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CS-W001157 4
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2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride

  • CAS No. 952-10-3

  • Cat. No. CS-0188487
  • Purity≥95%
  • MDL No.MFCD05863680

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

2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride|CS-0188487

Structure of 952-10-3

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General Information

  • CAS No. 952-10-3
  • Cat. No. CS-0188487
  • Purity ≥95%
  • MDL No. MFCD05863680
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O₄S
  • Molecular Weight None
  • Synonym(s) Albb-005260
  • SMILES C1=CC2=C(C=C1S(=O)(=O)Cl)NC(=O)C(=O)N2

Description

This tetrahydroquinoxaline derivative features a reactive sulfonyl chloride group flanked by two carbonyl functionalities, enabling direct incorporation into complex heterocyclic frameworks. The electron-deficient core supports efficient coupling under mild conditions, while the fused ring system enhances structural rigidity and metabolic stability. Ideal for synthesizing bioactive analogs in medicinal chemistry and materials science applications.

Application

2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride serves as a versatile building block for heterocyclic scaffolds, enabling efficient access to quinoxaline-based frameworks via nucleophilic substitution or condensation reactions. Its sulfonyl chloride functionality offers high reactivity with amines and alcohols, facilitating the construction of conjugated systems under mild conditions. Bench-stable and compatible with standard purification protocols, it supports scalable synthesis in medicinal chemistry and materials applications.

Synthesis

  • Route1

    References

    • Obafemi, Craig A.; Akinpelu Phosphorus, Sulfur and Silicon and the Related Elements, 2005 , vol. 180, # 8 p. 1795 - 1807
  • Route2
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    • ~%
    • In-stock
      2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride|CS-0188487
      952-10-3

    References

    • Jubie, Selvaraj; Gayathri, Rajamanickam; Srividya, Ammayappan Byung; Kalirajan, Rajagopal; Prabitha, Prabakaran; Sankar, Sundaram; Elango, Kannan Letters in Drug Design and Discovery, 2011 , vol. 8, # 4 p. 317 - 320
  • Route3

    References

    • Obafemi, Craig A.; Akinpelu Phosphorus, Sulfur and Silicon and the Related Elements, 2005 , vol. 180, # 8 p. 1795 - 1807

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   99.86
  • LogP   0.1439
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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