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CS-W001157 4
Total: USD 88.00

5h,6h,7h-Cyclopenta[d]pyrimidin-2-amine

  • CAS No. 108990-72-3

  • Cat. No. CS-0215763
  • Purity≥97%
  • MDL No.None

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

5h,6h,7h-Cyclopenta[d]pyrimidin-2-amine|CS-0215763

Structure of 108990-72-3

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General Information

  • CAS No. 108990-72-3
  • Cat. No. CS-0215763
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉N₃
  • Molecular Weight 135.17
  • Synonym(s) 6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-amine
  • SMILES C1CC2=CNC(=N)N=C2C1

Description

5h,6h,7h-Cyclopenta[d]pyrimidin-2-amine is a heterocyclic scaffold featuring a fused cyclopentane ring fused to a pyrimidine core, offering a rigid, electron-rich platform for medicinal chemistry. This structure integrates seamlessly into kinase inhibitors and nucleoside analogs due to its ability to mimic purine bases while maintaining metabolic stability.

Application

5H,6H,7H-Cyclopenta[d]pyrimidin-2-amine serves as a core heterocyclic scaffold in medicinal chemistry, enabling the synthesis of purine analogs and kinase inhibitors. Its planar, electron-rich framework facilitates transition-metal-catalyzed coupling reactions and supports functionalization at multiple positions. The amine group provides a versatile handle for derivatization, while the fused ring system offers enhanced metabolic stability and favorable binding interactions in target-directed synthesis.

Synthesis

  • Route1
    • 4-Chloro-6,7-dihydro-5H-cyclopentapyrimidin-2-amine|CS-0313990
      5461-89-2
    • ~%
    • In-stock
      5h,6h,7h-Cyclopenta[d]pyrimidin-2-amine|CS-0215763
      108990-72-3

    References

    • Journal of the American Chemical Society, , vol. 81, p. 3108,3111
  • Route2
    • 2-amino-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one|CS-0062085
      33081-06-0
    • ~%
    • In-stock
      5h,6h,7h-Cyclopenta[d]pyrimidin-2-amine|CS-0215763
      108990-72-3

    References

    • Journal of the American Chemical Society, , vol. 81, p. 3108,3111
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 81, p. 3108,3111

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   52.53
  • LogP   0.37787
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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