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CS-W001157 4
Total: USD 88.00

1,2,3,4-Tetrahydro-1,6-naphthyridine

  • CAS No. 13623-84-2

  • Cat. No. CS-W006210
  • Purity≥97%
  • MDL No.MFCD08234763

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

1,2,3,4-Tetrahydro-1,6-naphthyridine|CS-W006210

Structure of 13623-84-2

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General Information

  • CAS No. 13623-84-2
  • Cat. No. CS-W006210
  • Purity ≥97%
  • MDL No. MFCD08234763
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂
  • Molecular Weight None
  • Synonym(s) 1,2,3,4-Tetrahydro-1,6phthyridine
  • SMILES C12=C(NCCC2)C=CN=C1

Description

1,2,3,4-Tetrahydro-1,6-naphthyridine is a saturated heterocyclic scaffold featuring a fused pyridine and cyclohexene ring system. This electron-rich core exhibits enhanced solubility in polar solvents and demonstrates stability under standard bench conditions. The molecule integrates readily into medicinal chemistry libraries, serving as a privileged motif for bioactive compound design due to its favorable three-dimensional geometry and hydrogen-bonding capacity.

Application

1,2,3,4-Tetrahydro-1,6-naphthyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to nitrogen-containing scaffolds via standard functionalization. Its saturated pyridine core exhibits favorable bench stability and compatibility with diverse transformations, including electrophilic substitution and transition-metal-catalyzed couplings. The molecule functions as a key intermediate in the synthesis of bioactive compounds, particularly those requiring rigid, polarized heteroaromatic systems for target engagement.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 6, p. 263,268, 408, 411
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 6, p. 263,268, 408, 411
  • Route3
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      108129-68-6
    • ~%
    • In-stock
      1,2,3,4-Tetrahydro-1,6-naphthyridine|CS-W006210
      13623-84-2

    References

    • Pr. roy. Soc. Edinburgh, , vol. <A> 65, p. 231,234

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-H319
Precautionary Statements : P264-P270-P280-P301+P310-P305+P351+P338-P330-P337+P313-P501

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Computational Chemistry Data

  • TPSA   24.92
  • LogP   1.4397
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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