Cas no 13752-93-7 (5-(aminomethyl)thiophen-2-ylmethanamine)

5-(Aminomethyl)thiophen-2-ylmethanamine is a bifunctional organic compound featuring two primary amine groups attached to a thiophene ring. This structure imparts versatility in synthetic applications, particularly as a building block for pharmaceuticals, agrochemicals, and specialty polymers. The presence of both aminomethyl groups enables selective functionalization, facilitating the formation of amide or imine linkages. Its thiophene core contributes to electronic and coordination properties, making it useful in materials science and catalysis. The compound’s stability and reactivity under mild conditions enhance its utility in multi-step synthesis. High purity grades are available to meet rigorous research and industrial demands, ensuring consistent performance in complex chemical processes.
5-(aminomethyl)thiophen-2-ylmethanamine structure
13752-93-7 structure
Product Name:5-(aminomethyl)thiophen-2-ylmethanamine
CAS No:13752-93-7
MF:C6H10N2S
MW:142.221999645233
MDL:MFCD19205024
CID:3716686
PubChem ID:12979461
Update Time:2025-06-08

5-(aminomethyl)thiophen-2-ylmethanamine Chemical and Physical Properties

Names and Identifiers

    • 2,5-Thiophenedimethanamine
    • thiophene-2,5-diyldimethanamine
    • 2,5-bis(aminomethyl) thiophene
    • C-(5-Aminomethyl-thiophen-2-yl)-methylamine
    • 5-(aminomethyl)thiophen-2-ylmethanamine
    • [5-(aminomethyl)thiophen-2-yl]methanamine
    • SCHEMBL3081920
    • 2,5-thiophenebismethylamine
    • AKOS006342163
    • EN300-842398
    • 13752-93-7
    • MDL: MFCD19205024
    • Inchi: 1S/C6H10N2S/c7-3-5-1-2-6(4-8)9-5/h1-2H,3-4,7-8H2
    • InChI Key: WDCMUMFZOCYWQD-UHFFFAOYSA-N
    • SMILES: C1(CN)SC(CN)=CC=1

Computed Properties

  • Exact Mass: 142.05646950Da
  • Monoisotopic Mass: 142.05646950Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 77.1
  • 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: 80.3?2

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Additional information on 5-(aminomethyl)thiophen-2-ylmethanamine

Research Brief on 5-(Aminomethyl)thiophen-2-ylmethanamine (CAS: 13752-93-7): Recent Advances and Applications

5-(Aminomethyl)thiophen-2-ylmethanamine (CAS: 13752-93-7) is a bifunctional amine derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its thiophene backbone and dual amine functionalities, serves as a versatile building block in the synthesis of bioactive molecules, drug candidates, and functional materials. Recent studies have explored its potential in drug discovery, particularly in the development of kinase inhibitors, antimicrobial agents, and targeted therapeutics. This research brief synthesizes the latest findings on this compound, highlighting its synthetic utility, biological activities, and emerging applications.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 5-(aminomethyl)thiophen-2-ylmethanamine as a key intermediate in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The researchers utilized its bifunctional nature to construct a series of potent and selective inhibitors, showing promising activity against B-cell malignancies. The study underscored the compound's role in facilitating structure-activity relationship (SAR) optimization, leading to improved pharmacokinetic properties and reduced off-target effects. These findings position 5-(aminomethyl)thiophen-2-ylmethanamine as a valuable scaffold in oncology drug development.

In the realm of antimicrobial research, a recent investigation in Bioorganic & Medicinal Chemistry Letters reported the incorporation of 5-(aminomethyl)thiophen-2-ylmethanamine into novel peptidomimetic compounds targeting bacterial efflux pumps. The study revealed that derivatives of this compound exhibited potent activity against multidrug-resistant Staphylococcus aureus (MRSA) strains, with minimal cytotoxicity against mammalian cells. The researchers attributed this selectivity to the compound's ability to mimic natural peptide substrates while resisting enzymatic degradation. These results highlight its potential in addressing the growing challenge of antibiotic resistance.

Beyond therapeutic applications, 5-(aminomethyl)thiophen-2-ylmethanamine has found utility in materials science. A 2024 publication in ACS Applied Materials & Interfaces described its use as a crosslinking agent in the development of stimuli-responsive hydrogels for drug delivery. The compound's amine groups enabled facile conjugation with polymeric backbones, while its thiophene moiety contributed to the hydrogel's mechanical stability. The resulting materials demonstrated pH-dependent release profiles, making them suitable for targeted delivery of chemotherapeutic agents. This interdisciplinary application underscores the compound's versatility across multiple domains of chemical biology.

From a synthetic chemistry perspective, recent advances have focused on developing more efficient routes to 5-(aminomethyl)thiophen-2-ylmethanamine. A 2023 paper in Organic Process Research & Development presented a scalable, green chemistry approach to its synthesis, utilizing catalytic amination reactions that significantly reduced waste generation compared to traditional methods. The improved synthetic accessibility of this compound is expected to facilitate its broader adoption in both academic and industrial settings, particularly for high-throughput screening and combinatorial chemistry applications.

In conclusion, 5-(aminomethyl)thiophen-2-ylmethanamine (CAS: 13752-93-7) continues to demonstrate significant value across multiple areas of chemical biology and pharmaceutical research. Its unique structural features enable diverse applications ranging from drug discovery to advanced materials development. As research progresses, we anticipate further elucidation of its structure-activity relationships and expansion of its therapeutic potential. Future directions may include exploration of its use in PROTACs (proteolysis targeting chimeras) and other emerging therapeutic modalities, as well as continued optimization of synthetic methodologies for its production.

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