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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-5,6,7,8-tetrahydroquinazoline

  • CAS No. 1127-85-1

  • Cat. No. CS-D0310
  • Molecule weight203.07
  • Purity≥97%
  • MDL No.MFCD12400774

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

2,4-Dichloro-5,6,7,8-tetrahydroquinazoline|CS-D0310

Structure of 1127-85-1

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General Information

  • CAS No. 1127-85-1
  • Cat. No. CS-D0310
  • Purity ≥97%
  • MDL No. MFCD12400774
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Cl₂N₂
  • Molecular Weight 203.07
  • Synonym(s) 2,4,5-TRICHLOROPHENOL (RING-D2)
  • SMILES ClC1=C2CCCCC2=NC(Cl)=N1

Description

This tetrahydroquinazoline scaffold delivers a rigid, electron-deficient core ideal for medicinal chemistry applications. The 2,4-dichloro substitution pattern enhances metabolic stability and modulates target affinity, while the saturated ring system improves solubility and bioavailability. This compound serves as a key intermediate in the synthesis of kinase inhibitors and other bioactive heterocycles.

Application

2,4-Dichloro-5,6,7,8-tetrahydroquinazoline serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinazoline-based scaffolds. Its dichloro substitution pattern facilitates directed functionalization and enhances metabolic stability in target molecules. The tetrahydro core offers improved solubility and handling compared to fully aromatic analogs, while maintaining reactivity for downstream coupling processes. This compound functions reliably in standard synthetic workflows, supporting scalable synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

  • Route1

    References

    • European Journal of Medicinal Chemistry, , vol. 15, # 4 p. 317 - 322
  • Route2

    References

    • NEUROGEN CORPORATION; SCHERING CORPORATION Patent: EP1025097 B1, 2005 ; Location in patent: Page/Page column 14 ;
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 37, # 22 p. 3828 - 3833

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   25.78
  • LogP   2.6622
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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