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Aminoalkanol ester is a mild catalyst for polyurethane coatings, if aromatic isocyanates like Desmodur L are used.
Aminoalkanol ester accelerates the drying and curing of polyurethane coatings.
Aminoalkanol ester also shortens the pot life of the formulation.
CAS Number: 1313020-26-6
Molecular Formula: C15H21N3O2
Molecular Weight: 275.35
Synonyms: 1313020-26-6 isopropyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, 1H-Benzimidazole-2-butanoic acid, 5-amino-1-methyl-, 1-methylethyl ester, 4-(5-Amino-1-methyl-1H-benzoimidazol-2-yl)-butyric acid isopropyl ester, SCHEMBL2016350, WNNXAWPAXNZYEF-UHFFFAOYSA-N, AKOS032961211isopropyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate;4-(5-amino-1-methyl-1H-benzoimidazol-2-yl)-butyric acid isopropyl ester;1H-Benzimidazole-2-butanoic acid, 5-amino-1-methyl-, 1-methylethyl ester;4-(5-amino-1-methyl-1H-benzimidazol-2-yl)-butyricacid isopropyl ester;4-(5-Amino- 1 -methyl-1H-benzoimidazol-2-y1)-butyric acid isopropylester;Benzimidazole Impurity 1;1-Methylethyl 5-amino-1-methyl-1H-benzimidazole-2-butanoate
Aminoalkanol ester is an aminoalkanol ester (ester amine).
Aminoalkanol ester also shortens the pot-life of the formulation.
To facilitate metering, Aminoalkanol ester should be used as a 10% solution in butyl acetate, ethyl acetate, methylisobutyl ketone or methylethyl ketone.
Suitable for use in polyurethane coatings recommended dosage level of Aminoalkanol ester is 0.1-0.5%.
Aminoalkanol ester has a shelf life of 6 months.
Aminoalkanol esters are a class of organic compounds that contain both an amino group (-NH₂ or substituted amine) and an alkanol ester functional group, typically derived from the esterification of an aminoalkanol with a carboxylic acid.
Aminoalkanol esters are characterized by having a molecular structure in which a hydroxyalkyl group (from the alkanol) and an amine group are present, often on adjacent or nearby carbon atoms, and the hydroxyl group has been converted into an ester.
In simpler terms, aminoalkanol esters are formed when a molecule that has both an alcohol (-OH) and an amine (-NH₂) reacts with a carboxylic acid or its derivatives (such as acid chlorides or anhydrides), resulting in the formation of an ester bond at the alcohol site while retaining the amine functionality elsewhere in the molecule.
The presence of both functional groups makes these compounds highly versatile and reactive.
These compounds are of significant importance in pharmaceutical and chemical industries, as they serve as intermediates in the synthesis of active pharmaceutical ingredients (APIs), surfactants, plasticizers, and bioactive molecules.
Due to their amphiphilic nature—having both polar and nonpolar regions—they are also used in emulsifying agents and cosmetic formulations.
In medicinal chemistry, certain aminoalkanol esters are designed to act as prodrugs, where the ester form enhances the compound’s absorption or stability in the body and is later hydrolyzed into the active drug.
Aminoalkanol esters are a group of organic compounds that contain both an amino group (–NH₂, –NHR, or –NR₂) and an esterified alkanol group in the same molecular framework.
These compounds typically originate from aminoalkanols, which are molecules that contain both an alcohol (–OH) and an amine (–NH₂ or substituted variants) functional group.
Through esterification, the hydroxyl (–OH) part of the aminoalkanol is chemically converted into an ester by reacting it with a carboxylic acid or its derivatives.
In terms of chemical structure, these esters are defined by the presence of an ester linkage (–COOR) adjacent to or within proximity to an amine functionality, which gives them a unique balance of hydrophilic (water-attracting) and lipophilic (fat-attracting) properties.
This dual nature makes them especially useful in various applications where such balance is necessary—such as in pharmaceuticals, surfactants, or emulsifiers.
Boiling point: 473.9±25.0 °C(Predicted)
Density: 1.19±0.1 g/cm3(Predicted)
pka: 6.74±0.10(Predicted)
Aminoalkanol ester is an aminoalkanol ester (ester amine).
Aminoalkanol ester acts as a catalyst.
Aminoalkanol ester also shortens the pot-life of the formulation.
To facilitate metering, Aminoalkanol ester should be used as a 10% solution in butyl acetate, ethyl acetate, methylisobutyl ketone or methylethyl ketone.
Aminoalkanol ester is suitable for use in polyurethane coatings.
Aminoalkanol ester can vary widely depending on the chain length of the alkanol part, the type of amine (primary, secondary, or tertiary), and the nature of the acid used for esterification.
This structural flexibility allows chemists to fine-tune the physical, chemical, and biological properties of the molecules for specific applications.
In conclusion, aminoalkanol esters are multifunctional compounds with broad chemical utility and industrial relevance, combining the reactivity of amines with the solubility and ester properties of alcohol-derived esters, enabling their use in a wide range of scientific and commercial fields.
From a pharmaceutical perspective, aminoalkanol esters are highly valuable.
Many drugs or drug candidates are developed in ester form because the ester group improves lipophilicity, helping the drug cross biological membranes like the intestinal wall or the blood-brain barrier.
Once inside the body, enzymatic hydrolysis often converts the ester back into its active form (e.g., a free acid or alcohol).
This strategy is commonly used in the design of prodrugs, where the ester form is pharmacologically inactive or less active and becomes effective only after metabolic conversion.
In cosmetic and personal care products, aminoalkanol esters are used for their conditioning properties, ability to form stable emulsions, and mild surfactant characteristics.
Because they can interact with both water and oil phases, they are particularly useful in formulating creams, lotions, and shampoos where stability and texture are key.
In industrial and chemical processes, aminoalkanol esters may function as solvents, intermediates in organic synthesis, plasticizers, and additives in lubricants or coatings.
Their ability to undergo further chemical modifications allows them to be tailored for specific performance characteristics, including thermal stability, volatility, or compatibility with other materials.
Uses:
Aminoalkanol ester is a mild catalyst for PUR paints which are cured with aromatic isocyanates like Desmodur L.
Aminoalkanol ester accelerates the drying and curing of PUR paints.
Aminoalkanol ester also shortens the potlife of the formulation.
In the pharmaceutical field, aminoalkanol esters are often used as intermediates or prodrugs.
A prodrug is a chemically modified version of an active pharmaceutical ingredient (API) that becomes biologically active after being metabolized in the body.
Esterifying an aminoalkanol can improve the compound’s lipid solubility, thereby enhancing its absorption through biological membranes like the intestinal wall or the blood-brain barrier.
After administration, enzymes in the body such as esterases can hydrolyze the ester bond, releasing the active drug in its functional form.
This method is especially useful for increasing oral bioavailability or controlling the release profile of medications.
In the industrial sector, aminoalkanol esters are used as chemical intermediates in the synthesis of more complex molecules, particularly in the production of surfactants, detergents, lubricants, and coatings.
Because they contain both polar and non-polar segments, they are often used to improve the dispersion of solids in liquids, or to enhance the solubility of other substances in both aqueous and organic phases.
Their ester linkages offer the possibility of controlled hydrolysis, which can be useful in formulations requiring time-release mechanisms or pH-sensitive performance.
Aminoalkanol esters also play a role in polymer chemistry, where they are used to modify resins or as monomers or crosslinking agents in the synthesis of specialty polymers.
The ester group contributes flexibility and solubility, while the amine group can react with other functional groups (such as isocyanates, epoxides, or acids), making these compounds useful for tailoring the mechanical and thermal properties of adhesives, sealants, and coatings.
They are especially valuable in formulations that demand a balance of durability, flexibility, and resistance to environmental degradation.
In agriculture, aminoalkanol esters may be used as adjuvants or carriers in pesticide formulations, where their amphiphilic nature helps to enhance the delivery and penetration of active ingredients through plant cuticles or insect exoskeletons.
Their ability to act as solubilizing agents or to stabilize emulsions contributes to the uniform distribution of agrochemicals, improving overall efficacy while reducing the environmental impact of runoff.
In biochemical research, aminoalkanol esters are sometimes employed in the design of enzyme substrates, molecular probes, or drug delivery vehicles.
Their functional groups allow them to be modified with precision, making them suitable for attaching fluorescent tags, radiolabels, or targeting ligands.
In biomedical materials science, they may be incorporated into biodegradable polymers or hydrogels, where the ester linkage allows for slow breakdown in physiological conditions, making them ideal for applications like controlled drug release or tissue engineering scaffolds.
Some aminoalkanol esters are used in wastewater treatment or environmental remediation, where they may function as chelating agents or surfactants that help remove heavy metals, oils, or other hydrophobic pollutants.
Their molecular structure allows them to interact with both organic contaminants and aqueous environments, making them versatile agents in pollution control and cleanup technologies.
Safety Profile:
Aminoalkanol esters can cause irritation to the skin, eyes, and respiratory tract, especially when handled in concentrated or vaporized forms.
If these chemicals come into contact with the skin or eyes, they may cause redness, stinging, or even burns, particularly if the ester or amine components are reactive or volatile.
Inhalation of vapors, mists, or aerosols may lead to throat irritation, coughing, and shortness of breath, especially in poorly ventilated environments.
Some aminoalkanol esters may also be toxic if ingested, potentially leading to gastrointestinal discomfort, nausea, or even more severe systemic effects depending on their metabolic byproducts.
For example, esters can undergo hydrolysis in the body, releasing alcohols or acids that may be irritating or harmful, while some amine-containing compounds can interact with the nervous system or liver enzymes.
Repeated or prolonged exposure to certain aminoalkanol esters could cause sensitization, particularly through skin contact.
This means individuals may develop allergic reactions over time, such as dermatitis, itching, or inflammation, even when exposed to small amounts.
This is particularly relevant in workplaces where these compounds are handled regularly without adequate protective equipment.
From a chemical standpoint, aminoalkanol esters can be reactive with strong acids, bases, or oxidizers.
The ester functional group may be hydrolyzed under acidic or basic conditions, leading to decomposition and the release of potentially hazardous byproducts.
Similarly, the amine group can undergo nucleophilic reactions and may participate in combustion reactions, especially when heated with other reactive compounds.
