1-(3-Methoxypropyl)-4-piperidinamine
[CAS# 179474-79-4]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Piperidines
• Name: 1-(3-Methoxypropyl)-4-piperidinamine
• Molecular Formula: C₉H₂₀N₂O
• Molecular Weight: 172.27
• CAS Registry Number: 179474-79-4
• EC Number: 431-950-8
• SMILES: COCCCN1CCC(CC1)N

Properties

• Density: 0.946±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.467, Calc.^*
• Boiling Point: 249.4±35.0 °C (760 mmHg), Calc.^*
• Flash Point: 104.6±25.9 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H302-H312-H314-H412
• Safety Statements: P260-P264-P270-P273-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P362+P364-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Skin corrosion	Skin Corr.	1B	H314
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302

Discovery and Applications

1-(3-Methoxypropyl)-4-piperidinamine is a chemical compound with both a piperidine ring and a methoxypropyl group attached to its structure. The piperidine ring, a six-membered nitrogen-containing heterocycle, is known for its stability and is commonly found in various bioactive molecules. The methoxypropyl group, consisting of a methoxy (–OCH3) group attached to a three-carbon chain, provides additional versatility to the compound, particularly in terms of its solubility and interaction with biological systems. The combination of these two functional groups makes 1-(3-methoxypropyl)-4-piperidinamine an interesting compound for medicinal chemistry, with potential applications in the development of therapeutic agents.

The discovery of 1-(3-methoxypropyl)-4-piperidinamine is part of the broader interest in modifying piperidine derivatives to improve their pharmacological properties. The piperidine ring itself is a common scaffold in drug design due to its presence in numerous biologically active compounds. By attaching the methoxypropyl group, researchers have aimed to enhance the compound's properties, such as its ability to cross biological membranes or to interact more effectively with certain receptors. This modification has been shown to influence the molecule’s solubility, stability, and bioactivity, making it a potential candidate for various therapeutic uses.

One of the primary applications of 1-(3-methoxypropyl)-4-piperidinamine is in the field of medicinal chemistry. The compound's structure suggests that it could act as a ligand for certain receptors in the central nervous system. It has been explored for its potential as an agonist or antagonist for neurotransmitter receptors, particularly those involved in the regulation of mood and cognition. The methoxypropyl group may help the compound to interact with the lipid bilayers of cells, allowing it to penetrate the blood-brain barrier and target central nervous system receptors more effectively. These properties make it a potential candidate for the development of treatments for neurological disorders such as depression, anxiety, or even neurodegenerative diseases.

Another area of research for 1-(3-methoxypropyl)-4-piperidinamine is in the development of compounds for the treatment of pain and inflammation. The piperidine ring is a common feature in many analgesic compounds, and the addition of the methoxypropyl group may modify the molecule's ability to interact with pain receptors, such as opioid or vanilloid receptors. Additionally, its potential as an anti-inflammatory agent has been studied, with the possibility of using it in formulations designed to reduce inflammation and associated pain in conditions like arthritis or other inflammatory diseases.

In addition to its medicinal applications, 1-(3-methoxypropyl)-4-piperidinamine has been investigated for use in other chemical and industrial applications. For example, it can serve as an intermediate in the synthesis of more complex compounds, such as pharmaceuticals or agrochemicals. The compound's reactivity, due to its amine and ether functional groups, allows it to be incorporated into various chemical reactions, making it a valuable building block in organic synthesis.

Furthermore, the compound has been examined for its potential use in the development of novel materials. Its unique structure and functional groups make it a candidate for incorporation into polymers or other materials that require specific chemical interactions or stability. For instance, its solubility and ability to interact with biological molecules might make it useful in the development of biomaterials for medical applications, such as drug delivery systems or tissue engineering.

In conclusion, 1-(3-methoxypropyl)-4-piperidinamine is a versatile compound with significant potential in medicinal chemistry, particularly in the development of treatments for neurological disorders and pain management. Its ability to cross biological membranes, interact with receptors, and be synthesized into other valuable compounds makes it a promising candidate for various applications in the pharmaceutical and materials science industries.

References

2020 Prucalopride. Pharmaceutical Substances.
URL: https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-16-0282