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CS-W001157 4
Total: USD 88.00

2,2,4-Trimethyl-1,2,3,4-tetrahydroquinoline

  • CAS No. 4497-58-9

  • Cat. No. CS-0117575
  • Molecule weight175.27
  • Purity≥97%
  • MDL No.None

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

2,2,4-Trimethyl-1,2,3,4-tetrahydroquinoline|CS-0117575

Structure of 4497-58-9

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General Information

  • CAS No. 4497-58-9
  • Cat. No. CS-0117575
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇N
  • Molecular Weight 175.27
  • Synonym(s) 1,2,3,4-Tetrahydro-2,2,4-trimethylquinoline
  • SMILES CC1CC(C)(C)NC2=C1C=CC=C2

Description

2,2,4-Trimethyl-1,2,3,4-tetrahydroquinoline is a sterically hindered, bench-stable heterocycle featuring a fully saturated quinoline core with methyl groups at key positions. This configuration enhances solubility in organic solvents and provides resistance to oxidation, making it valuable for synthetic intermediates in medicinal chemistry and materials science applications.

Application

2,2,4-Trimethyl-1,2,3,4-tetrahydroquinoline serves as a stable, bench-ready heterocyclic building block for medicinal chemistry and process synthesis. Its saturated quinoline core exhibits favorable functional group tolerance and facilitates downstream derivatization via electrophilic substitution or transition-metal-catalyzed coupling. The trimethyl substitution pattern enhances solubility and metabolic stability, making it a practical scaffold for API development.

Synthesis

  • Route1

    References

    • Oka, Hiroyuki; Tamura, Tomoki; Miura, Yozo; Teki, Yoshio Journal of Materials Chemistry, 2001 , vol. 11, # 5 p. 1364 - 1369
  • Route2
    • null|null
      106718-61-0
    • ~59%
    • In-stock
      2,2,4-Trimethyl-1,2,3,4-tetrahydroquinoline|CS-0117575
      4497-58-9

    References

    • Terada; Takeuchi; Hamada Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 5 p. 1917 - 1923
  • Route3
    • null|null
      91-63-4
    • ~%
    • In-stock
      2,2,4-Trimethyl-1,2,3,4-tetrahydroquinoline|CS-0117575
      4497-58-9

    References

    • Terada; Takeuchi; Hamada Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 5 p. 1917 - 1923

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-H412
Precautionary Statements : P264-P270-P273-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   3.3843
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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