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CS-W001157 4
Total: USD 88.00

1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

  • CAS No. 67123-97-1

  • Cat. No. CS-W004987
  • Purity≥98%
  • MDL No.MFCD00191496

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

1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid|CS-W004987

Structure of 67123-97-1

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General Information

  • CAS No. 67123-97-1
  • Cat. No. CS-W004987
  • Purity ≥98%
  • MDL No. MFCD00191496
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₂
  • Molecular Weight 177.20
  • Synonym(s) (+/-)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
  • SMILES OC(=O)C1CC2=C(CN1)C=CC=C2

Description

This tetrahydroisoquinoline-3-carboxylic acid features a rigid, electron-rich heterocyclic core paired with a pendant carboxylic acid group, enabling direct integration into peptide-like scaffolds. The structure offers enhanced metabolic stability and favorable solubility for medicinal chemistry applications.

Application

1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid serves as a versatile scaffold in medicinal chemistry, enabling the synthesis of bioactive heterocycles. Its carboxylic acid functionality facilitates direct coupling reactions and derivatization, while the saturated tetrahydroisoquinoline core offers favorable metabolic stability and structural rigidity. The compound exhibits bench stability and compatibility with standard peptide coupling protocols, making it well-suited for modular library synthesis and target-oriented drug discovery campaigns.

Synthesis

  • Route1
    • null|null
      50-00-0
    • In-stock
      DL-3-Phenylalanine|CS-W018529
      150-30-1
    • ~99%
    • In-stock
      1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid|CS-W004987
      67123-97-1

    References

    • Su, Tsann-Long; Chou, Ting-Chao Patent: US2009/117125 A1, 2009 ; Location in patent: Page/Page column 15 ; US 20090117125 A1
  • Route2

    References

    • Eli Lilly and Company Patent: US5455229 A1, 1995 ;
  • Route3
    • null|null
      50-00-0
    • L-Phenylalanine Aspartame Impurity|CS-0229723
      63-91-2
    • ~70%
    • In-stock
      1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid|CS-W004987
      67123-97-1

    References

    • USV Pharmaceutical Corporation Patent: US5200416 A1, 1993 ;

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   49.33
  • LogP   0.7855
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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