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Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate

  • CAS No. 177760-04-2

  • Cat. No. CS-M2111
  • Purity≥98%
  • MDL No.MFCD09997799

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

Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate|CS-M2111

Structure of 177760-04-2

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General Information

  • CAS No. 177760-04-2
  • Cat. No. CS-M2111
  • Purity ≥98%
  • MDL No. MFCD09997799
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₁N₃O₂
  • Molecular Weight 169.18
  • Synonym(s) ethyl 2-amino-3-methylimidazole-4-carboxylate
  • SMILES O=C(C1=CN=C(N)N1C)OCC

Description

Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate is a bench-stable heterocyclic building block featuring a methylated imidazole core with complementary amino and ester functionalities. This polar, electron-rich scaffold integrates readily into medicinal chemistry campaigns, enabling direct coupling to diverse electrophiles under mild conditions.

Application

Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds. Its amine and carboxylate functionalities offer orthogonal reactivity for derivatization, while the methyl-substituted imidazole core provides structural stability and compatibility with standard coupling and functionalization protocols. This compound functions effectively in medicinal chemistry campaigns requiring robust, bench-stable intermediates for API development.

Synthesis

  • Route1
    • In-stock
      N-Formylglycine Ethyl Ester|CS-0201687
      3154-51-6
    • null|null
      107-31-3
    • ~%
    • In-stock
      Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate|CS-M2111
      177760-04-2

    References

    • CENTRAX INTERNATIONAL, INC.; FAN, Xiaoqing, Michelle; CEN, Jian, James Patent: WO2014/18807 A1, 2014 ; Location in patent: Paragraph 00299; 00300 ;

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   70.14
  • LogP   0.179
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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