Cas no 21343-04-4 (1H-Imidazole-4-carboxamide,5-amino-1-methyl-)

1H-Imidazole-4-carboxamide,5-amino-1-methyl- is a heterocyclic organic compound featuring an imidazole core with amino and carboxamide functional groups. Its structural properties make it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. The presence of both amino and carboxamide moieties enhances its reactivity, enabling versatile applications in nucleoside analogs and enzyme inhibitors. The methyl substitution at the 1-position improves stability, while the 5-amino group facilitates further derivatization. This compound is characterized by high purity and consistent performance, making it suitable for research and industrial-scale processes requiring precise molecular modifications.
1H-Imidazole-4-carboxamide,5-amino-1-methyl- structure
21343-04-4 structure
Product Name:1H-Imidazole-4-carboxamide,5-amino-1-methyl-
CAS No:21343-04-4
MF:C5H8N4O
MW:140.143219947815
MDL:MFCD14281882
CID:855596
PubChem ID:6420287
Update Time:2025-06-25

1H-Imidazole-4-carboxamide,5-amino-1-methyl- Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-1-methyl-1H-imidazole-4-carboxamide
    • 1H-Imidazole-4-carboxamide,5-amino-1-methyl-
    • 1H-Imidazole-4-carboxamide,5-amino-1-methyl-(9CI)
    • 5-amino-1-methylimidazole-4-carboxamide
    • DB-113586
    • AKOS006339186
    • 21343-04-4
    • SCHEMBL2112227
    • MFCD14281882
    • DTXSID00423573
    • AS-65882
    • 5-Amino-1-methyl-1H-imidazole-4-carbamide
    • CS-0061755
    • 5-amino-1-methyl-1H-imidazole-4-carboxylic acid amide
    • WAA34304
    • MDL: MFCD14281882
    • Inchi: 1S/C5H8N4O/c1-9-2-8-3(4(9)6)5(7)10/h2H,6H2,1H3,(H2,7,10)
    • InChI Key: UZHKJZZQGXMAKP-UHFFFAOYSA-N
    • SMILES: O=C(C1=C(N)N(C)C=N1)N

Computed Properties

  • Exact Mass: 140.06981089g/mol
  • Monoisotopic Mass: 140.06981089g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 149
  • 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: -0.6
  • Topological Polar Surface Area: 86.9?2

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Additional information on 1H-Imidazole-4-carboxamide,5-amino-1-methyl-

Comprehensive Overview of 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- (CAS No. 21343-04-4)

1H-Imidazole-4-carboxamide, 5-amino-1-methyl- (CAS No. 21343-04-4) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 5-Amino-1-methylimidazole-4-carboxamide, has garnered attention due to its potential therapeutic properties and its role in various biological processes. This comprehensive overview aims to provide a detailed understanding of the chemical structure, synthesis methods, biological activities, and recent research advancements related to this compound.

The chemical structure of 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- is characterized by an imidazole ring with a carboxamide group at the 4-position and an amino group at the 5-position. The presence of a methyl group at the 1-position further enhances its structural complexity and reactivity. The imidazole ring is a common moiety found in many biologically active molecules, including histidine residues in proteins and purine bases in nucleic acids. This structural similarity contributes to the compound's ability to interact with various biological targets.

The synthesis of 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- has been extensively studied, with several methods reported in the literature. One common approach involves the reaction of 5-aminoimidazole with methylamine and a carboxylic acid derivative, such as acyl chloride or acid anhydride. Another method involves the condensation of 5-aminoimidazole with methylamine followed by carboxylation. These synthetic routes provide researchers with flexible options to produce the compound in high purity and yield.

In terms of biological activities, 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- has shown promising results in various preclinical studies. Research has indicated that this compound exhibits anti-inflammatory properties by modulating the activity of specific enzymes involved in inflammatory pathways. Additionally, it has been investigated for its potential as an antiviral agent, particularly against certain RNA viruses. The mechanism of action is believed to involve interference with viral replication processes.

Recent studies have also explored the potential of 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- in cancer therapy. Preliminary findings suggest that it may have antiproliferative effects on certain cancer cell lines by inducing apoptosis and inhibiting cell cycle progression. These effects are attributed to its ability to interact with key signaling pathways involved in cell survival and proliferation.

The pharmacokinetic properties of 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- have been evaluated in animal models to assess its suitability for therapeutic applications. Studies have shown that it exhibits good oral bioavailability and a favorable pharmacokinetic profile, making it a promising candidate for further development as a drug molecule.

To enhance its therapeutic potential, researchers are actively investigating structure-activity relationships (SAR) to identify analogs with improved potency and selectivity. Computational methods, such as molecular docking and molecular dynamics simulations, are being employed to predict the binding modes and interactions of these analogs with their target proteins.

In conclusion, 1H-Imidazole-4-carboxamide, 5-amino-1-methyl- (CAS No. 21343-04-4) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure and diverse biological activities make it an attractive target for further investigation and development. Ongoing research efforts are expected to uncover new applications and optimize its therapeutic properties for various medical conditions.

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