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CS-W001157 4
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11-Oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid

  • CAS No. 440627-14-5

  • Cat. No. CS-0149778
  • Purity≥97%
  • MDL No.MFCD03019857

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

11-Oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid|CS-0149778

Structure of 440627-14-5

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General Information

  • CAS No. 440627-14-5
  • Cat. No. CS-0149778
  • Purity ≥97%
  • MDL No. MFCD03019857
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉NO₃S
  • Molecular Weight 271.29
  • Synonym(s) methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate
  • SMILES O=C(O)C1=CC=2NC(C3=CC=CC=C3SC2C=C1)=O

Description

This oxo-thiazepine carboxylic acid features a fused tricyclic scaffold with a ketone at the 11-position and a carboxylate group at C8, enabling direct integration into bioactive molecule scaffolds. The electron-deficient aromatic system enhances reactivity in coupling reactions, while the bench-stable functionality supports straightforward derivatization under standard conditions.

Application

11-Oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid serves as a valuable heterocyclic building block for medicinal chemistry campaigns targeting CNS-active compounds. The molecule features a fused thiazepine core with a ketone at C11 and a carboxylic acid at C8, enabling diverse functionalization via nucleophilic addition, amidation, or reductive amination. Its bench-stable nature and compatibility with standard purification methods support reliable integration into multi-step syntheses of bioactive scaffolds.

Synthesis

  • Route1
    • null|null
      440627-10-1
    • ~91%
    • In-stock
      11-Oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid|CS-0149778
      440627-14-5

    References

    • ACADIA PHARMACEUTICALS INC. Patent: WO2008/118141 A2, 2008 ; Location in patent: Page/Page column 85 ; WO 2008/118141 A2
  • Route2

    References

    • Ottesen, Lars K.; Ek, Fredrik; Olsson, Roger Organic Letters, 2006 , vol. 8, # 9 p. 1771 - 1773
  • Route3
    • null|null
      440627-09-8
    • ~%
    • In-stock
      11-Oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid|CS-0149778
      440627-14-5

    References

    • Ottesen, Lars K.; Ek, Fredrik; Olsson, Roger Organic Letters, 2006 , vol. 8, # 9 p. 1771 - 1773

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   66.4
  • LogP   3.1017
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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