Cas no 121716-35-6 (Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate)

Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate is a pyrazole-based heterocyclic compound with significant utility in organic synthesis and pharmaceutical research. Its structure features a chloro-substituted pyrazole core linked to a 2-nitrophenyl group and an ethyl ester moiety, offering versatile reactivity for further functionalization. This compound serves as a valuable intermediate in the development of agrochemicals, pharmaceuticals, and other fine chemicals due to its stable yet modifiable framework. The presence of both electron-withdrawing (nitro and chloro) and electron-donating (ester) groups enhances its potential for diverse chemical transformations, including nucleophilic substitutions and cyclization reactions. Its well-defined crystalline properties facilitate purification and characterization, making it a reliable building block for research applications.
Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate structure
121716-35-6 structure
Product Name:Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate
CAS No:121716-35-6
MF:C12H10ClN3O4
MW:295.678501605988
CID:94882
PubChem ID:53302124
Update Time:2025-06-13

Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate
    • ethyl 5-chloro-1-(2-nitrophenyl)pyrazole-4-carboxylate
    • 5-Chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester
    • DTXSID20693312
    • FT-0737171
    • ethyl5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate
    • AKOS015899682
    • 121716-35-6
    • Inchi: 1S/C12H10ClN3O4/c1-2-20-12(17)8-7-14-15(11(8)13)9-5-3-4-6-10(9)16(18)19/h3-7H,2H2,1H3
    • InChI Key: XIHXVSUWUPYOLW-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)OCC)C=NN1C1C=CC=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 295.036
  • Monoisotopic Mass: 295.036
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 376
  • 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: 89.9A^2
  • XLogP3: 2.9

Experimental Properties

  • Density: 1.46

Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate Pricemore >>

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Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate Related Literature

Additional information on Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate

Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate (CAS No. 121716-35-6): A Comprehensive Overview

Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate (CAS No. 121716-35-6) is a significant compound in the field of pharmaceutical chemistry, exhibiting a unique structural framework that has garnered considerable attention for its potential applications in drug discovery and medicinal chemistry. This compound, characterized by its chloro and nitro substituents, as well as its pyrazole core, presents an intriguing scaffold for further chemical manipulation and biological evaluation.

The< strong>Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate molecule belongs to the pyrazole class of heterocyclic compounds, which are widely recognized for their diverse biological activities and pharmacological properties. Pyrazoles have been extensively studied due to their role as key intermediates in the synthesis of various therapeutic agents, including antiviral, anti-inflammatory, and anticancer drugs. The presence of a chloro group at the 5-position and a nitro group at the 1-(2-nitrophenyl) position enhances the compound's reactivity and functionalization potential, making it a valuable candidate for further exploration.

In recent years, there has been a surge in research focused on developing novel heterocyclic compounds with enhanced pharmacological profiles. The< strong>Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate (CAS No. 121716-35-6) structure has been investigated for its potential in modulating various biological pathways. Specifically, studies have highlighted its ability to interact with enzymes and receptors involved in inflammatory responses, making it a promising candidate for the development of new anti-inflammatory agents.

The< strong>Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate compound has also been explored in the context of anticancer research. The pyrazole core is known to exhibit cytotoxic effects against various cancer cell lines, and the introduction of electron-withdrawing groups such as chloro and nitro enhances these effects. Preliminary studies have demonstrated that this compound can induce apoptosis in cancer cells by inhibiting key signaling pathways involved in cell proliferation and survival.

Beyond its applications in inflammation and cancer research, the< strong>Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate (CAS No. 121716-35-6) has shown promise in other therapeutic areas. For instance, it has been investigated for its potential role in neuroprotective therapies. The pyrazole scaffold is known to cross the blood-brain barrier, allowing it to reach central nervous system targets. This property makes it an attractive candidate for developing treatments against neurodegenerative diseases such as Alzheimer's and Parkinson's.

The synthesis of< strong>Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate involves a multi-step process that requires careful optimization to ensure high yield and purity. The key steps include the condensation of appropriately substituted hydrazines with β-keto esters or ketones, followed by functional group transformations such as chlorination and nitration. Advanced synthetic techniques, including catalytic hydrogenation and palladium-catalyzed cross-coupling reactions, have been employed to improve the efficiency of these transformations.

The< strong>Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate (CAS No. 121716-35-6) molecule has also been studied computationally to understand its molecular interactions and binding affinities. Molecular docking simulations have revealed that this compound can bind effectively to various biological targets, including enzymes and receptors involved in disease pathways. These computational studies provide valuable insights into the potential pharmacological activity of this compound and help guide further experimental investigations.

In conclusion, Ethyl 5-chloro-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylate (CAS No. 121716-35-6) is a versatile compound with significant potential in pharmaceutical research. Its unique structural features make it an attractive scaffold for developing novel therapeutic agents targeting various diseases, including cancer, inflammation, and neurodegenerative disorders. Further research is warranted to fully elucidate its biological activities and explore its therapeutic applications.

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