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4-Chloro-2-cyclopropyl-6-fluoroquinazoline

  • CAS No. 1695621-65-8

  • Cat. No. CS-0160862
  • Purity≥97%
  • MDL No.MFCD28405377

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

4-Chloro-2-cyclopropyl-6-fluoroquinazoline|CS-0160862

Structure of 1695621-65-8

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General Information

  • CAS No. 1695621-65-8
  • Cat. No. CS-0160862
  • Purity ≥97%
  • MDL No. MFCD28405377
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈ClFN₂
  • Molecular Weight 222.65
  • Synonym(s) None
  • SMILES FC1=CC2=C(Cl)N=C(C3CC3)N=C2C=C1

Description

4-Chloro-2-cyclopropyl-6-fluoroquinazoline features a sterically hindered quinazoline core with electron-withdrawing chlorine and fluorine substituents, enabling robust integration into kinase inhibitor scaffolds. The cyclopropyl group enhances metabolic stability and membrane permeability, while the fused heterocyclic system provides a rigid platform for targeted molecular recognition in medicinal chemistry applications.

Application

4-Chloro-2-cyclopropyl-6-fluoroquinazoline serves as a versatile building block in medicinal chemistry, enabling efficient construction of kinase inhibitor scaffolds. Its orthogonal functionalization sites—reactive chlorine at C4 and fluoro group at C6—facilitate palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The cyclopropyl substituent enhances metabolic stability and modulates lipophilicity, improving pharmacokinetic profiles. This compound exhibits excellent bench stability and is readily purified by chromatography, making it well-suited for high-throughput synthesis and API development workflows.

Safety Information

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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   3.2997
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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