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CS-W001157 4
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4-Chloro-2-(methylthio)quinazoline

  • CAS No. 58803-74-0

  • Cat. No. CS-0172679
  • Molecule weight210.68
  • Purity≥95%
  • MDL No.None

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

4-Chloro-2-(methylthio)quinazoline|CS-0172679

Structure of 58803-74-0

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General Information

  • CAS No. 58803-74-0
  • Cat. No. CS-0172679
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂S
  • Molecular Weight 210.68
  • Synonym(s) 4-CHLORO-2-(METHYLSULFANYL)QUINAZOLINE
  • SMILES CSC1=NC2=CC=CC=C2C(=N1)Cl

Description

4-Chloro-2-(methylthio)quinazoline features a chlorinated quinazoline core with a methylthio group at the 2-position, delivering enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into kinase inhibitor architectures and serves as a key building block in medicinal chemistry campaigns targeting purine analogs and heterocyclic drug candidates.

Application

4-Chloro-2-(methylthio)quinazoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinazoline-based scaffolds. The chloro group at the 4-position facilitates nucleophilic substitution reactions, while the methylthio substituent offers moderate stability and compatibility with standard synthetic transformations. Its bench-stable nature and predictable reactivity make it well-suited for use in coupling reactions, heterocycle functionalization, and the development of kinase inhibitors and other bioactive compounds.

Synthesis

  • Route1

    References

    • Gutcait, Alexander; Wang, Kuang-Chao; Liu, Hsiu-Wen; Chern, Ji-Wang Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1641 - 1648
  • Route2

    References

    • Gutcait, Alexander; Wang, Kuang-Chao; Liu, Hsiu-Wen; Chern, Ji-Wang Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1641 - 1648
  • Route3
    • null|null
      28144-70-9
    • ~%
    • In-stock
      4-Chloro-2-(methylthio)quinazoline|CS-0172679
      58803-74-0

    References

    • Chou, Shan-Yen; Yin, Wei-Kung; Chung, Yuh-Shan; Chang, Lien-Shange; Liu, Chin-Wei; Chen, Shyh-Fong; Shih, Kae-Shyang Organic Process Research and Development, 2002 , vol. 6, # 3 p. 273 - 278

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   25.78
  • LogP   3.0051
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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