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CS-W001157 4
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6-Bromoisatin

  • CAS No. 6326-79-0

  • Cat. No. CS-W002793
  • Purity≥95%
  • MDL No.MFCD01631138

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

6-Bromoisatin|CS-W002793

Structure of 6326-79-0

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General Information

  • CAS No. 6326-79-0
  • Cat. No. CS-W002793
  • Purity ≥95%
  • MDL No. MFCD01631138
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrNO₂
  • Molecular Weight 226.03
  • Synonym(s) Indole-2,3-dione,6-bromo- (8CI); 6-Bromoisatin
  • SMILES O=C1NC2=C(C=CC(Br)=C2)C1=O

Description

6-Bromoisatin serves as a key brominated heterocyclic scaffold in medicinal chemistry, enabling direct functionalization at the 6-position. This bench-stable derivative integrates readily into cross-coupling reactions and provides access to bioactive indole-based compounds with enhanced metabolic stability and targeted electronic properties.

Synthesis

  • Route1
    • (E)-N-(3-bromophenyl)-2-(hydroxyimino)acetamide|CS-0555200
      65971-74-6
    • ~84%
    • In-stock
      6-Bromoisatin|CS-W002793
      6326-79-0
    • In-stock
      4-Bromo-1H-indole-2,3-dione|CS-W008631
      20780-72-7

    References

    • DECODE CHEMISTRY, INC. Patent: WO2006/44415 A2, 2006 ; Location in patent: Page/Page column 118 ; WO 2006/044415 A2
  • Route2
    • (E)-N-(3-bromophenyl)-2-(hydroxyimino)acetamide|CS-0555200
      65971-74-6
    • ~99%
    • In-stock
      6-Bromoisatin|CS-W002793
      6326-79-0

    References

    • ENDO PHARMACEUTICALS INC.; SMITH, Roger, Astbury; THOMPSON, Scott, Kevin; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; NANDURI, Srinivas; PANIGRAHI, Sunil, Kumar; MAHALINGAM, Natarajan Patent: WO2012/58671 A1, 2012 ; Location in patent: Page/Page column 91 ;
  • Route3
    • null|null
      303743-53-5
    • ~86%
    • In-stock
      6-Bromoisatin|CS-W002793
      6326-79-0

    References

    • Cao, Jingrong; Gao, Huai; Bemis, Guy; Salituro, Francesco; Ledeboer, Mark; Harrington, Edmund; Wilke, Susanne; Taslimi, Paul; Pazhanisamy; Xie, Xiaoling; Jacobs, Marc; Green, Jeremy Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 10 p. 2891 - 2895

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-H319-H335
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   46.17
  • LogP   1.5839
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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