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CS-W001157 4
Total: USD 88.00

4-Azaindole

  • CAS No. 272-49-1

  • Cat. No. CS-D1166
  • Purity≥98%
  • MDL No.MFCD00971977

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

4-Azaindole|CS-D1166

Structure of 272-49-1

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General Information

  • CAS No. 272-49-1
  • Cat. No. CS-D1166
  • Purity ≥98%
  • MDL No. MFCD00971977
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂
  • Molecular Weight 118.14
  • Synonym(s) None
  • SMILES C12=NC=CC=C1NC=C2

Description

4-Azaindole features a nitrogen atom at the 4-position of the indole scaffold, enhancing its electron-deficient character and improving solubility in polar solvents. This structural modification supports its use in medicinal chemistry for tuning binding affinity and metabolic stability in kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1
    • 2-(3-Nitropyridin-2-yl)acetonitrile|CS-0008634
      123846-65-1
    • ~86%
    • In-stock
      4-Azaindole|CS-D1166
      272-49-1

    References

    • Yamawaki, Kenji; Nomura, Takashi; Yasukata, Tatsuro; Uotani, Koichi; Miwa, Hideaki; Takeda, Kei; Nishitani, Yasuhiro Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 21 p. 6716 - 6732
  • Route2
    • null|null
      849353-49-7
    • ~80%
    • In-stock
      4-Azaindole|CS-D1166
      272-49-1

    References

    • BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. Patent: WO2005/30213 A1, 2005 ; Location in patent: Page/Page column 191 ; WO 2005/030213 A1
  • Route3
    • N,N-Dimethyl-2-(3-nitropyridin-2-yl)ethen-1-amine|CS-1639334
      65156-92-5
    • ~95%
    • In-stock
      4-Azaindole|CS-D1166
      272-49-1

    References

    • Mahadevan,Indumathy; Rasmussen, Malcolm Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 2 p. 359 - 367

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.5629
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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