Cas no 49549-75-9 (1H-Imidazole-5-propanol)

1H-Imidazole-5-propanol is a heterocyclic organic compound featuring an imidazole ring with a 3-hydroxypropyl substituent at the 5-position. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceuticals, agrochemicals, and specialty chemicals. Its reactive imidazole core enables participation in condensation, alkylation, and coordination reactions, while the hydroxyl group offers additional functionalization potential. The compound’s stability under mild conditions and compatibility with polar solvents enhance its utility in fine chemical synthesis. Its balanced hydrophilicity and lipophilicity make it suitable for designing biologically active molecules, including enzyme inhibitors or ligands. Proper handling under inert conditions is recommended to preserve its integrity.
1H-Imidazole-5-propanol structure
1H-Imidazole-5-propanol structure
Product Name:1H-Imidazole-5-propanol
CAS No:49549-75-9
MF:C6H10N2O
MW:126.156401157379
MDL:MFCD03840593
CID:325599
PubChem ID:572700
Update Time:2025-06-08

1H-Imidazole-5-propanol Chemical and Physical Properties

Names and Identifiers

    • 1H-Imidazole-5-propanol
    • 3-(1H-Imidazol-4-yl)-1-propanol
    • 3-(1H-imidazol-5-yl)propan-1-ol
    • 4-(3-HYDROXYPROPYL)-1H-IMIDAZOLE
    • BDBM50408042
    • EN300-1816933
    • 3-(4-imidazolyl) propanol
    • CS-0197604
    • AC-25678
    • 3-(1H-IMIDAZOL-4-YL)PROPAN-1-OL
    • 49549-75-9
    • DTXSID00341384
    • FT-0766780
    • 3-(1H-Imidazol-4-yl)-1-propanol #
    • 3-(1H-Imidazol-4-yl)-propan-1-ol
    • MFCD03840593
    • 3-(1H-imidazol-4-yl)propanol
    • AKOS006237653
    • A871783
    • CHEMBL555594
    • SCHEMBL649132
    • CHEMBL1195926
    • DA-05498
    • MDL: MFCD03840593
    • Inchi: 1S/C6H10N2O/c9-3-1-2-6-4-7-5-8-6/h4-5,9H,1-3H2,(H,7,8)
    • InChI Key: DKFVEDKCRIZEEM-UHFFFAOYSA-N
    • SMILES: OCCCC1=CN=CN1

Computed Properties

  • Exact Mass: 126.079312947g/mol
  • Monoisotopic Mass: 126.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 3
  • Complexity: 77.5
  • 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: -0.1
  • Topological Polar Surface Area: 48.9?2

1H-Imidazole-5-propanol Pricemore >>

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Additional information on 1H-Imidazole-5-propanol

Recent Advances in the Study of 1H-Imidazole-5-propanol (CAS: 49549-75-9) and Its Applications in Chemical Biology and Medicine

The compound 1H-Imidazole-5-propanol (CAS: 49549-75-9) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This heterocyclic compound, characterized by its imidazole ring and propanol side chain, serves as a crucial building block in the synthesis of various bioactive molecules. Recent studies have explored its potential in drug discovery, enzyme inhibition, and as a precursor for novel therapeutic agents. This research brief aims to summarize the latest findings and advancements related to this compound, providing insights into its chemical properties, biological activities, and potential industrial applications.

One of the key areas of research involving 1H-Imidazole-5-propanol is its role in the development of enzyme inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory effects against certain kinases involved in inflammatory pathways. The study utilized molecular docking and kinetic assays to elucidate the binding mechanisms, revealing that the imidazole ring plays a critical role in interacting with the active site of the target enzymes. These findings open new avenues for designing anti-inflammatory drugs with improved specificity and reduced side effects.

In addition to its pharmacological potential, 1H-Imidazole-5-propanol has also been investigated for its utility in chemical biology. A recent preprint on bioRxiv highlighted its use as a fluorescent probe for detecting reactive oxygen species (ROS) in cellular environments. The study reported that the compound's imidazole moiety undergoes specific oxidative modifications in the presence of ROS, resulting in measurable fluorescence changes. This property makes it a promising tool for real-time monitoring of oxidative stress in biological systems, with potential applications in diagnostics and drug screening.

Another noteworthy development is the exploration of 1H-Imidazole-5-propanol as a precursor for metal-organic frameworks (MOFs). A 2024 paper in Advanced Materials described the synthesis of a novel MOF using this compound as a ligand. The resulting framework exhibited high porosity and stability, making it suitable for applications in gas storage and catalysis. The researchers emphasized the compound's ability to form stable coordination bonds with transition metals, a property that could be leveraged for designing advanced materials with tailored functionalities.

Despite these promising advancements, challenges remain in the large-scale production and application of 1H-Imidazole-5-propanol. Issues such as synthetic yield, purity, and cost-effectiveness need to be addressed to facilitate its broader adoption in industrial and pharmaceutical settings. Future research directions may include optimizing synthetic routes, exploring new derivatives with enhanced bioactivity, and investigating its potential in emerging fields such as nanotechnology and personalized medicine.

In conclusion, 1H-Imidazole-5-propanol (CAS: 49549-75-9) represents a versatile and valuable compound in the realm of chemical biology and medicine. Its diverse applications—from drug discovery to materials science—underscore its importance as a research focus. Continued investigation into its properties and potential uses will likely yield further breakthroughs, contributing to advancements in both academic and industrial sectors.

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