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CS-W001157 4
Total: USD 88.00

6-Chloro-7-deazaguanine

  • CAS No. 84955-31-7

  • Cat. No. CS-W019601
  • Purity≥97%
  • MDL No.MFCD07369229

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

6-Chloro-7-deazaguanine|CS-W019601

Structure of 84955-31-7

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General Information

  • CAS No. 84955-31-7
  • Cat. No. CS-W019601
  • Purity ≥97%
  • MDL No. MFCD07369229
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₄
  • Molecular Weight 168.58
  • Synonym(s) None
  • SMILES NC1=NC(Cl)=C2C(NC=C2)=N1

Description

6-Chloro-7-deazaguanine is a purine analog featuring a chlorine substituent at the 6-position and a nitrogen-to-carbon substitution at the 7-position, enhancing metabolic stability. This structural modification improves resistance to enzymatic degradation while maintaining base-pairing fidelity, making it valuable for nucleoside analog synthesis in antiviral and anticancer research.

Application

6-Chloro-7-deazaguanine serves as a valuable purine scaffold for medicinal chemistry and nucleoside analog synthesis, offering enhanced metabolic stability and tunable base-pairing properties. Its chloro substitution at the C6 position enables selective derivatization in late-stage functionalization, while the 7-deaza modification improves resistance to enzymatic degradation. The compound exhibits good bench stability and facilitates efficient incorporation into oligonucleotides and antiviral prodrug candidates through standard coupling protocols.

Synthesis

  • Route1

    References

    • Liebigs Annalen der Chemie, , p. 15 - 19
  • Route2
    • Butanoic acid, 2-cyano-4,4-diethoxy-, ethyl ester|CS-0653444
      52133-67-2
    • ~%
    • In-stock
      6-Chloro-7-deazaguanine|CS-W019601
      84955-31-7

    References

    • Russian Journal of Bioorganic Chemistry, , vol. 21, # 11 p. 756 - 761 Bioorganicheskaya Khimiya, , vol. 21, # 11 p. 874 - 880
  • Route3
    • null|null
      84981-48-6
    • ~%
    • In-stock
      6-Chloro-7-deazaguanine|CS-W019601
      84955-31-7

    References

    • Liebigs Annalen der Chemie, , # 1 p. 137 - 146

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   67.59
  • LogP   1.1935
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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