Cas no 90002-88-3 (2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one)

2-Chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one is a specialized organic compound featuring a pyrazole core substituted with a chloroacetyl group and three methyl substituents. Its structural configuration makes it a valuable intermediate in synthetic organic chemistry, particularly for the development of heterocyclic compounds and pharmacologically active molecules. The chloroacetyl moiety offers reactivity for nucleophilic substitution, enabling further functionalization, while the trimethylpyrazole group enhances stability and influences electronic properties. This compound is suited for applications in medicinal chemistry, agrochemical research, and material science, where precise molecular modifications are required. Its well-defined reactivity profile and stability under standard conditions make it a practical choice for targeted synthetic pathways.
2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one structure
90002-88-3 structure
Product Name:2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one
CAS No:90002-88-3
MF:C8H11ClN2O
MW:186.638740777969
MDL:MFCD19347857
CID:797862
PubChem ID:82125395
Update Time:2025-06-09

2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • Ethanone,2-chloro-1-(1,3,5-trimethyl-1H-pyrazol-4-yl)-
    • Ketone, chloromethyl 1,3,5-trimethylpyrazol-4-yl (7CI)
    • 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one
    • 90002-88-3
    • CS-0288559
    • 2-Chloro-1-(1,3,5-trimethyl-1H-pyrazol-4-yl)ethanone
    • 2-Chloro-1-(1,3,5-trimethyl-1h-pyrazol-4-yl)ethan-1-one
    • Ethanone, 2-chloro-1-(1,3,5-trimethyl-1H-pyrazol-4-yl)-
    • DTXSID301204151
    • EN300-1983131
    • MDL: MFCD19347857
    • Inchi: 1S/C8H11ClN2O/c1-5-8(7(12)4-9)6(2)11(3)10-5/h4H2,1-3H3
    • InChI Key: GHRHARDUUXVWPG-UHFFFAOYSA-N
    • SMILES: ClCC(C1C(C)=NN(C)C=1C)=O

Computed Properties

  • Exact Mass: 186.0559907g/mol
  • Monoisotopic Mass: 186.0559907g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 186
  • 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: 1.3
  • Topological Polar Surface Area: 34.9?2

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Additional information on 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one

Professional Introduction to 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one (CAS No. 90002-88-3)

2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one is a significant compound in the field of pharmaceutical chemistry, known for its versatile applications in drug discovery and development. This compound, identified by the CAS number 90002-88-3, has garnered attention due to its structural features and potential biological activities. The presence of a chloro substituent and a trimethyl-1H-pyrazol-4-yl moiety makes it a valuable intermediate in synthesizing various pharmacologically active molecules.

The compound's molecular structure, characterized by a ketone group and a pyrazole ring, positions it as a key building block in the synthesis of heterocyclic derivatives. These derivatives are of particular interest in medicinal chemistry due to their demonstrated efficacy in targeting various disease pathways. Recent advancements in computational chemistry have further highlighted the importance of such structural motifs in designing novel therapeutic agents.

In the context of contemporary research, 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one has been explored for its role in developing inhibitors targeting enzymes involved in inflammatory responses. The pyrazole ring, a well-known pharmacophore, is frequently incorporated into drug molecules due to its ability to modulate enzyme activity effectively. Studies have shown that derivatives of this compound exhibit promising anti-inflammatory properties by inhibiting key enzymes such as COX and LOX.

The chloro substituent on the molecule enhances its reactivity, making it an attractive candidate for further functionalization. This reactivity allows chemists to introduce additional groups that can improve the compound's pharmacokinetic properties, such as solubility and bioavailability. In recent years, there has been a surge in research focused on optimizing these properties to enhance drug delivery systems.

One of the most exciting applications of 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one is in the development of antiviral agents. The pyrazole core has been identified as a crucial component in several antiviral drugs, demonstrating its ability to interfere with viral replication mechanisms. Researchers are currently investigating how modifications to this core structure can lead to more potent antiviral compounds. The chloro group's presence facilitates further chemical transformations, enabling the synthesis of complex derivatives with enhanced antiviral activity.

The compound's versatility also extends to its role in anticancer research. Pyrazole derivatives have shown significant promise in targeting various types of cancer by inhibiting key signaling pathways involved in tumor growth and progression. The structural features of 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one make it an excellent candidate for designing molecules that can selectively bind to cancer cell receptors, thereby disrupting tumor growth without harming healthy cells.

In addition to its biological applications, this compound has found utility in materials science. The unique electronic properties of the pyrazole ring make it suitable for use in organic semiconductors and other advanced materials. Researchers are exploring how incorporating this moiety into polymer matrices can enhance the performance of electronic devices, leading to innovations in areas such as flexible electronics and solar cells.

The synthesis of 2-chloro-1-(trimethyl-1H-pyrazol-4-yl)ethan-1-one involves multi-step organic reactions that highlight the compound's synthetic significance. Advanced synthetic techniques, including cross-coupling reactions and palladium catalysis, are often employed to construct the desired molecular framework efficiently. These methods not only showcase the compound's complexity but also demonstrate the ingenuity required in modern pharmaceutical synthesis.

The growing body of research on this compound underscores its importance as a chemical entity with far-reaching implications. As our understanding of its properties and potential applications continues to expand, so too does its relevance in addressing global health challenges. The integration of computational modeling with experimental chemistry has further accelerated progress, allowing researchers to predict and validate new derivatives with unprecedented accuracy.

In conclusion, 2-chloro-1-(trimethyl-1H-pyrazol-4-y)ethanone (CAS No. 90002-883) stands as a testament to the power of structural diversity in drug discovery. Its unique combination of functional groups and biological activity makes it a cornerstone in modern medicinal chemistry. As research advances, this compound will undoubtedly continue to play a pivotal role in developing next-generation therapeutics that improve human health and well-being.

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