Cas no 1437794-36-9 (4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole)

4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole is a halogenated pyrazole derivative featuring a cyclopentyl substituent and a trifluoromethyl group. This compound is of interest in pharmaceutical and agrochemical research due to its structural versatility and potential as a building block for bioactive molecules. The bromine atom at the 4-position offers a reactive site for further functionalization via cross-coupling reactions, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Its cyclopentyl moiety may influence steric and electronic properties, making it valuable in structure-activity relationship studies. The compound is typically used in synthetic chemistry for the development of novel heterocyclic frameworks with applications in medicinal chemistry and material science.
4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole structure
1437794-36-9 structure
Product Name:4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole
CAS No:1437794-36-9
MF:C9H10BrF3N2
MW:283.088311672211
MDL:MFCD24448783
CID:1313888
Update Time:2025-06-12

4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole
    • 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)-1H-pyrazole
    • 4-Bromo-1-cyclopentyl-3-trifluoromethyl-1H-pyrazole
    • AK160372
    • C9H10BrF3N2
    • KM3845
    • AM808033
    • PC448007
    • AX8293517
    • V3269
    • 1H-Pyrazole, 4-bromo-1-cyclopentyl-3-(trifluoromethyl)-
    • 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole
    • MDL: MFCD24448783
    • Inchi: 1S/C9H10BrF3N2/c10-7-5-15(6-3-1-2-4-6)14-8(7)9(11,12)13/h5-6H,1-4H2
    • InChI Key: ZUEJPPJFVKAOAO-UHFFFAOYSA-N
    • SMILES: BrC1C(C(F)(F)F)=NN(C=1)C1CCCC1

Computed Properties

  • Exact Mass: 281.99800
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 228
  • Topological Polar Surface Area: 17.8

Experimental Properties

  • PSA: 17.82000
  • LogP: 3.77950

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Additional information on 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole

Introduction to 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole (CAS No. 1437794-36-9)

4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole (CAS No. 1437794-36-9) is a versatile compound with significant potential in various chemical and pharmaceutical applications. This compound belongs to the class of pyrazoles, which are widely studied for their diverse biological activities, including anti-inflammatory, analgesic, and antitumor properties. The unique combination of a bromo substituent, a cyclopentyl group, and a trifluoromethyl group in its structure makes it an intriguing molecule for both academic research and industrial development.

The bromo substituent in 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole plays a crucial role in its reactivity and biological activity. Bromine is a halogen that can participate in various chemical reactions, such as nucleophilic substitution and coupling reactions. This makes the compound a valuable intermediate in the synthesis of more complex molecules. Recent studies have shown that brominated compounds can exhibit enhanced pharmacological properties, making them attractive candidates for drug development.

The cyclopentyl group in 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole adds structural complexity and rigidity to the molecule. Cycloalkyl groups are known to influence the conformational flexibility and lipophilicity of organic compounds, which are important factors in determining their biological activity and pharmacokinetic properties. Research has demonstrated that cycloalkyl-substituted pyrazoles can exhibit improved binding affinity to target proteins, making them promising leads for drug discovery.

The trifluoromethyl group is another key feature of 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole. Trifluoromethyl groups are highly electronegative and can significantly affect the electronic properties of a molecule. This group is often used to enhance the metabolic stability and bioavailability of drug candidates. Studies have shown that trifluoromethyl-substituted compounds can exhibit enhanced potency and selectivity, making them valuable for developing new therapeutic agents.

In the context of pharmaceutical research, 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole has been investigated for its potential as a lead compound in drug discovery programs. Its unique structural features make it an attractive starting point for the synthesis of more complex molecules with desired biological activities. For example, recent studies have explored the use of this compound as a scaffold for developing new anti-inflammatory drugs. The bromo substituent can be replaced with other functional groups to fine-tune the pharmacological properties of the resulting molecules.

Additionally, 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole has shown promise in the development of antitumor agents. The combination of its bromo, cyclopentyl, and trifluoromethyl groups provides a unique set of properties that can be exploited to design molecules with enhanced antiproliferative activity against cancer cells. Preclinical studies have demonstrated that derivatives of this compound can inhibit key signaling pathways involved in tumor growth and metastasis.

From a synthetic chemistry perspective, 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole can be prepared through various methods, including metal-catalyzed cross-coupling reactions and multistep synthetic sequences. These synthetic routes allow for the efficient production of this compound on both laboratory and industrial scales. The ability to synthesize this compound reliably is crucial for its widespread use in research and development.

In conclusion, 4-Bromo-1-cyclopentyl-3-(trifluoromethyl)pyrazole (CAS No. 1437794-36-9) is a multifaceted compound with significant potential in both academic research and pharmaceutical applications. Its unique structural features make it an attractive candidate for developing new therapeutic agents with improved pharmacological properties. Ongoing research continues to uncover new applications and derivatives of this compound, further highlighting its importance in the field of chemical biology and medicinal chemistry.

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