Cas no 144163-74-6 (4-(methylamino)methyl-1,3-thiazol-2-amine)

4-(Methylamino)methyl-1,3-thiazol-2-amine is a thiazole derivative with potential applications in pharmaceutical and agrochemical research. Its structural features, including the methylamino and amine functional groups, make it a versatile intermediate for synthesizing biologically active compounds. The thiazole core is known for its role in medicinal chemistry, often contributing to antimicrobial, antiviral, or anticancer properties. This compound offers high purity and stability, ensuring reliable performance in synthetic pathways. Its reactivity allows for further functionalization, enabling the development of novel derivatives. Researchers value it for its consistent quality and compatibility with diverse reaction conditions, making it a practical choice for drug discovery and chemical synthesis.
4-(methylamino)methyl-1,3-thiazol-2-amine structure
144163-74-6 structure
Product Name:4-(methylamino)methyl-1,3-thiazol-2-amine
CAS No:144163-74-6
MF:C5H9N3S
MW:143.210058927536
CID:108642
PubChem ID:18939871
Update Time:2025-10-30

4-(methylamino)methyl-1,3-thiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 4-Thiazolemethanamine,2-amino-N-methyl-
    • 4-((methylamino)methyl)thiazol-2-amine
    • 4-(methylamino)methyl-1,3-thiazol-2-amine
    • MUNIKLGKGSDTJW-UHFFFAOYSA-N
    • 144163-74-6
    • SCHEMBL1189697
    • FT-0755615
    • 4-Thiazolemethanamine, 2-amino-N-methyl-
    • AKOS010580173
    • 4-[(methylamino)methyl]-1,3-thiazol-2-amine
    • AM100246
    • 4-(methylaminomethyl)-1,3-thiazol-2-amine
    • EN300-1260088
    • Inchi: 1S/C5H9N3S/c1-7-2-4-3-9-5(6)8-4/h3,7H,2H2,1H3,(H2,6,8)
    • InChI Key: MUNIKLGKGSDTJW-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC(=C1)CNC

Computed Properties

  • Exact Mass: 143.05187
  • Monoisotopic Mass: 143.052
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 88.3
  • 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
  • Topological Polar Surface Area: 79.2A^2
  • XLogP3: 0

Experimental Properties

  • PSA: 50.94

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Additional information on 4-(methylamino)methyl-1,3-thiazol-2-amine

4-(Methylamino)methyl-1,3-thiazol-2-amine (CAS No. 144163-74-6): An Overview of Its Structure, Properties, and Applications

4-(Methylamino)methyl-1,3-thiazol-2-amine (CAS No. 144163-74-6) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique thiazole core and functional groups, exhibits a range of biological activities that make it a valuable candidate for various applications, including drug discovery and development.

The structure of 4-(methylamino)methyl-1,3-thiazol-2-amine is composed of a thiazole ring with a methylamino group attached to the 4-position and an amino group at the 2-position. The thiazole ring, a five-membered heterocyclic compound containing sulfur and nitrogen atoms, is known for its stability and ability to form strong hydrogen bonds. The presence of the methylamino group enhances the compound's lipophilicity and solubility, which are crucial properties for its biological activity.

Recent research has highlighted the potential of 4-(methylamino)methyl-1,3-thiazol-2-amine in various therapeutic areas. For instance, studies have shown that this compound exhibits potent antimicrobial activity against a range of bacteria and fungi. The thiazole moiety is known to disrupt cell membranes and inhibit essential enzymes, making it an attractive scaffold for the development of novel antibiotics.

In addition to its antimicrobial properties, 4-(methylamino)methyl-1,3-thiazol-2-amine has been investigated for its anti-inflammatory effects. Research published in the *Journal of Medicinal Chemistry* demonstrated that this compound can effectively inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6. These findings suggest that 4-(methylamino)methyl-1,3-thiazol-2-amine could be a promising lead compound for the treatment of inflammatory diseases.

The pharmacological profile of 4-(methylamino)methyl-1,3-thiazol-2-amine has also been explored in the context of neurodegenerative disorders. Studies have shown that this compound can cross the blood-brain barrier and exhibit neuroprotective effects by reducing oxidative stress and preventing neuronal cell death. These properties make it a potential candidate for the treatment of conditions such as Alzheimer's disease and Parkinson's disease.

From a synthetic perspective, 4-(methylamino)methyl-1,3-thiazol-2-amine can be synthesized through various routes. One common method involves the reaction of 2-aminothiazole with formaldehyde and methylamine in the presence of an acid catalyst. This approach provides good yields and is scalable for industrial production. Recent advancements in synthetic chemistry have also led to more efficient and environmentally friendly methods for synthesizing this compound.

The biological activity of 4-(methylamino)methyl-1,3-thiazol-2-amine has been further enhanced through structural modifications. For example, substituting different functional groups on the thiazole ring or introducing additional heterocycles can significantly alter its pharmacological properties. These modifications have led to the discovery of several analogs with improved potency and selectivity.

In terms of clinical applications, 4-(methylamino)methyl-1,3-thiazol-2-amine is currently being evaluated in preclinical studies for its potential use in treating various diseases. Early results have been promising, with several compounds showing favorable pharmacokinetic profiles and low toxicity levels. However, further research is needed to fully understand its safety and efficacy in humans.

The future prospects for 4-(methylamino)methyl-1,3-thiazol-2-amine are exciting. Ongoing research aims to optimize its structure for specific therapeutic targets and to develop more effective delivery methods. Additionally, collaborations between academic institutions and pharmaceutical companies are expected to accelerate the translation of this compound from bench to bedside.

In conclusion, 4-(methylamino)methyl-1,3-thiazol-2-amine (CAS No. 144163-74-6) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structure and diverse biological activities make it a valuable asset in the development of new therapeutic agents. As research continues to advance, it is likely that this compound will play an increasingly important role in addressing unmet medical needs.

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