Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

  • CAS No. 42821-92-1

  • Cat. No. CS-0085452
  • Purity≥98%
  • MDL No.MFCD06203889

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

Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate|CS-0085452

Structure of 42821-92-1

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 42821-92-1
  • Cat. No. CS-0085452
  • Purity ≥98%
  • MDL No. MFCD06203889
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₄
  • Molecular Weight 170.12
  • Synonym(s) 1,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acid methyl ester
  • SMILES O=C(C1=CNC(NC1=O)=O)OC

Description

Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate serves as a key heterocyclic scaffold in medicinal chemistry, featuring a conjugated diketone system and a pendant ester group. This electron-deficient pyrimidine core enables efficient Michael additions and cycloadditions, facilitating rapid access to functionalized nucleoside analogs and bioactive compounds under mild conditions.

Application

Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine cores via standard condensation and cyclization protocols. Its orthogonally functionalized structure—combining an electrophilic C5 carbonyl with a nucleophilic enolizable C4 position—facilitates controlled transformations under mild conditions. The methyl ester group supports facile derivatization, while the bench-stable, crystalline nature simplifies handling and purification in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2,4-Dihydroxypyrimidine-5-carboxylic Acid|CS-D0802
      23945-44-0
    • ~99%
    • In-stock
      Methyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate|CS-0085452
      42821-92-1

    References

    • Accetta, Alessandro; Corradini, Roberto; Sforza, Stefano; Tedeschi, Tullia; Brognara, Eleonora; Borgatti, Monica; Gambari, Roberto; Marchelli, Rosangela Journal of Medicinal Chemistry, 2009 , vol. 52, # 1 p. 87 - 94
  • Route2

    References

    • Hudson, Robert H. E.; Wojciechowski, Filip Canadian Journal of Chemistry, 2005 , vol. 83, # 10 p. 1731 - 1740
  • Route3

    References

    • Hudson, Robert H. E.; Wojciechowski, Filip Canadian Journal of Chemistry, 2005 , vol. 83, # 10 p. 1731 - 1740

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

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   92.02
  • LogP   -1.1502
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 42821-92-1 sigma42821-92-1 manufacturer42821-92-1 price42821-92-1 structure42821-92-1 SDSbuy 42821-92-142821-92-1 supplier42821-92-1 uses42821-92-1 molecular weightprice of 42821-92-142821-92-1 chemical name formula of 42821-92-1
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label