Cas no 1196157-12-6 (2-(chloromethyl)-4-methyl-1,3-oxazole)

2-(Chloromethyl)-4-methyl-1,3-oxazole is a heterocyclic organic compound featuring a reactive chloromethyl group attached to a 4-methyloxazole core. This structure makes it a versatile intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and functional materials. The chloromethyl group enables facile nucleophilic substitution reactions, allowing for further derivatization, while the oxazole ring contributes to stability and potential bioactivity. Its high purity and well-defined reactivity profile make it suitable for precision applications in medicinal chemistry and material science. Proper handling under inert conditions is recommended due to its sensitivity to moisture and potential reactivity.
2-(chloromethyl)-4-methyl-1,3-oxazole structure
1196157-12-6 structure
Product Name:2-(chloromethyl)-4-methyl-1,3-oxazole
CAS No:1196157-12-6
MF:C5H6ClNO
MW:131.560240268707
MDL:MFCD13190297
CID:2616784
PubChem ID:70663571
Update Time:2025-10-21

2-(chloromethyl)-4-methyl-1,3-oxazole Chemical and Physical Properties

Names and Identifiers

    • 2-(chloromethyl)-4-methyl-1,3-oxazole
    • 2-Chloromethyl-4-methyl-oxazole
    • 1196157-12-6
    • MFCD13190297
    • 2-(Chloromethyl)-4-methyloxazole;2-(Chloromethyl)-4-methyl-1,3-oxazole
    • AB70149
    • 2-(CHLOROMETHYL)-4-METHYLOXAZOLE
    • SCHEMBL12098009
    • AKOS032961192
    • SY388905
    • EN300-194497
    • Oxazole, 2-(chloromethyl)-4-methyl-
    • NZAXBBLHJYXFEZ-UHFFFAOYSA-N
    • BCP31162
    • MDL: MFCD13190297
    • Inchi: 1S/C5H6ClNO/c1-4-3-8-5(2-6)7-4/h3H,2H2,1H3
    • InChI Key: NZAXBBLHJYXFEZ-UHFFFAOYSA-N
    • SMILES: ClCC1=NC(C)=CO1

Computed Properties

  • Exact Mass: 131.0137915Da
  • Monoisotopic Mass: 131.0137915Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 78.8
  • 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: 1.2
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • Density: 1.202±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 167.1±23.0 oC (760 Torr),
  • Flash Point: 54.8±22.6 oC,
  • Solubility: Slightly soluble (21 g/l) (25 o C),

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Additional information on 2-(chloromethyl)-4-methyl-1,3-oxazole

Professional Introduction to Compound with CAS No. 1196157-12-6 and Product Name: 2-(chloromethyl)-4-methyl-1,3-oxazole

The compound with the CAS number 1196157-12-6 and the product name 2-(chloromethyl)-4-methyl-1,3-oxazole represents a significant area of interest in the field of chemical biology and pharmaceutical research. This heterocyclic compound, featuring a 1,3-oxazole core with substituents at the 2- and 4-positions, has garnered attention due to its versatile structural framework and potential applications in drug discovery. The presence of a chloromethyl group at the 2-position introduces reactivity that can be exploited for further functionalization, making it a valuable intermediate in synthetic chemistry.

Recent advancements in medicinal chemistry have highlighted the importance of 1,3-oxazole derivatives in developing novel therapeutic agents. These compounds exhibit a range of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. The structural motif of 1,3-oxazole is particularly appealing due to its ability to mimic natural products and bioactive molecules, thereby serving as a scaffold for drug design. The addition of a methyl group at the 4-position further enhances the compound's complexity and potential for selective interactions with biological targets.

In the context of current research, the reactivity of 2-(chloromethyl)-4-methyl-1,3-oxazole has been explored in various synthetic pathways. The chloromethyl functionality allows for nucleophilic substitution reactions, enabling the introduction of diverse side chains or pharmacophores. This characteristic makes it particularly useful in constructing more complex molecules with tailored biological properties. For instance, researchers have utilized this compound to synthesize derivatives that exhibit enhanced binding affinity to specific protein targets, which is crucial for developing targeted therapies.

One notable application of 2-(chloromethyl)-4-methyl-1,3-oxazole is in the development of kinase inhibitors. Kinases are enzymes that play a critical role in cell signaling pathways and are often implicated in diseases such as cancer. By modifying the structure of this compound to improve its interactions with kinase domains, scientists aim to develop drugs that can modulate these pathways effectively. Preliminary studies have shown promising results in vitro, indicating that certain derivatives of 2-(chloromethyl)-4-methyl-1,3-oxazole can inhibit the activity of specific kinases while maintaining selectivity against closely related enzymes.

The synthesis of 2-(chloromethyl)-4-methyl-1,3-oxazole involves multi-step organic transformations that highlight its synthetic utility. The process typically begins with the preparation of a precursor molecule containing the 1,3-oxazole ring system. Subsequent functionalization at the 2- and 4-positions introduces the desired substituents. The chloromethylation step is particularly critical and requires careful control to ensure high yield and purity. Advances in catalytic methods have improved the efficiency of this transformation, making it more accessible for large-scale production.

From a computational chemistry perspective, understanding the molecular interactions of 2-(chloromethyl)-4-methyl-1,3-oxazole is essential for rational drug design. Molecular modeling studies have been employed to predict how this compound might bind to biological targets at the atomic level. These simulations provide insights into key interaction points such as hydrogen bonds and hydrophobic contacts, which are critical for optimizing drug efficacy and minimizing side effects. By integrating experimental data with computational predictions, researchers can refine their designs for maximum therapeutic benefit.

The pharmaceutical industry has shown considerable interest in exploring derivatives of 2-(chloromethyl)-4-methyl-1,3-oxazole due to their potential as lead compounds for new drugs. Several academic groups and biotech companies have reported novel synthetic strategies for generating analogs with improved pharmacokinetic properties. These efforts include modifications aimed at enhancing solubility, reducing toxicity, and prolonging bioavailability—key factors that determine a drug's clinical success.

Future directions in research on 2-(chloromethyl)-4-methyl-1,3-oxazole may involve expanding its applications beyond kinase inhibition. For example, studies are underway to investigate its potential as an antiviral agent or an immunomodulator. The flexibility of its structural framework allows for diverse modifications that could tailor its biological activity toward different therapeutic areas. Additionally, green chemistry principles are being applied to develop more sustainable synthetic routes for this compound.

In conclusion,2-(chloromethyl)-4-methyl-1,3-oxazole (CAS No. 1196157-12-6) represents a promising scaffold in pharmaceutical research due to its unique structural features and reactivity. Its potential applications span multiple therapeutic categories, making it a valuable asset for drug discovery programs worldwide. As synthetic methodologies continue to evolve and computational tools become more sophisticated,this compound will likely remain at the forefront of medicinal chemistry innovation.

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