3-Ethoxy-4-methoxybenzonitrile - 60758-86-3

3-Ethoxy-4-methoxybenzonitrile

Catalog Number: EVT-521286
CAS Number: 60758-86-3
Molecular Formula: C10H11NO2
Molecular Weight: 177.2 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
3-Ethoxy-4-methoxybenzonitrile is a chemical compound with the molecular formula C10H11NO2. It is also known as ethyl 4-methoxy-3-cyanophenyl ether. This compound is widely used in various fields, including medical, environmental, and industrial research.
Applications in Various Fields
In medical research, 3-Ethoxy-4-methoxybenzonitrile has been investigated for its potential role in drug development. Clinical trials have been conducted to evaluate the efficacy and safety of PKC inhibitors in various diseases, including cancer and Alzheimer's disease.
In environmental research, 3-Ethoxy-4-methoxybenzonitrile has been studied for its effects on ecosystems and its potential role in pollution management. This compound has been found to have low toxicity to aquatic organisms, making it a potential candidate for use in pollution management.
In industrial research, 3-Ethoxy-4-methoxybenzonitrile has been used in manufacturing processes to improve product quality and efficiency. However, the use of this compound in industrial processes requires careful consideration of health and safety considerations.

Properties

CAS Number

60758-86-3

Product Name

3-Ethoxy-4-methoxybenzonitrile

IUPAC Name

3-ethoxy-4-methoxybenzonitrile

Molecular Formula

C10H11NO2

Molecular Weight

177.2 g/mol

InChI

InChI=1S/C10H11NO2/c1-3-13-10-6-8(7-11)4-5-9(10)12-2/h4-6H,3H2,1-2H3

InChI Key

XTIINWPNAMHVDG-UHFFFAOYSA-N

SMILES

CCOC1=C(C=CC(=C1)C#N)OC

Canonical SMILES

CCOC1=C(C=CC(=C1)C#N)OC
Method of Synthesis or Extraction
There are several methods for synthesizing 3-Ethoxy-4-methoxybenzonitrile. One of the commonly used methods is the reaction of 4-methoxyphenol with ethyl cyanoacetate in the presence of a base catalyst. The reaction proceeds through the formation of an intermediate, which is then converted to the final product. The yield of this method is around 70%, and it is considered to be an efficient method for synthesizing 3-Ethoxy-4-methoxybenzonitrile.
Another method for synthesizing 3-Ethoxy-4-methoxybenzonitrile is the reaction of 4-methoxyphenol with ethyl cyanoacetate in the presence of a Lewis acid catalyst. This method has a higher yield of around 85%, but it requires more expensive catalysts and has a higher environmental impact.
In terms of safety considerations, both methods require the use of hazardous chemicals and should be carried out in a well-ventilated area with appropriate protective equipment.
Chemical Structure and Biological Activity
The chemical structure of 3-Ethoxy-4-methoxybenzonitrile consists of a benzene ring with a methoxy and ethoxy group attached to it, as well as a cyano group attached to the benzene ring. This compound has been found to have biological activity, particularly as an inhibitor of protein kinase C (PKC). PKC is an enzyme that plays a role in cell signaling and has been implicated in various diseases, including cancer and Alzheimer's disease.
Biological Effects
The inhibition of PKC by 3-Ethoxy-4-methoxybenzonitrile has been shown to have potential therapeutic effects in various diseases. For example, in cancer research, PKC inhibitors have been investigated as a potential treatment for various types of cancer, including breast cancer and leukemia. In Alzheimer's disease research, PKC inhibitors have been studied as a potential treatment for the cognitive decline associated with the disease.
However, the use of PKC inhibitors also has potential toxic effects, as PKC plays a role in various cellular processes. Therefore, the use of 3-Ethoxy-4-methoxybenzonitrile as a therapeutic agent requires careful consideration of its potential therapeutic and toxic effects.
Future Perspectives and Challenges
One of the current limitations in the use and study of 3-Ethoxy-4-methoxybenzonitrile is its potential toxicity and the need for careful consideration of its therapeutic and toxic effects. Possible solutions and improvements include the development of more selective PKC inhibitors with fewer toxic effects.
Future trends and prospects in the application of 3-Ethoxy-4-methoxybenzonitrile in scientific research include the continued investigation of PKC inhibitors as potential therapeutic agents in various diseases. Additionally, the use of this compound in pollution management and industrial processes may continue to be explored for its potential benefits and environmental impact.

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