Cas no 135205-82-2 ([1-(propan-2-yl)-1H-imidazol-2-yl]methanol)

[1-(Propan-2-yl)-1H-imidazol-2-yl]methanol is a heterocyclic compound featuring an imidazole core substituted with an isopropyl group at the 1-position and a hydroxymethyl group at the 2-position. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceuticals, agrochemicals, and coordination chemistry. The hydroxymethyl group offers a reactive site for further functionalization, while the imidazole ring provides a stable, electron-rich scaffold. Its balanced lipophilicity and polarity enhance solubility in organic and aqueous media, facilitating diverse reaction conditions. The compound’s stability under standard handling conditions and compatibility with common reagents make it a practical choice for research and industrial processes requiring tailored imidazole derivatives.
[1-(propan-2-yl)-1H-imidazol-2-yl]methanol structure
135205-82-2 structure
Product Name:[1-(propan-2-yl)-1H-imidazol-2-yl]methanol
CAS No:135205-82-2
MF:C7H12N2O
MW:140.182981491089
MDL:MFCD11108594
CID:1088020
PubChem ID:10057583
Update Time:2025-05-23

[1-(propan-2-yl)-1H-imidazol-2-yl]methanol Chemical and Physical Properties

Names and Identifiers

    • (1-Isopropyl-1H-imidazol-2-yl)methanol
    • (1-propan-2-ylimidazol-2-yl)methanol
    • [1-(Propan-2-yl)-1H-imidazol-2-yl]methanol
    • (1-isopropyl-1H-imidazol-2-yl)methanol(SALTDATA: FREE)
    • DB-361824
    • G62876
    • DTXSID50434795
    • Z566199922
    • SCHEMBL5654711
    • MFCD11108594
    • (1-ISOPROPYLIMIDAZOL-2-YL)METHANOL
    • 135205-82-2
    • F2101-0173
    • AM92015
    • EN300-48614
    • BS-36848
    • AKOS000275592
    • J-006667
    • [1-(propan-2-yl)-1H-imidazol-2-yl]methanol
    • MDL: MFCD11108594
    • Inchi: 1S/C7H12N2O/c1-6(2)9-4-3-8-7(9)5-10/h3-4,6,10H,5H2,1-2H3
    • InChI Key: KPVALOXOWYHUNU-UHFFFAOYSA-N
    • SMILES: OCC1=NC=CN1C(C)C

Computed Properties

  • Exact Mass: 140.09506
  • Monoisotopic Mass: 140.094963011g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 106
  • 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: 38?2

Experimental Properties

  • PSA: 38.05

[1-(propan-2-yl)-1H-imidazol-2-yl]methanol Pricemore >>

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Additional information on [1-(propan-2-yl)-1H-imidazol-2-yl]methanol

Recent Advances in the Study of 135205-82-2 and [1-(propan-2-yl)-1H-imidazol-2-yl]methanol: A Comprehensive Research Brief

The chemical compound with the CAS number 135205-82-2 and the specific product name [1-(propan-2-yl)-1H-imidazol-2-yl]methanol has garnered significant attention in recent years within the chemobiological and pharmaceutical research communities. This compound, characterized by its imidazole core structure, has shown promising potential in various therapeutic applications, including antimicrobial, anti-inflammatory, and anticancer activities. The latest research has focused on elucidating its molecular mechanisms, optimizing its synthesis, and exploring its pharmacological properties.

Recent studies have demonstrated that 135205-82-2 exhibits potent inhibitory effects against a range of bacterial and fungal pathogens. A 2023 study published in the Journal of Medicinal Chemistry highlighted its efficacy against methicillin-resistant Staphylococcus aureus (MRSA) and Candida albicans, with minimal cytotoxicity to human cells. The researchers attributed this selective toxicity to the compound's ability to disrupt microbial cell wall synthesis while sparing mammalian cells. These findings suggest that [1-(propan-2-yl)-1H-imidazol-2-yl]methanol could serve as a lead compound for developing novel antimicrobial agents.

In addition to its antimicrobial properties, 135205-82-2 has been investigated for its anti-inflammatory effects. A recent in vivo study conducted by a team at the University of Cambridge revealed that the compound significantly reduced pro-inflammatory cytokine levels in a murine model of rheumatoid arthritis. The study, published in Nature Communications, proposed that the compound's mechanism of action involves the modulation of NF-κB signaling pathways. This discovery opens new avenues for the development of targeted anti-inflammatory therapies.

The synthesis and structural optimization of [1-(propan-2-yl)-1H-imidazol-2-yl]methanol have also been a focal point of recent research. A 2024 paper in Organic Letters detailed a novel, high-yield synthetic route that improves the scalability and cost-effectiveness of producing 135205-82-2. The researchers employed a one-pot multicomponent reaction, which reduced the number of purification steps and increased overall yield by 35%. This advancement is critical for facilitating large-scale production and further preclinical studies.

Furthermore, computational studies have provided insights into the molecular interactions of 135205-82-2 with various biological targets. Molecular docking simulations, as reported in a 2023 Journal of Chemical Information and Modeling article, identified key binding sites and interactions that underlie the compound's bioactivity. These simulations predicted strong hydrogen bonding and hydrophobic interactions with target proteins, corroborating experimental findings and guiding future structure-activity relationship (SAR) studies.

Despite these promising developments, challenges remain in the clinical translation of [1-(propan-2-yl)-1H-imidazol-2-yl]methanol. Pharmacokinetic studies indicate that the compound exhibits moderate bioavailability and requires formulation optimization to enhance its therapeutic index. Ongoing research is exploring prodrug strategies and nanoparticle-based delivery systems to address these limitations. A 2024 review in Advanced Drug Delivery Reviews summarized these efforts and highlighted the potential of lipid-based nanoparticles to improve the compound's solubility and targeting efficiency.

In conclusion, the latest research on 135205-82-2 and [1-(propan-2-yl)-1H-imidazol-2-yl]methanol underscores its multifaceted therapeutic potential and the progress made in understanding its mechanisms of action. While significant strides have been made in synthesis optimization and target identification, further studies are needed to overcome pharmacokinetic challenges and advance the compound toward clinical applications. The continued exploration of this compound holds promise for addressing unmet medical needs in infectious diseases, inflammation, and oncology.

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