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CS-W001157 4
Total: USD 88.00

6-Aminobenzo[b]thiophene 1,1-dioxide

  • CAS No. 20503-40-6

  • Cat. No. CS-W022444
  • Purity≥95%
  • MDL No.MFCD00173800

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

6-Aminobenzo[b]thiophene 1,1-dioxide|CS-W022444

Structure of 20503-40-6

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General Information

  • CAS No. 20503-40-6
  • Cat. No. CS-W022444
  • Purity ≥95%
  • MDL No. MFCD00173800
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₂S
  • Molecular Weight 181.21
  • Synonym(s) Benzo[b]thiophen-6-aMine, 1,1-dioxide
  • SMILES NC1=CC=C(C=CS2(=O)=O)C2=C1

Description

6-Aminobenzo[b]thiophene 1,1-dioxide features a fused heterocyclic core with a sulfone group enhancing polarity and metabolic stability. The para-amino substituent provides a reactive handle for conjugation, enabling integration into bioactive scaffolds. This bench-stable compound serves as a key intermediate in the synthesis of kinase inhibitors and fluorescent probes.

Application

6-Aminobenzo[b]thiophene 1,1-dioxide serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. The sulfonamide group enhances solubility and metabolic stability, while the amino functionality allows for direct derivatization. Its bench-stable crystalline form facilitates handling and purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Villar; Encio; Migliaccio; Gil; Martinez-Merino Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 5 p. 963 - 968
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 12, # 5 p. 963 - 968
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 12, # 5 p. 963 - 968

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   1.0268
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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