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CS-W001157 4
Total: USD 88.00

3-Bromo-10H-phenothiazine

  • CAS No. 3939-23-9

  • Cat. No. CS-W018461
  • Purity≥98%
  • MDL No.MFCD23160729

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

3-Bromo-10H-phenothiazine|CS-W018461

Structure of 3939-23-9

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General Information

  • CAS No. 3939-23-9
  • Cat. No. CS-W018461
  • Purity ≥98%
  • MDL No. MFCD23160729
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈BrNS
  • Molecular Weight 278.17
  • Synonym(s) 3-Bromo-phenothiazine
  • SMILES BrC1=CC2=C(NC3=CC=CC=C3S2)C=C1

Description

3-Bromo-10H-phenothiazine features a brominated phenothiazine core with enhanced reactivity at the 3-position, enabling efficient coupling in cross-coupling reactions. The electron-rich aromatic system supports conjugation and stability under standard conditions. This scaffold serves as a key intermediate in pharmaceutical and materials synthesis, particularly for developing antipsychotic analogs and organic semiconductors.

Application

3-Bromo-10H-phenothiazine serves as a versatile building block for the synthesis of functionalized phenothiazine derivatives. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and heteroaryl scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for medicinal chemistry applications and the development of novel pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Lin, Hsin-Hung; Su, Sheng-Yuan; Chang, Cheng-Chung Organic and Biomolecular Chemistry, 2009 , vol. 7, # 10 p. 2036 - 2039
  • Route2

    References

    • Shine,H.J. et al. Journal of Organic Chemistry, 1972 , vol. 37, p. 2691 - 2697

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

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   4.6573
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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