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CS-W001157 4
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1-Methyl-1H-imidazole-5-carboxylic acid

  • CAS No. 41806-40-0

  • Cat. No. CS-W002710
  • Purity≥98%
  • MDL No.MFCD00955677

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

1-Methyl-1H-imidazole-5-carboxylic acid|CS-W002710

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General Information

  • CAS No. 41806-40-0
  • Cat. No. CS-W002710
  • Purity ≥98%
  • MDL No. MFCD00955677
  • 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-5-carboxylate
  • SMILES CN1C=NC=C1C(O)=O

Description

1-Methyl-1H-imidazole-5-carboxylic acid features a polar, electron-deficient imidazole core paired with a carboxylic acid group, enabling direct conjugation in peptide and heterocyclic synthesis. This bench-stable derivative integrates readily into bioactive scaffolds requiring nitrogen-rich, hydrogen-bond-capable motifs under standard conditions.

Application

1-Methyl-1H-imidazole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of imidazole-based scaffolds prevalent in bioactive molecules. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions under standard conditions. The methylated imidazole ring enhances metabolic stability and modulates electronic properties, while maintaining excellent bench stability and ease of purification—key advantages for high-throughput screening and process-scale applications.

Synthesis

  • Route1

    References

    • Schering Corporation Patent: US2004/122018 A1, 2004 ; Location in patent: Page 349 ;
  • Route2

    References

    • Merck and Co., Inc. Patent: US5756508 A1, 1998 ; US 5756508 A
  • Route3

    References

    • Takahashi, Kazuyuki; Mitsuhashi, Keiryo Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 2 p. 557 - 558

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

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