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CS-W001157 4
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4-Chloro-7-methoxyquinazoline

  • CAS No. 55496-52-1

  • Cat. No. CS-D0278
  • Purity≥97%
  • MDL No.MFCD06738758

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

4-Chloro-7-methoxyquinazoline|CS-D0278

Structure of 55496-52-1

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General Information

  • CAS No. 55496-52-1
  • Cat. No. CS-D0278
  • Purity ≥97%
  • MDL No. MFCD06738758
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂O
  • Molecular Weight 194.62
  • Synonym(s) 4-Chlor-7-methoxy-chinazolin
  • SMILES COC1=CC2=NC=NC(Cl)=C2C=C1

Description

4-Chloro-7-methoxyquinazoline serves as a key heterocyclic scaffold in medicinal chemistry, offering a platform for targeted drug discovery. The electron-deficient quinazoline core pairs with a chlorine at the 4-position and a methoxy group at the 7-position, enabling selective coupling reactions. This combination enhances binding affinity in kinase inhibitors and supports efficient derivatization under standard conditions.

Application

4-Chloro-7-methoxyquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinazoline-based scaffolds. Its chloro group at the 4-position facilitates nucleophilic substitution reactions, while the 7-methoxy functionality enhances solubility and modulates electronic properties. The compound exhibits good bench stability and compatibility with standard coupling protocols, facilitating rapid diversification for target-oriented synthesis.

Synthesis

  • Route1

    References

    • Kuemmerle, Arthur E.; Vieira, Marina M.; Schmitt, Martine; Miranda, Ana L.P.; Fraga, Carlos A.M.; Bourguignon, Jean-Jacques; Barreiro, Eliezer J. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 17 p. 4963 - 4966
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    • In-stock
      4-Chloro-7-methoxyquinazoline|CS-D0278
      55496-52-1

    References

    • US2013/115190 A1, ; Page/Page column ;
  • Route3

    References

    • US2013/115190 A1, ;

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   35.01
  • LogP   2.2918
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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