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CS-W001157 4
Total: USD 88.00

1,2,3,4-Tetrahydroquinoline-6-carbonitrile

  • CAS No. 50741-36-1

  • Cat. No. CS-W005904
  • Purity≥98%
  • MDL No.MFCD14534464

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

1,2,3,4-Tetrahydroquinoline-6-carbonitrile|CS-W005904

Structure of 50741-36-1

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General Information

  • CAS No. 50741-36-1
  • Cat. No. CS-W005904
  • Purity ≥98%
  • MDL No. MFCD14534464
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂
  • Molecular Weight 158.20
  • Synonym(s) 1,2,3,4-Tetrahydro-6-quinolinecarbonitrile
  • SMILES N#CC1=CC2=C(NCCC2)C=C1

Description

1,2,3,4-Tetrahydroquinoline-6-carbonitrile features a fused heterocyclic core with a nitrile group at the C6 position, enabling direct functionalization in synthetic routes. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and bioactive molecule frameworks. The saturated ring system enhances metabolic stability while maintaining reactivity for further derivatization under standard conditions.

Application

1,2,3,4-Tetrahydroquinoline-6-carbonitrile serves as a versatile scaffold for medicinal chemistry and synthetic organic applications. The nitrile group enables downstream functionalization via hydrolysis or nucleophilic addition, while the saturated quinoline core offers enhanced metabolic stability and favorable pharmacokinetic properties. It functions as a key building block in the synthesis of heterocyclic APIs and exhibits good bench stability and ease of purification in standard reaction workflows.

Synthesis

  • Route1
    • In-stock
      6-Bromo-1,2,3,4-tetrahydroquinoline|CS-W019748
      22190-35-8
    • null|null
      557-21-1
    • ~82%
    • In-stock
      1,2,3,4-Tetrahydroquinoline-6-carbonitrile|CS-W005904
      50741-36-1

    References

    • BIOENERGENIX; MCCALL, John, M.; ROMERO, Donna, L. Patent: WO2012/94462 A2, 2012 ; Location in patent: Page/Page column 60-61 ; WO 2012/094462 A2
  • Route2

    References

    • Marchand, Pascal; Puget, Alain; Le Baut, Guillaume; Emig, Peter; Czech, Michael; Guenther, Eckhard Tetrahedron, 2005 , vol. 61, # 16 p. 4035 - 4041
  • Route3
    • In-stock
      6-Bromo-1,2,3,4-tetrahydroquinoline|CS-W019748
      22190-35-8
    • null|null
      544-92-3
    • ~59%
    • In-stock
      1,2,3,4-Tetrahydroquinoline-6-carbonitrile|CS-W005904
      50741-36-1

    References

    • Marchand, Pascal; Puget, Alain; Le Baut, Guillaume; Emig, Peter; Czech, Michael; Guenther, Eckhard Tetrahedron, 2005 , vol. 61, # 16 p. 4035 - 4041

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   35.82
  • LogP   1.91638
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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