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CS-W001157 4
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2,4-Dichloro-5,6,7,8-tetrahydroquinazoline-6-carboxylic acid

  • CAS No. 5458-56-0

  • Cat. No. CS-0038039
  • Purity≥95%
  • MDL No.None

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

2,4-Dichloro-5,6,7,8-tetrahydroquinazoline-6-carboxylic acid|CS-0038039

Structure of 5458-56-0

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General Information

  • CAS No. 5458-56-0
  • Cat. No. CS-0038039
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈Cl₂N₂O₂
  • Molecular Weight 247.08
  • Synonym(s) 2,4-Dichloro-5,6,7,8-Tetrahydroquinazoline-6-Carboxylic AcidNsc23608
  • SMILES C1CC2=NC(=NC(=C2CC1C(=O)O)Cl)Cl

Description

This tetrahydroquinazoline derivative features a fused heterocyclic core with dual chloro substituents enhancing electron deficiency and metabolic stability. The carboxylic acid group enables direct conjugation or salt formation, facilitating solubility and integration into bioactive scaffolds. Designed for medicinal chemistry applications, it serves as a rigid, polarizable building block in kinase inhibitor and CNS-targeted compound development.

Application

2,4-Dichloro-5,6,7,8-tetrahydroquinazoline-6-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its functionalized tetrahydroquinazoline core enables selective derivatization at the carboxylic acid and chlorine sites, facilitating downstream coupling reactions and structural diversification. The molecule exhibits good bench stability and compatibility with standard synthetic protocols, supporting efficient incorporation into bioactive scaffolds and API intermediates.

Synthesis

  • Route1
    • 2,4-Dioxo-5,6,7,8-tetrahydro-1H-quinazoline-6-carboxylic acid|CS-0037896
      5439-88-3
    • ~%
    • In-stock
      2,4-Dichloro-5,6,7,8-tetrahydroquinazoline-6-carboxylic acid|CS-0038039
      5458-56-0

    References

    • DeGraw et al. Journal of Organic Chemistry, 1959 , vol. 24, p. 1632,1637
  • Route2
    • 1,3-Dimethyl 4-oxocyclohexane-1,3-dicarboxylate|CS-0184839
      103505-09-5
    • ~%
    • In-stock
      2,4-Dichloro-5,6,7,8-tetrahydroquinazoline-6-carboxylic acid|CS-0038039
      5458-56-0

    References

    • DeGraw et al. Journal of Organic Chemistry, 1959 , vol. 24, p. 1632,1637

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

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Computational Chemistry Data

  • TPSA   63.08
  • LogP   1.9729
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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