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2-Chloro-3-methylquinoxaline

  • CAS No. 32601-86-8

  • Cat. No. CS-W002142
  • Purity≥98%
  • MDL No.MFCD00023913

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

2-Chloro-3-methylquinoxaline|CS-W002142

Structure of 32601-86-8

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General Information

  • CAS No. 32601-86-8
  • Cat. No. CS-W002142
  • Purity ≥98%
  • MDL No. MFCD00023913
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂
  • Molecular Weight 178.62
  • Synonym(s) NSC 38593
  • SMILES CC1=NC2=CC=CC=C2N=C1Cl

Description

2-Chloro-3-methylquinoxaline serves as a key heterocyclic scaffold for constructing advanced pharmaceutical intermediates and functional materials. This electron-deficient quinoxaline derivative features a chloro group at the 2-position and a methyl substituent at the 3-position, enabling selective coupling reactions. The fused ring system imparts stability and facilitates π-stacking interactions in solid-state applications.

Application

2-Chloro-3-methylquinoxaline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established halogen reactivity. The methyl group provides regiochemical control, while the quinoxaline core offers inherent stability and π-conjugation beneficial for scaffold diversification. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of functionalized heterocycles.

Synthesis

  • Route1

    References

    • Wagle, Shivananda; Adhikari, Airody Vasudeva; Kumari, Nalilu Suchetha European Journal of Medicinal Chemistry, 2009 , vol. 44, # 3 p. 1135 - 1143
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      2-Chloro-3-methylquinoxaline|CS-W002142
      32601-86-8

    References

    • Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 40, # 7 p. 565 - 573
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    References

    • Journal of the Indian Chemical Society, , vol. 82, # 11 p. 972 - 974

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.59162
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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