sequences. Functions effectively as a key intermediate in the development of kinase inhibitors and other bioactive compounds.

Synthesis

  • Route1

    References

    • Patel, Maulik R.; Pandya, Kashyap G.; Lau-Cam, Cesar A.; Singh, Satyakam; Pino, Maria A.; Billack, Blase; Degenhardt, Kurt; Talele, Tanaji T. Chemical Biology and Drug Design, 2012 , vol. 79, # 4 p. 488 - 496
  • Route2

    References

    • MERCK and CO., INC. Patent: WO2008/54605 A2, 2008 ; Location in patent: Page/Page column 63 ; WO 2008/054605 A2
  • Route3
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    • In-stock
      1H-Indazole-3-carboxamide|CS-0132086
      90004-04-9

    References

    • Shi, Jing-Jing; Ji, Fei-Hong; He, Pei-Lan; Yang, Ya-Xi; Tang, Wei; Zuo, Jian-Ping; Li, Yuan-Chao ChemMedChem, 2013 , vol. 8, # 5 p. 722 - 725

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   71.77
  • LogP   0.6618
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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