Cas no 2384171-56-4 (1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid)

1-Cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid is a versatile heterocyclic compound featuring a cyclopropyl substituent and a trifluoromethyl group on a pyrazole backbone. Its carboxylic acid functionality enhances reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The trifluoromethyl group contributes to increased metabolic stability and lipophilicity, while the cyclopropyl ring adds structural rigidity, potentially improving binding affinity in target interactions. This compound is particularly useful in the development of biologically active molecules, including enzyme inhibitors and receptor modulators. Its well-defined structure and functional group compatibility allow for efficient derivatization, supporting diverse applications in medicinal chemistry and material science.
1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid structure
2384171-56-4 structure
Product Name:1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid
CAS No:2384171-56-4
MF:C8H7F3N2O2
MW:220.148592233658
CID:5184764
Update Time:2026-03-05

1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1-(Cyclopropyl)-5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid
    • 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid
    • Inchi: 1S/C8H7F3N2O2/c9-8(10,11)6-3-5(7(14)15)12-13(6)4-1-2-4/h3-4H,1-2H2,(H,14,15)
    • InChI Key: QRCVKEYRALOTJP-UHFFFAOYSA-N
    • SMILES: N1(C2CC2)C(C(F)(F)F)=CC(C(O)=O)=N1

1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Apollo Scientific
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1-(Cyclopropyl)-5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid
2384171-56-4 95%
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Apollo Scientific
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Additional information on 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid

Introduction to 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid (CAS No. 2384171-56-4)

1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid (CAS No. 2384171-56-4) is a specialized heterocyclic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research due to its unique structural properties and potential biological activities. This compound belongs to the pyrazole class, which is well-documented for its broad spectrum of pharmacological effects, including anti-inflammatory, antimicrobial, and anticancer properties. The presence of both cyclopropyl and trifluoromethyl substituents in its molecular framework enhances its pharmacokinetic profile, making it a promising candidate for further development.

The cyclopropyl group, characterized by its three-membered ring structure, introduces steric hindrance that can influence the compound's binding affinity to biological targets. This feature is particularly valuable in drug design, as it can optimize interactions with enzymes and receptors. On the other hand, the trifluoromethyl group, known for its electron-withdrawing properties, can modulate the metabolic stability and lipophilicity of the molecule, thereby affecting its overall bioavailability. These structural elements collectively contribute to the compound's potential as a lead molecule in medicinal chemistry.

In recent years, there has been a surge in research focused on developing novel therapeutic agents derived from pyrazole derivatives. The structural versatility of pyrazoles allows for the synthesis of a wide range of analogs with tailored biological activities. Specifically, 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid has been studied for its potential role in inhibiting various enzymatic pathways associated with inflammation and cancer progression. Preliminary in vitro studies have demonstrated its ability to modulate key signaling pathways such as NF-κB and MAPK, which are central to many pathological processes.

The trifluoromethyl substituent plays a crucial role in enhancing the metabolic stability of the compound by resisting oxidative degradation. This property is particularly advantageous in drug development, as it extends the half-life of the molecule within the body, potentially improving therapeutic efficacy. Additionally, the cyclopropyl group's steric bulk can prevent unwanted interactions with off-target proteins, thereby reducing side effects. These characteristics make 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid a compelling candidate for further investigation.

Advances in synthetic methodologies have enabled more efficient production of complex pyrazole derivatives like this compound. Modern techniques such as transition-metal-catalyzed cross-coupling reactions and microwave-assisted synthesis have significantly reduced reaction times and improved yields. These innovations are critical for scaling up production and facilitating preclinical and clinical trials. The ability to synthesize 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid with high purity and consistency is essential for rigorous testing in biological models.

The pharmacological potential of this compound has been explored in several disease models. For instance, studies have indicated that it may exhibit anti-inflammatory effects by inhibiting COX-2 and LOX enzymes, which are key mediators of inflammation. Furthermore, its ability to interact with DNA-binding proteins has raised interest in its potential applications in oncology research. The cyclopropyl moiety's influence on binding affinity suggests that it could be engineered to target specific oncogenic pathways more effectively than existing chemotherapeutic agents.

Recent publications highlight the importance of structure-activity relationships (SARs) in optimizing pyrazole-based drugs. By systematically modifying substituents such as trifluoromethyl and cyclopropyl, researchers can fine-tune the biological activity of these compounds. Computational modeling techniques have also been employed to predict binding affinities and optimize molecular geometry before experimental synthesis. These approaches accelerate the drug discovery process by minimizing trial-and-error experimentation.

The agrochemical sector has also shown interest in pyrazole derivatives due to their potential as pesticides or herbicides. The unique combination of substituents in 1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid may confer properties such as enhanced photostability and soil persistence, making it suitable for agricultural applications. Such developments could contribute to sustainable farming practices by providing effective alternatives to traditional agrochemicals.

In conclusion,1-cyclopropyl-5-(trifluoromethyl)pyrazole-3-carboxylic acid represents a significant advancement in heterocyclic chemistry with broad implications for pharmaceutical and agrochemical innovation. Its structural features offer a balance between biological activity and pharmacokinetic properties, making it an attractive scaffold for further exploration. Continued research into this compound will likely yield valuable insights into disease mechanisms and novel therapeutic strategies.

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