Cas no 31681-05-7 (Methyl 2-2-(2-aminoacetamido)acetamidoacetate)

Methyl 2-[2-(2-aminoacetamido)acetamido]acetate is a specialized organic compound featuring a peptide-like structure with ester and amide functional groups. Its key advantages include its role as a versatile intermediate in peptide synthesis and modification, enabling the introduction of protected amino acid derivatives. The presence of both amino and ester groups allows for selective reactivity, facilitating controlled coupling reactions in complex molecular architectures. This compound is particularly useful in medicinal chemistry and bioconjugation, where precise functionalization is required. Its stability under standard handling conditions and compatibility with common protecting group strategies further enhance its utility in synthetic applications.
Methyl 2-2-(2-aminoacetamido)acetamidoacetate structure
31681-05-7 structure
Product Name:Methyl 2-2-(2-aminoacetamido)acetamidoacetate
CAS No:31681-05-7
MF:C7H13N3O4
MW:203.195821523666
MDL:MFCD16042797
CID:311239
PubChem ID:273332
Update Time:2025-10-29

Methyl 2-2-(2-aminoacetamido)acetamidoacetate Chemical and Physical Properties

Names and Identifiers

    • Glycine, glycylglycyl-,methyl ester
    • methyl 2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetate
    • AC1L6T08
    • AC1Q5OLU
    • AR-1J5827
    • CTK4G7566
    • Diglycylglycin-methylester
    • glycyl-> glycyl-> glycine methyl ester
    • GlyGlyGly-OMe
    • methyl glycylglycylglycinate
    • N-(N-Glycyl-glycyl)-glycin-methylester
    • NSC118475
    • triglycine methyl ester
    • Methyl 2-(2-(2-aminoacetamido)acetamido)acetate
    • DTXSID10297848
    • BS-32261
    • METHYL 2-[2-(2-AMINOACETAMIDO)ACETAMIDO]ACETATE
    • MFCD16042797
    • Methyl2-(2-(2-aminoacetamido)acetamido)acetate
    • NSC-118475
    • EN300-901654
    • CS-0121081
    • 31681-05-7
    • Methyl 2-(2-(2-aminoacetamido)acetamido)acetate (H-Gly-Gly-Gly-OMe)
    • Methyl 2-2-(2-aminoacetamido)acetamidoacetate
    • MDL: MFCD16042797
    • Inchi: 1S/C7H13N3O4/c1-14-7(13)4-10-6(12)3-9-5(11)2-8/h2-4,8H2,1H3,(H,9,11)(H,10,12)
    • InChI Key: DUZYSUKYVJGUBC-UHFFFAOYSA-N
    • SMILES: O=C(CNC(CN)=O)NCC(=O)OC

Computed Properties

  • Exact Mass: 203.09069
  • Monoisotopic Mass: 203.09060590g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 6
  • Complexity: 229
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.1
  • Topological Polar Surface Area: 111?2

Experimental Properties

  • PSA: 110.52
  • LogP: -1.16740

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Methyl 2-2-(2-aminoacetamido)acetamidoacetate Related Literature

Additional information on Methyl 2-2-(2-aminoacetamido)acetamidoacetate

Methyl 2-(2-aminoacetamido)acetamidoacetate: A Comprehensive Overview

Methyl 2-(2-aminoacetamido)acetamidoacetate, identified by the CAS registry number 31681-05-7, is a compound of significant interest in the fields of biochemistry and pharmacology. This compound, with its unique structure, has garnered attention due to its potential applications in drug development and as a precursor in various chemical syntheses. The molecule consists of a methyl ester group attached to a complex amide structure, which includes two amino groups and an acetamide moiety. This combination of functional groups imparts the compound with versatile chemical properties, making it a valuable tool in research and industry.

The structural complexity of Methyl 2-(2-aminoacetamido)acetamidoacetate lies in its amide linkages and the presence of amino groups, which can participate in hydrogen bonding and other non-covalent interactions. These interactions are crucial in determining the compound's solubility, stability, and reactivity under different conditions. Recent studies have highlighted the importance of such compounds in mimicking biological molecules, particularly peptides and proteins, due to their ability to form secondary structures like alpha-helices or beta-sheets.

In terms of synthesis, Methyl 2-(2-aminoacetamido)acetamidoacetate can be prepared through various routes, including peptide coupling reactions and esterification processes. Researchers have explored optimized synthetic pathways to enhance yield and purity, often employing protecting group strategies to manage reactive functional groups during the synthesis. These advancements have made the compound more accessible for large-scale production and subsequent applications.

The biological activity of Methyl 2-(2-aminoacetamido)acetamidoacetate has been a focal point of recent investigations. Studies have demonstrated its potential as a bioisostere for certain amino acids, suggesting its role in modulating enzyme activity or serving as a substrate for metabolic pathways. Additionally, its ability to form stable complexes with metal ions has opened avenues for its use in metalloenzyme mimics or as a chelating agent in medicinal chemistry.

From an application standpoint, Methyl 2-(2-aminoacetamido)acetamidoacetate has shown promise in drug delivery systems due to its biocompatibility and ability to undergo controlled degradation under physiological conditions. Its role as a building block for more complex molecules, such as cyclic peptides or macrocycles, further underscores its utility in modern drug design.

In conclusion, Methyl 2-(2-aminoacetamido)acetamidoacetate, with its unique structural features and versatile chemical properties, continues to be a subject of intense research interest. As new findings emerge regarding its biological roles and synthetic capabilities, this compound is poised to make significant contributions to both academic research and industrial applications.

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