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CS-W001157 4
Total: USD 88.00

2-(Methylthio)pyrimidine-5-carboxylic acid

  • CAS No. 110099-94-0

  • Cat. No. CS-D1546
  • Purity≥95%
  • MDL No.MFCD07394096

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

2-(Methylthio)pyrimidine-5-carboxylic acid|CS-D1546

Structure of 110099-94-0

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General Information

  • CAS No. 110099-94-0
  • Cat. No. CS-D1546
  • Purity ≥95%
  • MDL No. MFCD07394096
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₂S
  • Molecular Weight 170.19
  • Synonym(s) 2-(Methylthio)pyrimidine-5-carboxylic acid; 2-Methylsulfanylpyrimidine-5-carboxylic acid; 2-(Methylthio)pyrimidine-5-carboxylicaci
  • SMILES O=C(C1=CN=C(SC)N=C1)O

Description

2-(Methylthio)pyrimidine-5-carboxylic acid features a pyrimidine core functionalized with a methylthio group at the 2-position and a carboxylic acid at the 5-position. This combination delivers enhanced solubility and reactivity, enabling direct incorporation into pharmaceutical intermediates. The electron-withdrawing carboxylic acid paired with the electron-donating methylthio moiety creates a polarized system ideal for cross-coupling reactions and bioconjugation workflows under standard conditions.

Application

2-(Methylthio)pyrimidine-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrimidine-based heterocycles through standard functional group transformations. Its carboxylic acid moiety facilitates amide coupling and esterification, while the methylthio group offers moderate stability and compatibility with common reaction conditions. The molecule functions effectively in scaffold elaboration for kinase inhibitors and other bioactive compounds, offering predictable reactivity in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Arukwe, Joseph; Undheim, Kjell Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1986 , vol. 40, # 9 p. 764 - 767

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

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Computational Chemistry Data

  • TPSA   63.08
  • LogP   0.8967
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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