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CS-W001157 4
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3-Amino-1H-indazole-6-carbonitrile

  • CAS No. 267413-32-1

  • Cat. No. CS-W006775
  • Purity≥97%
  • MDL No.None

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

3-Amino-1H-indazole-6-carbonitrile|CS-W006775

Structure of 267413-32-1

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General Information

  • CAS No. 267413-32-1
  • Cat. No. CS-W006775
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₄
  • Molecular Weight 158.16
  • Synonym(s) 3-amino-6-cyanoindazole
  • SMILES N#CC1=CC2=C(C=C1)C(N)=NN2

Description

3-Amino-1H-indazole-6-carbonitrile features a dual functionalization pattern with an amino group and a nitrile moiety positioned at the 3- and 6-positions of the indazole scaffold, enabling direct integration into bioactive molecule design. This electron-deficient heterocycle offers enhanced solubility and stability under standard bench conditions, facilitating efficient coupling reactions in medicinal chemistry workflows.

Application

3-Amino-1H-indazole-6-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to indazole-based scaffolds through standard functional group transformations. The amino and nitrile groups offer orthogonal reactivity for derivatization via coupling, cyclization, or reduction protocols. Bench-stable and readily purified, it facilitates scalable synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • Astellas Pharma Inc. Patent: EP2003132 A1, 2008 ; Location in patent: Page/Page column 23-24 ; EP 2003132 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   78.49
  • LogP   1.01678
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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