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CS-W001157 4
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Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

  • CAS No. 16233-51-5

  • Cat. No. CS-B0057
  • Purity≥98%
  • MDL No.MFCD09909655

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

Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione|CS-B0057

Structure of 16233-51-5

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General Information

  • CAS No. 16233-51-5
  • Cat. No. CS-B0057
  • Purity ≥98%
  • MDL No. MFCD09909655
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O₂S
  • Molecular Weight 168.17
  • Synonym(s) 2,4-Dihydroxythieno[3,2-d]pyrimidine
  • SMILES O=C(C(SC=C1)=C1N2)NC2=O

Description

Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione features a fused thienopyrimidinedione core with enhanced electron-withdrawing character, enabling robust integration into conjugated systems. This scaffold exhibits high thermal stability and favorable solubility in polar aprotic solvents, supporting its use in advanced organic semiconductors and kinase inhibitor design.

Application

Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to fused pyrimidine scaffolds. Its diketone functionality supports diverse transformations including nucleophilic additions and condensation reactions, facilitating the synthesis of biologically active compounds. The molecule exhibits good bench stability and functional group tolerance, making it well-suited for modular derivatization in drug discovery campaigns.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 60, # 8 p. 1037 - 1045
  • Route2
    • In-stock
      Methyl 3-amino-2-thiophenecarboxylate|CS-W020059
      22288-78-4
    • null|null
      917-61-3
    • ~87%
    • In-stock
      Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione|CS-B0057
      16233-51-5

    References

    • Journal of Medicinal Chemistry, , vol. 51, # 20 p. 6614 - 6618
  • Route3

    References

    • WO2011/49332 A2, ; Page/Page column 16 ; WO 2011/049332 A2

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   65.72
  • LogP   0.2779
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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