Cas no 137090-44-9 (4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole)

4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole is a versatile heterocyclic compound featuring a chloromethyl functional group, which enhances its reactivity in further synthetic modifications. The oxazole core, combined with the 4-methylphenyl substituent, contributes to its stability and utility in organic synthesis. This compound is particularly valuable as an intermediate in pharmaceutical and agrochemical applications, where its structural motifs are leveraged for constructing more complex molecules. The presence of both chloromethyl and methyl groups allows for selective functionalization, making it a useful building block in medicinal chemistry and material science. Its well-defined reactivity profile ensures consistent performance in nucleophilic substitution and cross-coupling reactions.
4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole structure
137090-44-9 structure
Product Name:4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole
CAS No:137090-44-9
MF:C12H12ClNO
MW:221.682782173157
MDL:MFCD08059927
CID:1074395
PubChem ID:329775822
Update Time:2025-05-28

4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole Chemical and Physical Properties

Names and Identifiers

    • 4-(Chloromethyl)-5-methyl-2-(p-tolyl)oxazole
    • 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole
    • [5-Methyl-2-(4-methylphenyl)-4-oxazolyl]methyl Chloride
    • 4-(chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole(SALTDATA: FREE)
    • 4-(chloromethyl)-5-methyl-2-(4-methylphenyl)oxazole
    • 4-(chloromethyl)-5-methyl-2-p-tolyloxazole
    • 4-c
    • 4-chloromethyl-2-(4-methylphenyl)-5-methyl-1,3-oxazole
    • 4-chloromethyl-2-(4-methylphenyl)-5-methyloxazole
    • 4-chloromethyl-5-methyl-2-p-tolyl-oxazole
    • AC1NNSLR
    • ACMC-20mwfs
    • Ambcb4013762
    • CTK0F3652
    • Oxazole, 4-(chloromethyl)-5-methyl-2-(4-methylphenyl)-
    • SureCN2330165
    • AKOS000266446
    • CHEMBRDG-BB 4013762
    • 137090-44-9
    • MFCD08059927
    • DTXSID90408091
    • SCHEMBL2330165
    • DQTOUJFUSUPWOK-UHFFFAOYSA-N
    • 4-chloromethyl-5-methyl-2-p-tolyloxazole
    • CS-0046833
    • DA-18876
    • BS-35684
    • EU-0029305
    • 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole, AldrichCPR
    • 4-chloromethyl-2-(4-methylphenyl)-5-methyl-l,3-oxazole
    • MDL: MFCD08059927
    • Inchi: 1S/C12H12ClNO/c1-8-3-5-10(6-4-8)12-14-11(7-13)9(2)15-12/h3-6H,7H2,1-2H3
    • InChI Key: DQTOUJFUSUPWOK-UHFFFAOYSA-N
    • SMILES: ClCC1=C(C)OC(C2C=CC(C)=CC=2)=N1

Computed Properties

  • Exact Mass: 221.06100
  • Monoisotopic Mass: 221.0607417g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 204
  • 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: 3.2
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • Density: 1.16
  • Boiling Point: 350.6°C at 760 mmHg
  • Flash Point: 165.8°C
  • Refractive Index: 1.547
  • PSA: 26.03000
  • LogP: 3.69720

4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole Pricemore >>

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Additional information on 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole

Recent Advances in the Study of 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole (CAS: 137090-44-9)

The compound 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole (CAS: 137090-44-9) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This oxazole derivative is a key intermediate in the synthesis of various bioactive molecules, particularly those targeting inflammatory and oncological pathways. Recent studies have explored its reactivity, pharmacological properties, and utility in the design of novel therapeutic agents.

One of the most notable advancements in the study of this compound is its role as a building block for the synthesis of kinase inhibitors. Kinases are critical regulators of cellular processes, and their dysregulation is implicated in numerous diseases, including cancer. Researchers have demonstrated that modifications to the oxazole core of 137090-44-9 can yield compounds with high selectivity and potency against specific kinase targets. For instance, a 2023 study published in the Journal of Medicinal Chemistry highlighted the successful incorporation of this oxazole derivative into a series of EGFR (epidermal growth factor receptor) inhibitors, showing promising anti-tumor activity in preclinical models.

In addition to its applications in oncology, 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole has been investigated for its anti-inflammatory properties. A recent study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of this compound exhibit significant inhibitory effects on the production of pro-inflammatory cytokines, such as TNF-α and IL-6. These findings suggest its potential as a scaffold for developing new anti-inflammatory drugs, particularly for conditions like rheumatoid arthritis and inflammatory bowel disease.

The synthetic versatility of 137090-44-9 has also been a focus of recent research. Advances in green chemistry have led to the development of more efficient and environmentally friendly methods for its synthesis. For example, a 2022 paper in Organic Process Research & Development described a catalyst-free, one-pot synthesis of this oxazole derivative under mild conditions, significantly improving yield and reducing waste. Such innovations are critical for scaling up production and ensuring the sustainability of pharmaceutical manufacturing processes.

Despite these promising developments, challenges remain in the optimization of 4-(Chloromethyl)-5-methyl-2-(4-methylphenyl)-1,3-oxazole-based therapeutics. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed through further structural modifications and in-depth pharmacological studies. However, the compound's unique chemical properties and demonstrated bioactivity make it a valuable candidate for continued exploration in drug discovery.

In conclusion, recent research on 137090-44-9 underscores its potential as a versatile and pharmacologically relevant scaffold in medicinal chemistry. Ongoing studies are expected to further elucidate its mechanisms of action and expand its applications in the treatment of various diseases. The integration of computational modeling and high-throughput screening techniques will likely accelerate the discovery of new derivatives with enhanced therapeutic profiles.

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