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Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

1,2,3,4-Tetrahydroisoquinoline

  • CAS No. 91-21-4

  • Cat. No. CS-W002013
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD00006896
  • AREC Toxic Substance

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

1,2,3,4-Tetrahydroisoquinoline|CS-W002013

Structure of 91-21-4

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General Information

  • CAS No. 91-21-4
  • Cat. No. CS-W002013
  • Purity ≥96%
  • MDL No. MFCD00006896
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N
  • Molecular Weight None
  • Synonym(s) Isoquinoline, 1,2,3,4-tetrahydro-
  • SMILES C12=CC=CC=C1CNCC2

Description

1,2,3,4-Tetrahydroisoquinoline delivers a rigid, electron-rich heterocyclic scaffold ideal for medicinal chemistry. This bench-stable core integrates readily into bioactive molecules, offering enhanced metabolic stability and favorable pharmacokinetic profiles in CNS-targeted drug discovery.

Application

1,2,3,4-Tetrahydroisoquinoline serves as a privileged scaffold in medicinal chemistry, enabling rapid access to bioactive alkaloids and heterocyclic drug candidates. Its nitrogen-rich core exhibits favorable reactivity in Pd-catalyzed couplings, electrophilic substitutions, and reductive amination processes. The compound demonstrates excellent bench stability and compatibility with diverse functional groups, facilitating straightforward derivatization for lead optimization.

Synthesis

  • Route1
    • In-stock
      Isoquinoline|CS-W013448
      119-65-3
    • ~95%
    • In-stock
      1,2,3,4-Tetrahydroisoquinoline|CS-W002013
      91-21-4
    • null|null
      2859-58-7

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 43, # 8 p. 1422 - 1424
  • Route2
    • null|null
      1532-72-5
    • ~84%
    • In-stock
      1,2,3,4-Tetrahydroisoquinoline|CS-W002013
      91-21-4

    References

    • Zacharie; Moreau; Dockendorff Journal of Organic Chemistry, 2001 , vol. 66, # 15 p. 5264 - 5265
  • Route3
    • null|null
      24423-87-8
    • ~75%
    • In-stock
      1,2,3,4-Tetrahydroisoquinoline|CS-W002013
      91-21-4

    References

    • Radivoy; Alonso; Yus Synthesis, 2001 , # 3 p. 427 - 430

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06,GHS08
Signal Word : Danger
UN#: 2922
Class : 8 (6.1)
Packing Group : Ⅱ
Hazard Statements : H301-H310-H314-H332-H371-H412
Precautionary Statements : P260-P261-P262-P264-P270-P271-P273-P280-P301+P330+P331-P302+P352-P304+P340-P330-P361+P364-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   1.3323
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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