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CS-W001157 4
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8-Bromoquinolin-5-amine

  • CAS No. 116632-58-7

  • Cat. No. CS-0135374
  • Molecule weight223.07
  • Purity≥97%
  • MDL No.MFCD11110428

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

8-Bromoquinolin-5-amine|CS-0135374

Structure of 116632-58-7

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General Information

  • CAS No. 116632-58-7
  • Cat. No. CS-0135374
  • Purity ≥97%
  • MDL No. MFCD11110428
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) 8-Bromo-5-quinolinamine
  • SMILES BrC1=C2N=CC=CC2=C(N)C=C1

Description

8-Bromoquinolin-5-amine features a brominated quinoline core with a strategically positioned amine group, enabling direct functionalization in cross-coupling and medicinal chemistry applications. This electron-deficient heterocycle offers enhanced reactivity and stability under standard conditions, facilitating efficient integration into bioactive scaffolds and advanced materials.

Application

8-Bromoquinolin-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds through Pd-catalyzed cross-coupling reactions. Its bromine and amine functionalities offer orthogonal reactivity for sequential functionalization, while the molecule exhibits excellent bench stability and compatibility with standard purification techniques.

Synthesis

  • Route1
    • In-stock
      8-Bromo-5-nitroquinoline|CS-0035507
      139366-35-1
    • null|null
      7439-89-6
    • ~%
    • In-stock
      8-Bromoquinolin-5-amine|CS-0135374
      116632-58-7

    References

    • US6479436 B1, ; US6262074 B1, ;
  • Route2

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 48, p. 158 Journal fuer Praktische Chemie (Leipzig), , vol. <2> 50, p. 239
  • Route3
    • null|null
      20377-01-9
    • ~%
    • In-stock
      6-Bromoquinolin-5-amine|CS-0155791
      50358-39-9
    • In-stock
      8-Bromoquinolin-5-amine|CS-0135374
      116632-58-7

    References

    • Heterocycles, , vol. 19, # 6 p. 1043 - 1046

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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   38.91
  • LogP   2.5795
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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