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CS-W001157 4
Total: USD 88.00

6-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

  • CAS No. 62473-92-1

  • Cat. No. CS-W005058
  • Purity≥97%
  • MDL No.None

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

6-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide|CS-W005058

Structure of 62473-92-1

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General Information

  • CAS No. 62473-92-1
  • Cat. No. CS-W005058
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₃S
  • Molecular Weight 262.08
  • Synonym(s) 6-BROMOSACCHARINE
  • SMILES O=C(N1)C2=CC=C(C=C2S1(=O)=O)Br

Description

6-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide features a brominated heterocyclic core with a sulfonyl-stabilized isothiazolone scaffold. This bench-stable compound integrates readily into synthetic sequences requiring electron-deficient aryl halides, enabling direct functionalization in cross-coupling and bioconjugation workflows.

Application

6-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its bromine handle for palladium-catalyzed cross-coupling reactions. The sulfonamide and isothiazole functionalities provide enhanced solubility and metabolic stability, while the bench-stable crystalline form facilitates straightforward handling and purification in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Masuda, Naoyuki; Yamamoto, Osamu; Fujii, Masahiro; Ohgami, Tetsuro; Fujiyasu, Jiro; Kontani, Toru; Moritomo, Ayako; Orita, Masaya; Kurihara, Hiroyuki; Koga, Hironobu; Kageyama, Shunji; Ohta, Mitsuaki; Inoue, Hiroshi; Hatta, Toshifumi; Shintani, Masafumi; Suzuki, Hiroshi; Sudo, Kenji; Shimizu, Yasuaki; Kodama, Eiichi; Matsuoka, Masao; Fujiwara, Masatoshi; Yokota, Tomoyuki; Shigeta, Shiro; Baba, Masanori Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 4 p. 949 - 961
  • Route2

    References

    • Kwon, Soon-Kyoung; Park, Myung-Sook Arzneimittel-Forschung/Drug Research, 1996 , vol. 46, # 10 p. 966 - 971
  • Route3

    References

    • Kwon, Soon-Kyoung; Park, Myung-Sook Arzneimittel-Forschung/Drug Research, 1996 , vol. 46, # 10 p. 966 - 971

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   63.24
  • LogP   0.8812
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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