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CS-W001157 4
Total: USD 88.00

6-Chloro-9-ethyl-9h-purine

  • CAS No. 5462-86-2

  • Cat. No. CS-0216863
  • Purity≥96%
  • MDL No.None

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

6-Chloro-9-ethyl-9h-purine|CS-0216863

Structure of 5462-86-2

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General Information

  • CAS No. 5462-86-2
  • Cat. No. CS-0216863
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClN₄
  • Molecular Weight 182.61
  • Synonym(s) 6-Chloro-9-ethylpurine
  • SMILES CCN1C=NC2=C(Cl)N=CN=C21

Description

6-Chloro-9-ethyl-9H-purine is a bench-stable purine derivative featuring a chlorine atom at the 6-position and an ethyl group at the 9-position. This configuration imparts enhanced electronic modulation and improved solubility in organic solvents, facilitating its use in medicinal chemistry applications. The molecule serves as a key scaffold for synthesizing nucleoside analogs and kinase inhibitors.

Application

6-Chloro-9-ethyl-9H-purine serves as a versatile building block in purine-based synthesis, enabling efficient access to nucleoside analogs and heterocyclic scaffolds. Its chlorine at the 6-position provides a reliable site for palladium-catalyzed cross-coupling reactions, while the 9-ethyl group enhances solubility and stability under standard reaction conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and scale-up applications.

Synthesis

  • Route1
    • null|null
      75-03-6
    • In-stock
      6-Chloropurine|CS-W008651
      87-42-3
    • ~49%
    • In-stock
      6-Chloro-9-ethyl-9h-purine|CS-0216863
      5462-86-2

    References

    • Pharmacia and Upjohn S.p.A. Patent: US5965563 A1, 1999 ;
  • Route2
    • null|null
      74-96-4
    • In-stock
      6-Chloropurine|CS-W008651
      87-42-3
    • ~46%
    • In-stock
      6-Chloro-9-ethyl-9h-purine|CS-0216863
      5462-86-2
    • 6-Chloro-7-ethyl-7h-purine|CS-0671314
      74972-79-5

    References

    • Zhang, Qian; Cheng, Gang; Huang, Yong-Zhen; Qu, Gui-Rong; Niu, Hong-Ying; Guo, Hai-Ming Tetrahedron, 2012 , vol. 68, # 38 p. 7822 - 7826
  • Route3
    • null|null
      14036-06-7
    • In-stock
      6-Chloro-N4-ethylpyrimidine-4,5-diamine|CS-0096371
      98140-03-5
    • ~87%
    • In-stock
      6-Chloro-9-ethyl-9h-purine|CS-0216863
      5462-86-2

    References

    • Lambertucci, Catia; Antonini, Ippolito; Buccioni, Michela; Dal Ben, Diego; Kachare, Dhuldeo D.; Volpini, Rosaria; Klotz, Karl-Norbert; Cristalli, Gloria Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 7 p. 2812 - 2822

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.6
  • LogP   1.4996
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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