4-(2-Aminopropyl)phenol - 103-86-6

4-(2-Aminopropyl)phenol

Catalog Number: EVT-253056
CAS Number: 103-86-6
Molecular Formula: C9H13NO
Molecular Weight: 151.21 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.

Product Introduction

Description
4-(2-Aminopropyl)phenol, also known as 4-AP-3-OH or p-AP-3-OH, is a chemical compound that belongs to the family of phenols. It is a derivative of phenethylamine and has a molecular formula of C9H13NO. This compound has been studied for its potential therapeutic and toxic effects, as well as its role in environmental pollution management and industrial manufacturing processes.
Applications in Various Fields
The potential applications of 4-(2-Aminopropyl)phenol have been studied in various fields, including medical research, environmental research, and industrial research.
In medical research, 4-(2-Aminopropyl)phenol has been studied for its potential role in drug development. Animal studies have shown that this compound has antidepressant and anxiolytic properties, suggesting that it may have potential as a treatment for mood disorders. Additionally, 4-(2-Aminopropyl)phenol has been studied for its potential use in clinical trials, with some promising findings.
In environmental research, 4-(2-Aminopropyl)phenol has been studied for its effects on ecosystems and its role in pollution management. This compound has been detected in wastewater and surface water samples, suggesting that it may be a potential environmental contaminant. Additionally, 4-(2-Aminopropyl)phenol has been studied for its potential to degrade other pollutants, such as polycyclic aromatic hydrocarbons (PAHs).
In industrial research, 4-(2-Aminopropyl)phenol has been studied for its use in manufacturing processes and its potential to improve product quality and efficiency. This compound has been used as a building block for the synthesis of other compounds, such as pharmaceuticals and agrochemicals. However, health and safety considerations must be carefully managed when using 4-(2-Aminopropyl)phenol in industrial settings.

Properties

CAS Number

103-86-6

Product Name

4-(2-Aminopropyl)phenol

IUPAC Name

4-(2-aminopropyl)phenol

Molecular Formula

C9H13NO

Molecular Weight

151.21 g/mol

InChI

InChI=1S/C9H13NO/c1-7(10)6-8-2-4-9(11)5-3-8/h2-5,7,11H,6,10H2,1H3

InChI Key

GIKNHHRFLCDOEU-UHFFFAOYSA-N

SMILES

CC(CC1=CC=C(C=C1)O)N

Synonyms

Hydrobromide, Hydroxyamphetamine
Hydroxyamfetamine
Hydroxyamphetamin
Hydroxyamphetamine
Hydroxyamphetamine Hydrobromide
Hydroxyphenylisopropylamine
Methyltyramine
Norpholedrin
Oxyamphetamine
p Hydroxyamphetamine
p-Hydroxyamphetamine
para Hydroxyamphetamine
para-Hydroxyamphetamine
Paredrine

Canonical SMILES

CC(CC1=CC=C(C=C1)O)N
Method of Synthesis or Extraction
There are several methods for synthesizing 4-(2-Aminopropyl)phenol, including the reduction of 4-(2-Nitropropyl)phenol and the reaction of 4-(2-Chloropropyl)phenol with ammonia. The efficiency and yield of each method vary depending on the specific conditions used. For example, the reduction of 4-(2-Nitropropyl)phenol can be carried out using sodium borohydride or hydrogen gas, with yields ranging from 50-90%. However, this method can also produce unwanted byproducts and requires careful handling due to the potential for explosion. The reaction of 4-(2-Chloropropyl)phenol with ammonia can also yield 4-(2-Aminopropyl)phenol, but the yield is typically lower than other methods.
Environmental and safety considerations are important when synthesizing or extracting 4-(2-Aminopropyl)phenol. The use of hazardous chemicals and the potential for explosion or fire must be carefully managed to ensure the safety of workers and the environment.
Chemical Structure and Biological Activity
The chemical structure of 4-(2-Aminopropyl)phenol consists of a phenol ring with a propylamine group attached to the para position. This compound has been studied for its potential biological activity, particularly its mechanism of action and biological targets.
Research has shown that 4-(2-Aminopropyl)phenol can act as a selective serotonin reuptake inhibitor (SSRI), which means it can increase the levels of serotonin in the brain. This mechanism of action is similar to other antidepressant medications, such as fluoxetine and sertraline. Additionally, 4-(2-Aminopropyl)phenol has been shown to have affinity for the sigma-1 receptor, which is involved in modulating neurotransmitter release and cell survival.
Biological Effects
The potential therapeutic and toxic effects of 4-(2-Aminopropyl)phenol have been studied in various cell types and animal models. This compound has been shown to affect cell function and signal transduction pathways, particularly those involved in serotonin signaling.
In terms of potential therapeutic effects, 4-(2-Aminopropyl)phenol has been studied for its antidepressant and anxiolytic properties. Animal studies have shown that this compound can reduce depressive-like behaviors and anxiety-like behaviors, suggesting that it may have potential as a treatment for mood disorders.
However, there are also potential toxic effects associated with 4-(2-Aminopropyl)phenol. Studies have shown that this compound can induce oxidative stress and cell death in certain cell types, particularly at high concentrations. Additionally, there is concern about the potential for abuse and addiction, as 4-(2-Aminopropyl)phenol has been shown to have psychoactive effects in animal models.
Future Perspectives and Challenges
There are several current limitations in the use and study of 4-(2-Aminopropyl)phenol, including the potential for toxicity and the need for further research to fully understand its mechanism of action and biological effects. However, there are also possible solutions and improvements that could be made in the future.
One potential solution is to develop safer and more efficient methods for synthesizing or extracting 4-(2-Aminopropyl)phenol. This could involve the use of alternative reagents or reaction conditions that reduce the potential for hazardous byproducts or explosions.
Additionally, further research is needed to fully understand the potential therapeutic and toxic effects of 4-(2-Aminopropyl)phenol. This could involve studying its effects in different cell types and animal models, as well as conducting clinical trials in humans.
Overall, the future trends and prospects for the application of 4-(2-Aminopropyl)phenol in scientific research will depend on continued research and development in this field.

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