270259-94-4

Basic information

• Product Name: 4-(2-Chlorophenoxy)benzyl amine
• Synonyms: 4-(2-Chlorophenoxy)benzyl amine;4-(2-chlorophenoxy)benzenemethanamine
• CAS NO: 270259-94-4
• Molecular Formula: C13H12ClNO
• Molecular Weight: 233.69348
• Mol File: 270259-94-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(2-Chlorophenoxy)benzyl amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Chlorophenoxy)benzyl amine(270259-94-4)
• EPA Substance Registry System: 4-(2-Chlorophenoxy)benzyl amine(270259-94-4)

Safety Data

• Hazardous Substances Data: 270259-94-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-Chlorophenoxy)benzyl amine is used as a synthetic intermediate for the production of various drugs, including antihistamines and antihypertensive medications. Its unique chemical structure allows it to be a key component in the development of these medications, contributing to their therapeutic effects.
Used in Agrochemical Industry:
4-(2-Chlorophenoxy)benzyl amine is also utilized as a synthetic intermediate in the manufacturing of herbicides and pesticides. Its presence in these products helps to enhance their effectiveness in controlling and eliminating unwanted plant species, thereby supporting agricultural productivity.
Used in Chemical Synthesis:
4-(2-Chlorophenoxy)benzyl amine has applications in the synthesis of dyes, polymers, and other organic compounds. Its versatility in chemical reactions makes it a valuable building block for creating a wide range of products across different industries.

Upstream product

• 158771-11-0 4-(2-chlorophenoxy)benzaldehyde 
• 95-57-8 2-monochlorophenol 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 1185090-60-1 N-[4-(2-chlorophenyloxy)phenyl]methyl-2-aminonicotinic acid amide 

Relevant articles and documents

Natural Product Neopeltolide as a Cytochrome bc1 Complex Inhibitor: Mechanism of Action and Structural Modification

The marine natural product neopeltolide was isolated from a deep-water sponge specimen of the family Neopeltidae. Neopeltolide has been proven to be a new type of inhibitor of the cytochrome bc1 complex in the mitochondrial respiration chain. However, its detailed inhibition mechanism has remained unknown. In addition, neopeltolide is difficult to synthesize because of its very complex chemical structure. In the present work, the binding mode of neopeltolide was determined for the first time by integrating molecular docking, molecular dynamics simulations, and molecular mechanics Poisson-Boltzmann surface area calculations, which showed that neopeltolide is a Qo site inhibitor of the bc1 complex. Then, according to guidance via inhibitor-protein interaction analysis, structural modification was carried out with the aim to simplify the chemical structure of neopeltolide, leading to the synthesis of a series of new neopeltolide derivatives with much simpler chemical structures. The calculated binding energies (ΔGcal) of the newly synthesized analogues correlated very well (R2 = 0.90) with their experimental binding free energies (ΔGexp), which confirmed that the computational protocol was reliable. Compound 45, bearing a diphenyl ether fragment, was successfully designed and synthesized as the most potent candidate (IC50 = 12 nM) against porcine succinate cytochrome c reductase. The molecular modeling results indicate that compound 45 formed a π-π interaction with Phe274 and two hydrogen bonds with Glu271 and His161. The present work provides a new starting point for future fungicide discovery to overcome the resistance that the existing bc1 complex inhibitors are facing.