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CS-W001157 4
Total: USD 88.00

1-Methyl-1,2,3,4-tetrahydroquinoline

  • CAS No. 491-34-9

  • Cat. No. CS-0151091
  • Purity≥97%
  • MDL No.MFCD00130001

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

1-Methyl-1,2,3,4-tetrahydroquinoline|CS-0151091

Structure of 491-34-9

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General Information

  • CAS No. 491-34-9
  • Cat. No. CS-0151091
  • Purity ≥97%
  • MDL No. MFCD00130001
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃N
  • Molecular Weight 147.22
  • Synonym(s) 1,2,3,4-tetrahydro-1-methylquinoline
  • SMILES CN1CCCC2=CC=CC=C21

Description

1-Methyl-1,2,3,4-tetrahydroquinoline features a saturated quinoline core with a methyl group at the nitrogen, enhancing electron density and improving solubility in organic solvents. This bench-stable heterocycle serves as a key scaffold in medicinal chemistry for targeting CNS receptors and designing bioactive molecules.

Application

1-Methyl-1,2,3,4-tetrahydroquinoline serves as a versatile heterocyclic scaffold in medicinal chemistry, offering enhanced metabolic stability and improved solubility compared to parent quinoline systems. Its tertiary amine functionality enables salt formation and facilitates downstream functionalization via electrophilic substitution or transition-metal-catalyzed coupling. Bench-stable and readily purified by chromatography, it functions as a key building block for kinase inhibitors, CNS-targeted agents, and other bioactive molecules.

Synthesis

  • Route1
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1
    • null|null
      74-88-4
    • ~70%
    • In-stock
      1-Methyl-1,2,3,4-tetrahydroquinoline|CS-0151091
      491-34-9

    References

    • Ahlbrecht,H.; Duebner,E.O. Tetrahedron, 1984 , vol. 40, p. 1157
  • Route2
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1
    • null|null
      77-78-1
    • ~62%
    • In-stock
      1-Methyl-1,2,3,4-tetrahydroquinoline|CS-0151091
      491-34-9

    References

    • THE WELLCOME FOUNDATION LIMITED Patent: EP96214 B1, 1991 ;
  • Route3
    • In-stock
      1,2,3,4-Hydroquinoline|CS-D1404
      635-46-1
    • null|null
      50-00-0
    • ~93%
    • In-stock
      1-Methyl-1,2,3,4-tetrahydroquinoline|CS-0151091
      491-34-9

    References

    • Yeon Joo Jung; Jong Woo Bae; Choon-Ock Maing Yoon; Byung Woo Yoo; Cheol Min Yoon Synthetic Communications, 2001 , vol. 31, # 22 p. 3417 - 3421

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   3.24
  • LogP   2.069
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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