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2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile

  • CAS No. 23917-22-8

  • Cat. No. CS-0076892
  • Purity≥98%
  • MDL No.None

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

2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile|CS-0076892

Structure of 23917-22-8

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General Information

  • CAS No. 23917-22-8
  • Cat. No. CS-0076892
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂N₂S
  • Molecular Weight 192.28
  • Synonym(s) 2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta-[b]thiophene-3-carbonitrile
  • SMILES N#CC1=C(N)SC2=C1CCCCC2

Description

This tetrahydrocycloheptathiochrome derivative features a nitrogen-substituted heterocyclic core with a nitrile group at the 3-position, enabling integration into diverse synthetic scaffolds. The electron-rich ring system supports robust reactivity in transition metal-catalyzed transformations and offers enhanced solubility in polar organic media.

Application

2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its fused thiophene core with pendant amino and nitrile groups enables diverse functionalization via nucleophilic substitution, coupling reactions, and cyclization protocols. The compound exhibits good bench stability and facilitates the construction of complex scaffolds relevant to kinase inhibitors and bioactive small molecules.

Synthesis

  • Route1
    • null|null
      109-77-3
    • null|null
      502-42-1
    • ~99%
    • In-stock
      2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile|CS-0076892
      23917-22-8

    References

    • SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED Patent: WO2005/44008 A2, 2005 ; Location in patent: Page/Page column 93 ;
  • Route2
    • null|null
      10394-94-2
    • ~99%
    • In-stock
      2-Amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carbonitrile|CS-0076892
      23917-22-8

    References

    • Feroci, Marta; Chiarotto, Isabella; Rossi, Leucio; Inesi, Achille Advanced Synthesis and Catalysis, 2008 , vol. 350, # 17 p. 2740 - 2746

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   2.47088
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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