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

  • CAS No. 75416-50-1

  • Cat. No. CS-0137833
  • Purity≥97%
  • MDL No.MFCD08437643

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

8-Chloro-1,2,3,4-tetrahydroisoquinoline|CS-0137833

Structure of 75416-50-1

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General Information

  • CAS No. 75416-50-1
  • Cat. No. CS-0137833
  • Purity ≥97%
  • MDL No. MFCD08437643
  • 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) 8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
  • SMILES ClC1=CC=CC2=C1CNCC2

Description

8-Chloro-1,2,3,4-tetrahydroisoquinoline features a chlorine-substituted tetrahydroisoquinoline core that imparts enhanced electron-withdrawing character and metabolic stability. This scaffold integrates readily into bioactive molecule design, offering favorable solubility and compatibility with standard synthetic transformations.

Application

8-Chloro-1,2,3,4-tetrahydroisoquinoline serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive compounds through standard functionalization at the nitrogen and aromatic positions. Its bench-stable nature and compatibility with palladium-catalyzed coupling reactions facilitate efficient construction of complex scaffolds. The chloro substituent provides a handle for further derivatization via nucleophilic substitution or cross-coupling, enhancing structural diversity in target-oriented synthesis.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 23, # 5 p. 506 - 511
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 23, # 5 p. 506 - 511
  • Route3
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    • In-stock
      8-Chloro-1,2,3,4-tetrahydroisoquinoline|CS-0137833
      75416-50-1

    References

    • Journal of Medicinal Chemistry, , vol. 23, # 5 p. 506 - 511

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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