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CS-W001157 4
Total: USD 88.00

6-Chloro-2-iodo-7H-purine

  • CAS No. 18552-90-4

  • Cat. No. CS-0018977
  • Molecule weight280.45
  • Purity≥97%
  • MDL No.MFCD09996944

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

6-Chloro-2-iodo-7H-purine|CS-0018977

Structure of 18552-90-4

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General Information

  • CAS No. 18552-90-4
  • Cat. No. CS-0018977
  • Purity ≥97%
  • MDL No. MFCD09996944
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂ClIN₄
  • Molecular Weight 280.45
  • Synonym(s) Purine, 6-chloro-2-iodo- ; 6-Chloro-2-iodo-9H-purine; 2-Iodo-6-chloropurine; 6-Chloro-2-iodopurine
  • SMILES IC1=NC(Cl)=C2NC=NC2=N1

Description

6-Chloro-2-iodo-7H-purine is a halogenated purine scaffold featuring complementary reactivity at the 2- and 6-positions. This electron-deficient heterocycle serves as a key intermediate in the synthesis of advanced nucleoside analogs and functionalized purine derivatives, enabling selective cross-coupling and derivatization under mild conditions.

Application

6-Chloro-2-iodo-7H-purine serves as a versatile building block for the synthesis of purine-based scaffolds, enabling regioselective cross-coupling reactions via the iodine handle. The chlorine substituent offers complementary reactivity for further functionalization, while the molecule exhibits sufficient bench stability and ease of purification, making it well-suited for medicinal chemistry campaigns and heterocyclic library construction.

Synthesis

  • Route1
    • null|null
      630103-54-7
    • ~58%
    • In-stock
      6-Chloro-2-iodo-7H-purine|CS-0018977
      18552-90-4

    References

    • Tak-Tak, Lotfi; Barbault, Florent; Maurel, Franois; Busca, Patricia; Le Merrer, Yves European Journal of Medicinal Chemistry, 2011 , vol. 46, # 4 p. 1254 - 1262
  • Route2
    • 1-(2-Amino-6-chloropurin-9-yl)ethanone|CS-0766863
      470483-92-2
    • ~76%
    • In-stock
      6-Chloro-2-iodo-7H-purine|CS-0018977
      18552-90-4

    References

    • SUMIKA FINE CHEMICALS CO., LTD. Patent: WO2003/106458 A1, 2003 ; Location in patent: Page 43, 44 ;
  • Route3
    • 6-Chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine|CS-0964682
      403620-89-3
    • ~96%
    • In-stock
      6-Chloro-2-iodo-7H-purine|CS-0018977
      18552-90-4

    References

    • Taddei, David; Kilian, Petr; Slawin, Alexandra M.Z.; Woollins, J. Derek Organic and Biomolecular Chemistry, 2004 , vol. 2, # 5 p. 665 - 670

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.46
  • LogP   1.6109
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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