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CS-W001157 4
Total: USD 88.00

5-Bromo-3-cyanoindole

  • CAS No. 90271-86-6

  • Cat. No. CS-W022319
  • Purity≥98%
  • MDL No.MFCD04127133

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

5-Bromo-3-cyanoindole|CS-W022319

Structure of 90271-86-6

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General Information

  • CAS No. 90271-86-6
  • Cat. No. CS-W022319
  • Purity ≥98%
  • MDL No. MFCD04127133
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrN₂
  • Molecular Weight 221.05
  • Synonym(s) 5-BroMoindole-3-lindoleforMonitrile
  • SMILES BrC2=CC=C1[NH]C=C(C1=C2)C#N

Description

3-Fluoro-DL-tyrosine is used for tyrosine in the biosynthesis of proteins such as β-galactosidases (Escherichia coli), bacteriorhodopsin and intestinal microvillar enzymes, aminopeptidase N, to study the effect of halogenated tryosines on the proteins properties.

Application

5-Bromo-3-cyanoindole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position via transition-metal-catalyzed cross-coupling reactions. The cyano group provides a handle for further derivatization through hydrolysis or nucleophilic addition, while the indole core offers inherent stability and compatibility with diverse reaction conditions. Its bench-stable nature and predictable reactivity facilitate efficient synthesis of complex heterocyclic scaffolds relevant to drug discovery programs.

Synthesis

  • Route1

    References

    • Jiang, Biao; Gu, Xiao-Hui Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 2 p. 363 - 371
  • Route2
    • In-stock
      5-Bromoindole|CS-D0617
      10075-50-0
    • null|null
      110-18-9
    • ~71%
    • In-stock
      5-Bromo-3-cyanoindole|CS-W022319
      90271-86-6

    References

    • Liu, Bin; Wang, Jiehui; Zhang, Bo; Sun, Yang; Wang, Lei; Chen, Jianbin; Cheng, Jiang Chemical Communications, 2014 , vol. 50, # 18 p. 2315 - 2317
  • Route3

    References

    • Organic letters, , vol. 2, # 14 p. 2121 - 2123

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   39.58
  • LogP   2.80208
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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