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CS-W001157 4
Total: USD 88.00

NSC 99005

  • CAS No. 4506-71-2

  • Cat. No. CS-0028339
  • Purity≥98%
  • MDL No.MFCD00005862

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

NSC 99005|CS-0028339

Structure of 4506-71-2

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General Information

  • CAS No. 4506-71-2
  • Cat. No. CS-0028339
  • Purity ≥98%
  • MDL No. MFCD00005862
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NO₂S
  • Molecular Weight 225.31
  • Synonym(s) Ethyl-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylat
  • SMILES CCOC(C1=C(N)SC2=C1CCCC2)=O

Description

Ethyl 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate features a fused heterocyclic core with a bench-stable amino group and an ester handle for downstream derivatization. The saturated thiophene ring imparts enhanced solubility and metabolic stability, enabling efficient integration into bioactive molecule scaffolds.

Application

Ethyl 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate serves as a versatile scaffold for the synthesis of biologically active heterocycles. The molecule features a reducible thieno[3,2-b]indole core with an amino group at C2 and an ester function at C3, enabling diverse transformations including amidation, alkylation, and palladium-catalyzed cross-coupling. Its bench-stable nature and compatibility with standard synthetic protocols make it a practical building block for medicinal chemistry campaigns targeting CNS agents and kinase inhibitors.

Synthesis

  • Route1
    • null|null
      108-94-1
    • null|null
      105-56-6
    • ~99%
    • In-stock
      NSC 99005|CS-0028339
      4506-71-2

    References

    • Mojtahedi, Mohammad M.; Abaee, M. Saeed; Mahmoodi, Peyman; Adib, Mehdi Synthetic Communications, 2010 , vol. 40, # 14 p. 2067 - 2074
  • Route2
    • Ethyl 2-cyano-2-cyclohexylideneacetate|CS-W010687
      6802-76-2
    • ~99%
    • In-stock
      NSC 99005|CS-0028339
      4506-71-2

    References

    • Peet, Norton P.; Sunder, Shyam; Barbuch, Robert J.; Vinogradoff, Anna P. Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 129 - 134
  • Route3
    • In-stock
      N-(1-Cyclohexen-1-yl)morpholine|CS-0155408
      670-80-4
    • null|null
      105-56-6
    • ~74%
    • In-stock
      NSC 99005|CS-0028339
      4506-71-2

    References

    • Peet, Norton P.; Sunder, Shyam; Barbuch, Robert J.; Vinogradoff, Anna P. Journal of Heterocyclic Chemistry, 1986 , vol. 23, p. 129 - 134

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   52.32
  • LogP   2.3858
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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