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Product Name | (E)-3-(6-Aminopyridin-3-yl)acrylic acid |
Cas Number | 117528-77-3 |
Formula | C8H8N2O2 |
Molar Mass | 164.16 g/mol |
Property 1 | Melting Point: 183-185 °C |
Property 2 | Density: 1.29 g/cm³ |
Property 3 | Solubility: Soluble in water |
Property 4 | pH: 4.5 (0.1 M solution) |
Property 5 | Boiling Point: Not available |
Property 6 | Appearance: White to off-white powder |
Property 7 | Flash Point: Not applicable |
Property 8 | Vapour Pressure: Not applicable |
Property 9 | Stability: Stable under recommended storage conditions |
Property 10 | Hazard Class: Not classified as hazardous |
What are the applications of (E)-3-(6-Aminopyridin-3-yl)acrylic acid?
(E)-3-(6-Aminopyridin-3-yl)acrylic acid is a compound with potential applications in several areas.
One of the significant applications lies in the field of medicinal chemistry.One of the most important applications is in the field medicinal chemistry. The pyridine and amino functional groups in this compound can serve as key moieties for the development of novel drugs.The pyridine functional groups and amino functional group in this compound are key molecules for the development of new drugs. Pyridine rings are often found in a wide range of bioactive molecules due to their ability to interact with various biological targets.Pyridine rings can interact with a variety of biological targets, which is why they are found in many bioactive molecules. The amino group can participate in hydrogen bonding interactions, which are crucial for the binding of a drug molecule to its target receptor or enzyme.The amino group is involved in hydrogen bonding interactions that are critical for the binding of drug molecules to their target receptors or enzymes. For instance, it could potentially be used in the design of drugs targeting specific kinases.It could be used to design drugs that target specific kinases. Kinases play a vital role in cell signaling pathways, and aberrant kinase activity is associated with many diseases, including cancer.Kinases are essential in cell signaling pathways and abnormal kinase activities are associated with cancer. By incorporating (E)-3-(6 - Aminopyridin-3-yl)acrylic acid into a lead compound, researchers might be able to fine - tune its binding affinity to a particular kinase, leading to the development of more effective and selective anti - cancer agents.
In the area of materials science, this compound could potentially be used in the synthesis of functional polymers.This compound may be used to synthesize functional polymers in the field of materials science. The acrylic acid part of the molecule contains a reactive double bond.The acrylic acid part contains a double bond that is reactive. This double bond can be polymerized through processes such as radical polymerization.This double bond can polymerize through processes like radical polymerization. When incorporated into a polymer matrix, the pyridine and amino groups can endow the polymer with unique properties.The pyridine and the amino groups, when incorporated into the polymer matrix can give the polymer unique properties. For example, the pyridine moiety can interact with metal ions, enabling the polymer to be used in applications such as metal ion sensing or separation.The pyridine moiety, for example, can interact with metals ions and allow the polymer to work in applications like metal ion separation or sensing. The amino group can also participate in cross - linking reactions, which can be used to control the mechanical and physical properties of the polymer, such as its strength, flexibility, and solubility.The amino group may also be involved in cross-linking reactions that can be used to control mechanical and physical properties such as strength, flexibility and solubility.
It may also have applications in the development of agrochemicals.It could also be used to develop agrochemicals. The bioactive nature of the compound could potentially be harnessed to create pesticides or plant growth regulators.The bioactive nature could be harnessed in order to create plant growth regulators or pesticides. The pyridine - based structure might have an impact on the physiological processes of pests or plants.The pyridine-based structure could have an impact on physiological processes in pests or plants. For example, it could disrupt the nervous system of insects (in the case of pesticides) or influence the hormonal balance in plants (for growth regulation).It could, for example, disrupt the nervous system in insects (in the context of pesticides), or influence the hormonal balance of plants (for growth regulation). By understanding the mode of action of (E)-3-(6 - Aminopyridin-3-yl)acrylic acid at the molecular level, it may be possible to develop more environmentally friendly and target - specific agrochemicals.
Overall, (E)-3-(6 - Aminopyridin-3-yl)acrylic acid has the potential to make significant contributions to medicinal, materials, and agricultural sciences through its unique chemical structure and reactive functional groups.
What is the synthesis method of (E)-3-(6-Aminopyridin-3-yl)acrylic acid?
Here is a possible synthesis method of (E)-3-(6 - Aminopyridin-3 - yl)acrylic acid:Here is a possible method of synthesis for (E)-3 - (6 - Aminopyridin-3-yl)acrylic Acid:
Step 1: Preparation of 6 - Aminonicotinaldehyde
Start with 6 - bromonicotinic acid.Start with 6 – bromonicotinic acids. React it with an appropriate amine source, such as ammonia in the presence of a suitable catalyst like copper - based catalysts under suitable reaction conditions (elevated temperature and pressure in a sealed vessel).React the acid with an appropriate amine, such as ammonia, in the presence of a catalyst (copper-based catalysts) under suitable conditions (high temperature and pressure inside a sealed vessel). This reaction substitutes the bromine atom with an amino group to form 6 - aminonicotinic acid.This reaction replaces the bromine with an amino group, resulting in 6 - aminonicotinic acids. Then, reduce the carboxylic acid group of 6 - aminonicotinic acid to an aldehyde group.Reduce the carboxylic group of 6 – aminonicotinic acids to an aldehyde. This can be achieved by using reducing agents like lithium aluminum hydride (LAH) in an anhydrous organic solvent such as diethyl ether.This can be done by using reducing agents such as lithium aluminum hydride in anhydrous organic solvents like diethylether. After careful work - up, 6 - Aminonicotinaldehyde is obtained.After careful work-up, 6 - Aminonicotinaldehyde can be obtained.
Step 2: Knoevenagel Condensation
React the prepared 6 - Aminonicotinaldehyde with malonic acid in the presence of a base catalyst.React the 6 - Aminonicotinaldehyde prepared with malonic acid, in the presence a base catalyst. Piperidine is a commonly used base for this type of reaction.Piperidine is commonly used as a base in this type of reaction. The reaction is usually carried out in an organic solvent such as pyridine.The reaction is carried out in pyridine or another organic solvent. During the Knoevenagel condensation, the aldehyde group of 6 - Aminonicotinaldehyde reacts with the acidic hydrogens of malonic acid.During the Knoevenagel reaction, the aldehyde groups of 6 - Aminonicotinaldehyde reacted with the acidic hydrogens of malonic acids. The base deprotonates malonic acid, which then attacks the carbonyl carbon of the aldehyde.The base deprotonates the malonic acid which attacks the carbonyl atom of the aldehyde. Through a series of elimination and rearrangement steps, water is eliminated, and (E)-3-(6 - Aminopyridin-3 - yl)acrylic acid is formed.Water is removed through a series elimination and rearrangement reactions. (E)-3(6 - Aminopyridin-3-yl)acrylic is the result. The reaction mixture is then treated with an appropriate acid to neutralize the base and isolate the final product.The reaction mixture is treated with an acid to neutralize and isolate the final product. The product can be further purified by methods such as recrystallization from a suitable solvent system, like a mixture of ethanol and water, to obtain pure (E)-3-(6 - Aminopyridin-3 - yl)acrylic acid.The product can then be purified further by recrystallization using a suitable solvent, such as a mixture of water and ethanol, to obtain pure (E-3)-3-(6-Aminopyridin-3-yl)acrylic acids.
What are the physical and chemical properties of (E)-3-(6-Aminopyridin-3-yl)acrylic acid?
(E)-3-(6 - Aminopyridin-3-yl)acrylic acid is an organic compound with distinct physical and chemical properties.
Physical properties:Physical Properties
Appearance: It is likely to be a solid at room temperature.Appearance: At room temperature, it is likely to be solid. Many organic acids with similar structures, especially those containing aromatic and polar functional groups, tend to exist in the solid state due to strong intermolecular forces such as hydrogen bonding and van der Waals forces.Many organic acids, especially those with aromatic and polar functional group, tend to exist as a solid due to strong intermolecular interactions such as hydrogen bonds and van der Waals force.
Color: It may appear as a white or off - white solid.Color: It can appear as a solid white or off-white. Compounds with pyridine and amino - containing structures often have a relatively light color, especially when pure.Compounds containing pyridine or amino - containing structure often have a light color, particularly when pure.
Melting point: The presence of the carboxylic acid group, which can form strong intermolecular hydrogen bonds, and the relatively rigid pyridine ring contribute to a relatively high melting point.Melting point: The carboxylic acid groups, which can form strong hydrogen bonds between molecules, and the relatively stiff pyridine ring all contribute to a high melting point. The hydrogen - bonding interactions between carboxylic acid groups of adjacent molecules hold them together firmly, requiring a significant amount of energy to break these bonds and transition the compound from solid to liquid.The hydrogen-bonding interactions between adjacent carboxylic acid molecules hold them firmly together, requiring significant energy to break the bonds and transition from solid to liquid.
Solubility: In terms of solubility, it shows some degree of solubility in polar solvents.It shows a certain degree of solubility with polar solvents. The carboxylic acid group can form hydrogen bonds with polar solvents like water, ethanol, and methanol.The carboxylic acids can form hydrogen bonds with polar solvents such as water, ethanol, or methanol. However, the presence of the hydrophobic pyridine ring limits its solubility in water.The hydrophobic pyridine rings limit its solubility in aqueous solutions. It is likely to be more soluble in alcohols as the alcohol's hydroxyl group can form additional hydrogen bonds with the compound's functional groups, and the alcohol's alkyl chain can interact with the pyridine ring through non - polar interactions.It is more likely to be soluble in alcohols, as the alcohol’s hydroxyl groups can form additional hydrogen bond with the compound’s functional groups. The alcohol’s alkyl chains can also interact with the pyridine rings through non-polar interactions.
Chemical properties:Chemical properties
Acidity: The carboxylic acid group in (E)-3-(6 - Aminopyridin-3-yl)acrylic acid is acidic. It can donate a proton in the presence of a base, following the general acid - base reaction pattern of carboxylic acids.It can donate one proton when a base is present, following the general acid-base reaction pattern of carboxylic acid. For example, when reacting with a strong base like sodium hydroxide, it will form the corresponding carboxylate salt and water.When reacting with a strong acid like sodium hydroxide it will form the carboxylate salt as well as water. The pKa value of the carboxylic acid group can be influenced by the electron - donating or withdrawing nature of the adjacent pyridine and amino groups.The electron-donating or electron-withdrawing nature of adjacent pyridine groups and amino groups can influence the pKa of the carboxylic group. The amino group on the pyridine ring may increase the electron density around the carboxylic acid group, slightly reducing its acidity compared to a simple acrylic acid.The amino group on pyridine rings may increase electron density around carboxylic acid groups, reducing their acidity slightly compared to a pure acrylic acid.
Reactivity of the double bond: The (E)-configured double bond in the acrylic acid part of the molecule is reactive.Double bond reactivity: The double bond with the configuration (E) in the acrylic acid portion of the molecule has a high level of reactivity. It can participate in addition reactions.It can take part in addition reactions. For instance, it can react with electrophiles in electrophilic addition reactions.It can, for example, react with electrophiles during electrophilic addition. Bromine can add across the double bond, resulting in the formation of a dibromo - substituted product.Bromine can add across a double bond, leading to the formation of dibromo-substituted products. This double - bond reactivity can also be utilized in polymerization reactions under appropriate conditions, potentially leading to the formation of polymers.Under the right conditions, this double-bond reactivity could also be used in polymerization reactions to form polymers.
Reactivity of the amino group: The amino group on the pyridine ring is nucleophilic.The amino group is nucleophilic. It can react with electrophiles.It can react with electronphiles. For example, it can react with acyl chlorides or anhydrides to form amide derivatives.It can, for example, react with acyl anhydrides or chlorides to form amides. This reaction is useful in organic synthesis for modifying the structure of the compound and introducing new functional groups.This reaction can be used in organic synthesis to modify the structure of a compound and introduce new functional groups. The pyridine nitrogen can also participate in coordination chemistry as a ligand due to its lone pair of electrons.A pyridine nitrogen ligand can be used in coordination chemistry due to its single pair of electrons.
Is (E)-3-(6-Aminopyridin-3-yl)acrylic acid toxic?
(E)-3-(6 - Aminopyridin - 3 - yl)acrylic acid is a chemical compound.Chemically, (E)-3 - (6 - Aminopyridin- 3- yl)acrylic is a compound. Regarding its toxicity, specific data might be limited as it depends on various factors.Specific data on its toxicity may be limited, as it depends upon various factors.
In general, when evaluating the toxicity of a chemical, we consider different aspects.When evaluating the toxicity a chemical we take into consideration different aspects. Acute toxicity refers to the adverse effects that occur shortly after a single exposure.Acute toxicity is the adverse effects that appear shortly after an exposure. For this compound, if there is no significant acute toxicity data available, we can make some inferences based on its chemical structure.If there are no significant acute toxicological data for this compound, we can infer some things based on the chemical structure. The presence of the pyridine ring and the amino group in (E)-3-(6 - Aminopyridin - 3 - yl)acrylic acid may suggest potential reactivity.The presence of pyridine and amino groups in (E-3)-3-(6- Aminopyridin- 3- yl-acrylic acid could indicate potential reactivity. Pyridine - containing compounds can sometimes interact with biological systems in ways that could be harmful.Pyridine-containing compounds can interact with biological systems and cause harm. However, the acrylic acid moiety also has its own chemical properties that can influence toxicity.The acrylic acid moiety has its own chemical properties which can also influence toxicity.
Chronic toxicity, which involves long - term exposure, is another crucial aspect.Another important aspect is chronic toxicity. This involves long-term exposure. Prolonged exposure to certain chemicals can lead to cumulative effects such as damage to organs like the liver, kidneys, or nervous system.Prolonged exposure to certain chemical can have cumulative effects, such as damage to organs such as the liver, kidneys or nervous system. But without proper studies on (E)-3-(6 - Aminopyridin - 3 - yl)acrylic acid for chronic exposure scenarios, it's difficult to accurately assess this aspect.It's hard to accurately assess the effects of chronic exposure to (E)-3 - (6 - Aminopyridin-3 - yl - acrylic acid without proper studies.
When it comes to potential routes of exposure, ingestion, inhalation, and dermal contact are the main ones.Ingestion, inhalation and dermal contact are three of the most common routes of exposure. Ingestion of this compound could potentially lead to irritation or damage to the gastrointestinal tract.Ingestion of the compound may cause irritation or damage to gastrointestinal tract. Inhalation might cause respiratory irritation, especially if it is in a fine - particulate or vapor form.Inhalation could cause respiratory irritation, particularly if the compound is in fine-particle or vapor form. Dermal contact could result in skin irritation or allergic reactions, depending on the individual's sensitivity and the concentration of the compound.Dermal contact can cause skin irritation or allergy reactions depending on the individual sensitivity and concentration of the compound.
To determine its exact toxicity, comprehensive studies such as animal toxicity tests (including LD50 - median lethal dose determination), in - vitro cell - based assays to assess cytotoxicity, and studies on genotoxicity (to check if it can damage DNA) are needed.To determine its exact toxicity comprehensive studies are required, such as animal toxicity testing (including LD50 – median lethal dose determination), cell-based in - vitro assays for cytotoxicity and studies on genotoxicity to check if the compound can damage DNA. These tests help in understanding how the compound interacts with living organisms at different levels.These tests are used to understand how the compound interacts at various levels with living organisms. Without such detailed research, a definite conclusion about the toxicity of (E)-3-(6 - Aminopyridin - 3 - yl)acrylic acid cannot be made, but the chemical structure and general knowledge of similar compounds suggest that it should be handled with caution until more information is available.It is impossible to determine the toxicity of the compound (E)-3 - (6 - Aminopyridin- 3 -yl)acrylic without such detailed research. However, the chemical structure of the compound and the general knowledge of similar substances suggest that caution should be used until more information becomes available.
What is the stability of (E)-3-(6-Aminopyridin-3-yl)acrylic acid?
The stability of (E)-3-(6 - Aminopyridin-3-yl)acrylic acid can be influenced by several factors.
In terms of chemical structure, the presence of the aminopyridyl group and the acrylic acid moiety play crucial roles.The acrylic acid moiety and the aminopyridyl groups play a crucial role in the chemical structure. The amino group in the pyridine ring can participate in various chemical reactions.The amino group of the pyridine can be involved in a variety of chemical reactions. For example, it is a basic site and can react with acids to form salts.It is a basic site, and can react with acid to form salts. This reactivity can potentially affect the compound's stability in acidic environments.This reactivity could affect the stability of the compound in acidic environments. In an acidic medium, protonation of the amino group may occur, which can change the electronic properties of the entire molecule and potentially lead to further reactions or decomposition pathways.In an acidic environment, protonation may occur of the amino group, which can lead to further reactions and decomposition pathways.
The double bond in the acrylic acid part is also a reactive site.The double bond of the acrylic acid is also a site for reactivity. It can undergo addition reactions, such as electrophilic addition.It can undergo addition reaction, such as electrophilic. Reagents like bromine or hydrogen halides can react with this double bond, which would clearly alter the structure of the (E)-3-(6 - Aminopyridin-3-yl)acrylic acid and thus its stability. Oxidizing agents could also target this double bond, leading to the formation of oxidation products.This double bond could be attacked by oxidizing agents, resulting in the formation of oxidation-products.
Regarding the pyridine ring, it has some aromatic stability due to its conjugated p - electron system.The conjugated p- electron system gives the pyridine ring some aromatic stability. However, substituents on the ring, like the amino group, can modify this stability.This stability can be altered by substituents, such as the amino group. The amino group can donate electrons to the ring through resonance, which can make the ring more reactive towards electrophilic aromatic substitution reactions.The amino group can donate an electron to the ring via resonance, making it more reactive for electrophilic aromatic substitutions. If such reactions occur, they can break the original structure of the molecule and reduce its stability.These reactions can cause the original structure of a molecule to be broken and reduce its stability.
In a physical sense, temperature can impact the stability.Temperature can have an impact on stability in a physical sense. Higher temperatures generally increase the kinetic energy of the molecules, making them more likely to undergo chemical reactions.Higher temperatures increase the kinetic energies of the molecules and make them more likely for chemical reactions. So, if (E)-3-(6 - Aminopyridin-3-yl)acrylic acid is stored at elevated temperatures, the rates of any potential decomposition or reaction pathways will be accelerated.
Humidity can also be a factor.Humidity is another factor. If the compound is hygroscopic, water absorption can occur.Water absorption may occur if the compound is hygroscopic. Water can act as a solvent or participate in chemical reactions.Water can be used as a chemical reaction or a solvent. For instance, hydrolysis reactions could potentially take place if water is present, especially if there are reactive functional groups like the carboxylic acid group in the acrylic acid moiety.Water can be used to initiate hydrolysis reactions, for example, if the acrylic acid moiety contains reactive functional groups such as the carboxylic acids. The carboxylic acid group could potentially be hydrolyzed further under certain conditions in the presence of water and a catalyst, either acidic or basic.Under certain conditions, the carboxylic acid moiety could be hydrolyzed under the presence of water with a catalyst that is either acidic or base.
In summary, the stability of (E)-3-(6 - Aminopyridin-3-yl)acrylic acid is complex and depends on multiple chemical and physical factors. Careful consideration of these aspects is necessary when handling, storing, or using this compound to ensure its integrity.To ensure the integrity of this compound, it is important to consider these factors when handling, storing or using it.