Cas no 25364-43-6 (1-(m-tolyl)imidazole)

1-(m-Tolyl)imidazole is a heterocyclic organic compound featuring an imidazole ring substituted with a meta-tolyl group at the 1-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The compound exhibits good thermal stability and solubility in common organic solvents, facilitating its use in various reactions, including coordination chemistry and catalysis. Its electron-rich imidazole core enables effective metal coordination, while the meta-tolyl group enhances lipophilicity, broadening its applicability in medicinal chemistry. 1-(m-Tolyl)imidazole is particularly useful in the development of ligands for transition-metal catalysts and as a building block for bioactive molecules, owing to its balanced reactivity and structural versatility.
1-(m-tolyl)imidazole structure
1-(m-tolyl)imidazole structure
Product Name:1-(m-tolyl)imidazole
CAS No:25364-43-6
MF:C10H10N2
MW:158.199801921844
MDL:MFCD00060488
CID:254039
PubChem ID:520197
Update Time:2025-07-02

1-(m-tolyl)imidazole Chemical and Physical Properties

Names and Identifiers

    • 1H-Imidazole, 1-(3-methylphenyl)-
    • 1-(m-Tolyl)imidazole
    • 1-M-TOLYL-1H-IMIDAZOLE
    • 1-(3-methylphenyl)imidazole
    • DTXSID60334277
    • J-015957
    • FS-1560
    • 1-(m-tolyl)-1H-imidazole
    • 25364-43-6
    • 1-(3-Tolyl)imidazole
    • AKOS006344689
    • 1H-Imidazole,1-(3-methylphenyl)-
    • FT-0638509
    • MFCD00060488
    • A817816
    • 1-(3-Methylphenyl)-1H-imidazole
    • SCHEMBL872242
    • CONMFQGRYDVJRS-UHFFFAOYSA-N
    • 1-(3-Methylphenyl)-1H-imidazole #
    • 1-(m-Tolyl)imidazole, AldrichCPR
    • DB-018667
    • imidazole, 1-(3-methyl)phenyl-
    • 1-(m-tolyl)imidazole
    • MDL: MFCD00060488
    • Inchi: 1S/C10H10N2/c1-9-3-2-4-10(7-9)12-6-5-11-8-12/h2-8H,1H3
    • InChI Key: CONMFQGRYDVJRS-UHFFFAOYSA-N
    • SMILES: N1(C=NC=C1)C1C=CC=C(C)C=1

Computed Properties

  • Exact Mass: 158.08400
  • Monoisotopic Mass: 158.084
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 147
  • 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: 17.8A^2
  • XLogP3: 2

Experimental Properties

  • Density: 1,1 g/cm3
  • Boiling Point: 145°C 1mm
  • Flash Point: 135.9±22.1 °C
  • Refractive Index: 1.581
  • PSA: 17.82000
  • LogP: 2.18070
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

1-(m-tolyl)imidazole Security Information

1-(m-tolyl)imidazole Customs Data

  • HS CODE:2933290090
  • Customs Data:

    China Customs Code:

    2933290090

    Overview:

    2933290090. Other compounds with non fused imidazole ring in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1-(m-tolyl)imidazole Pricemore >>

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Additional information on 1-(m-tolyl)imidazole

Professional Introduction to Compound with CAS No. 25364-43-6 and Product Name: 1-(m-tolyl)imidazole

1-(m-tolyl)imidazole, identified by the Chemical Abstracts Service (CAS) number 25364-43-6, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the imidazole class, characterized by a five-membered ring containing two nitrogen atoms. The presence of a methyl group at the meta position relative to the phenyl ring in 1-(m-tolyl)imidazole imparts unique electronic and steric properties, making it a versatile scaffold for the development of various bioactive molecules.

The structural motif of 1-(m-tolyl)imidazole has been extensively explored in drug discovery due to its ability to interact with biological targets through hydrogen bonding and hydrophobic interactions. Recent studies have highlighted its potential in the design of inhibitors targeting enzymes and receptors involved in inflammatory and infectious diseases. The meta-substitution pattern enhances the compound's solubility and metabolic stability, which are critical factors in pharmaceutical development.

In the realm of medicinal chemistry, 1-(m-tolyl)imidazole has been utilized as a key building block in synthesizing novel therapeutic agents. For instance, derivatives of this compound have shown promise in inhibiting cyclin-dependent kinases (CDKs), which are pivotal in cell cycle regulation and have been implicated in cancer progression. The aromatic ring system of 1-(m-tolyl)imidazole allows for further functionalization, enabling chemists to tailor properties such as binding affinity and selectivity.

Recent advancements in computational chemistry have facilitated the rational design of 1-(m-tolyl)imidazole-based molecules with enhanced pharmacological profiles. Molecular docking studies have identified specific residues on target proteins that interact favorably with this scaffold, providing insights into structure-activity relationships (SAR). These findings have guided the optimization of lead compounds toward higher efficacy and reduced off-target effects.

The pharmaceutical industry has also leveraged 1-(m-tolyl)imidazole in the development of antimicrobial agents. Emerging evidence suggests that modifications at the nitrogen atoms of the imidazole ring can confer broad-spectrum activity against resistant bacterial strains. This has spurred interest in exploring 1-(m-tolyl)imidazole as a precursor for next-generation antibiotics, addressing critical challenges in global healthcare.

Moreover, 1-(m-tolyl)imidazole has found applications beyond traditional drug discovery. Its unique electronic properties make it a valuable component in materials science, particularly in organic electronics and sensors. Researchers have demonstrated its use in designing luminescent probes for bioimaging, highlighting its interdisciplinary relevance.

The synthesis of 1-(m-tolyl)imidazole typically involves condensation reactions between substituted phenols or anilines with amidines under controlled conditions. Advances in green chemistry have led to more sustainable synthetic routes, minimizing waste and energy consumption. These environmentally conscious approaches align with global efforts to promote sustainable pharmaceutical manufacturing.

In conclusion, 1-(m-tolyl)imidazole (CAS No. 25364-43-6) represents a multifaceted compound with significant potential across multiple domains of science and industry. Its structural versatility, coupled with recent discoveries in medicinal chemistry and materials science, underscores its importance as a research tool and commercial product. As scientific understanding continues to evolve, further applications and innovations involving this compound are anticipated to emerge, reinforcing its role as a cornerstone of modern chemical research.

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