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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-imidazole-4-carboxylic acid

  • CAS No. 41716-18-1

  • Cat. No. CS-W002912
  • Purity≥98%
  • MDL No.MFCD02179560

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

1-Methyl-1H-imidazole-4-carboxylic acid|CS-W002912

Structure of 41716-18-1

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General Information

  • CAS No. 41716-18-1
  • Cat. No. CS-W002912
  • Purity ≥98%
  • MDL No. MFCD02179560
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O₂
  • Molecular Weight 126.11
  • Synonym(s) 1-methyl-1H-imidazole-4-carboxylate
  • SMILES CN(C=N1)C=C1C(O)=O

Description

1-Methyl-1H-imidazole-4-carboxylic acid features a polar, electron-deficient imidazole core paired with a carboxylic acid handle, enabling direct conjugation in peptide synthesis and bioconjugation workflows. This bench-stable derivative integrates readily into heterocyclic scaffolds requiring hydrogen-bonding capacity and moderate lipophilicity.

Application

1-Methyl-1H-imidazole-4-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, offering a readily functionalizable imidazole core with enhanced solubility and stability. The carboxylic acid group enables direct coupling reactions for peptide and ester formation, while the N-methyl substitution improves metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient integration into API and fragment libraries.

Synthesis

  • Route1

    References

    • O'Connell, John F.; Parquette, Jonathan; Yelle, William E.; Wang, Wilhelm; Rapoport, Henry Synthesis, 1988 , # 10 p. 767 - 771
  • Route2

    References

    • Collman, James P.; Yan, Yi-Long; Lei, Jianping; Dinolfo, Peter H. Organic Letters, 2006 , vol. 8, # 5 p. 923 - 926
  • Route3

    References

    • O'Connell, John F.; Parquette, Jonathan; Yelle, William E.; Wang, Wilhelm; Rapoport, Henry Synthesis, 1988 , # 10 p. 767 - 771

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   0.1183
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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