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CS-W001157 4
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7-Chloro-1,2,3,4-tetrahydroisoquinoline

  • CAS No. 82771-60-6

  • Cat. No. CS-0096854
  • Purity≥96%
  • MDL No.MFCD05861543

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

7-Chloro-1,2,3,4-tetrahydroisoquinoline|CS-0096854

Structure of 82771-60-6

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General Information

  • CAS No. 82771-60-6
  • Cat. No. CS-0096854
  • Purity ≥96%
  • MDL No. MFCD05861543
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀ClN
  • Molecular Weight 167.64
  • Synonym(s) 7-Chloro-1,2,3,4-Tetrahydro-Isoquinoline
  • SMILES ClC1=CC2=C(C=C1)CCNC2

Description

7-Chloro-1,2,3,4-tetrahydroisoquinoline features a chlorinated aromatic ring fused to a saturated nitrogen heterocycle, delivering enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key building block in medicinal chemistry for CNS-targeted compounds and kinase inhibitors.

Application

7-Chloro-1,2,3,4-tetrahydroisoquinoline serves as a key building block in medicinal chemistry, offering a rigid, electron-deficient aromatic core with enhanced metabolic stability. Its functional group tolerance enables diverse transformations, including Pd-catalyzed cross-couplings and reductive amination. The chloro substituent facilitates further derivatization via nucleophilic substitution or transition-metal-mediated reactions, making it a practical scaffold for synthesizing bioactive molecules and API intermediates.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 23, # 5 p. 506 - 511
  • Route2
    • null|null
      1004522-39-7
    • ~79%
    • In-stock
      7-Chloro-1,2,3,4-tetrahydroisoquinoline|CS-0096854
      82771-60-6

    References

    • Xu, Feng; Simmons, Bryon; Reamer, Robert A.; Corley, Edward; Murry, Jerry; Tschaen, David Journal of Organic Chemistry, 2008 , vol. 73, # 1 p. 312 - 315
  • Route3
    • null|null
      111875-09-3
    • ~%
    • In-stock
      7-Chloro-1,2,3,4-tetrahydroisoquinoline|CS-0096854
      82771-60-6

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1977 - 1982

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   12.03
  • LogP   1.9857
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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