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CS-W001157 4
Total: USD 88.00

8-Bromo-3,9-dihydro-1H-purine-2,6-dione

  • CAS No. 10357-68-3

  • Cat. No. CS-0102954
  • Molecule weight231.01
  • Purity≥97%
  • MDL No.MFCD22123145

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

8-Bromo-3,9-dihydro-1H-purine-2,6-dione|CS-0102954

Structure of 10357-68-3

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General Information

  • CAS No. 10357-68-3
  • Cat. No. CS-0102954
  • Purity ≥97%
  • MDL No. MFCD22123145
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrN₄O₂
  • Molecular Weight 231.01
  • Synonym(s) 8-Bromoxanthine
  • SMILES O=C(N1)NC2=C(N=C(Br)N2)C1=O

Description

8-Bromo-3,9-dihydro-1H-purine-2,6-dione features a brominated purine core with two carbonyl groups at positions 2 and 6, delivering enhanced reactivity for nucleophilic substitution. This bench-stable compound serves as a key scaffold in medicinal chemistry, enabling direct functionalization at the C8 position to access analogs with tailored electronic and steric profiles.

Application

8-Bromo-3,9-dihydro-1H-purine-2,6-dione serves as a versatile building block for purine-based scaffolds, enabling straightforward functionalization at the C8 position. Its stability under standard synthetic conditions and compatibility with common coupling reactions facilitate efficient access to modified nucleobase analogs. The molecule functions as a key intermediate in the synthesis of heterocyclic systems relevant to medicinal chemistry and agrochemical research.

Synthesis

  • Route1

    References

    • Justus Liebigs Annalen der Chemie, , vol. 221, p. 344

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 : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

  • TPSA   94.4
  • LogP   -0.298
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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