What Is 1-(4-Chlorophenyl)-3-[(2-nitrophenyl)methoxy]-1H-pyrazole and How Is It Used in Chemical Synthesis?

Technical Introduction

1-(4-Chlorophenyl)-3-[(2-nitrophenyl)methoxy]-1H-pyrazole is a pyrazole-based heterocyclic compound with two substituted aromatic rings:

• A 4-chlorophenyl group at the N1 position of the pyrazole ring.

• A 2-nitrophenylmethoxy group at the C3 position.

This combination of electron-withdrawing (chloro and nitro) and electron-donating (methoxy linkage) groups modifies the molecule’s electronic distribution, affecting its chemical reactivity.
It is usually obtained as a crystalline solid and is soluble in organic solvents like acetone, dichloromethane, and ethanol.

Applications

1. Pharmaceutical Intermediate

• Used in the synthesis of bioactive pyrazole derivatives, especially for anti-inflammatory and analgesic drug candidates.

• Serves as a scaffold in CNS-targeted compounds and enzyme inhibitors.

2. Agrochemical Development

• Intermediate for insecticides, herbicides, and fungicides.

• Pyrazole moieties are known for high biological activity in pest control agents.

3. Organic Synthesis Research

• Useful in structure-activity relationship (SAR) studies for drug discovery.

• Applied as a model compound for reaction mechanism research.

Advantages

• Functional Diversity: Multiple reactive positions for further chemical modification.

• Bioactive Potential: Pyrazole scaffolds are widely studied in medicinal chemistry.

• Good Stability: Resistant to degradation under standard laboratory conditions.

• Customizability: Functional groups can be tuned to optimize biological or material properties.

Typical Parameters

FAQs

Q1: Is this compound directly bioactive?
A1: It is mainly an intermediate; final bioactivity depends on subsequent structural modifications.

Q2: Why use a pyrazole scaffold?
A2: Pyrazoles offer excellent pharmacological diversity and can be functionalized for targeted activity.

Q3: Can it be stored at room temperature?
A3: Yes, if kept in sealed containers away from heat and light.

Q4: Is it hazardous?
A4: Handle with care — the nitro group can be toxic, and proper PPE is required.

Q5: Which industries purchase this compound most?
A5: Primarily pharmaceutical R&D and agrochemical synthesis companies.