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6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione

  • CAS No. 135481-57-1

  • Cat. No. CS-D0531
  • Molecule weight257.29
  • Purity≥95%
  • MDL No.MFCD06657750

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

6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione|CS-D0531

Structure of 135481-57-1

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General Information

  • CAS No. 135481-57-1
  • Cat. No. CS-D0531
  • Purity ≥95%
  • MDL No. MFCD06657750
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₅N₃O₂
  • Molecular Weight 257.29
  • Synonym(s) NSC 525977
  • SMILES O=C1NC2=C(CN(CC3=CC=CC=C3)CC2)C(N1)=O

Description

6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione features a fused heterocyclic core with a benzyl substituent at the 6-position, providing enhanced solubility and structural rigidity. This scaffold integrates a diketopiperazine motif amenable to functionalization, enabling efficient access to bioactive compounds in medicinal chemistry research.

Application

6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione serves as a versatile heterocyclic building block for medicinal chemistry campaigns, enabling efficient access to pyridopyrimidinedione scaffolds. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate straightforward derivatization. The molecule functions as a core scaffold in the synthesis of biologically active compounds, particularly in kinase inhibitor development, owing to its favorable planarity and hydrogen-bonding capacity.

Synthesis

  • Route1
    • Ethyl1-benzyl-4-oxopiperidine-3-carboxylate|CS-0172345
      41276-30-6
    • In-stock
      Urea|CS-B1800
      57-13-6
    • ~75%
    • In-stock
      6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione|CS-D0531
      135481-57-1

    References

    • Sun, Hao-Peng; Jia, Jian-Min; Jiang, Fen; Xu, Xiao-Li; Liu, Fang; Guo, Xiao-Ke; Cherfaoui, Bahidja; Huang, Hao-Ze; Pan, Yang; You, Qi-Dong European Journal of Medicinal Chemistry, 2014 , vol. 79, p. 399 - 412
  • Route2

    References

    • KYOWA HAKKO KOGYO CO., LTD. Patent: EP1552842 A1, 2005 ; Location in patent: Page/Page column 301 ;
  • Route3
    • null|null
      135481-54-8
    • ~98%
    • In-stock
      6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione|CS-D0531
      135481-57-1

    References

    • Francis; Bennett; Hyun; Rovinski; Amrick; Loo; Murphy; Neale; Wilson Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2899 - 2906

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   68.96
  • LogP   0.6215
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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