Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of 3,4,5-trimethoxyphenylboronic acid cas 182163-96-8 in China. Welcome to wholesale bulk high quality 3,4,5-trimethoxyphenylboronic acid cas 182163-96-8 for sale here from our factory. Good service and reasonable price are available.
3,4,5-Trimethoxyphenylboronic acid (3,4,5-trimethoxyphenyl boronic acid) is an organic compound. It is a colorless or white solid. It can exist in different crystal forms, such as needle like crystals, sheet like crystals, etc. It is a combustible substance that can burn under open flame or heating conditions. The structure includes benzene ring, boric acid group and three methoxy groups. The boric acid group is attached to the benzene ring, while the methoxy group is located at positions 3, 4 and 5 on the benzene ring. It has the characteristics of Phenylboronic acid and can be used as a ligand to participate in metal catalytic reactions, such as Suzuki Coupling reaction. It can also be used to synthesize other organic compounds, such as drugs, functional materials, etc.
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C.F |
C9H13BO5 |
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E.M |
212 |
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M.W |
212 |
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m/z |
212 (100.0%), 211 (24.8%), 213 (9.7%), 212 (2.4%), 214 (1.0%) |
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E.A |
C, 50.99; H, 6.18; B, 5.10; O, 37.73 |
3,4,5-Trimethoxyphenylboronic acid has garnered significant attention in scientific research due to its remarkable capacity for carbohydrate recognition and binding. This compound's unique chemical structure enables it to interact specifically with diol-containing molecules, such as sugars and glycosylated proteins, forming stable complexes through reversible covalent bonds. This property is particularly advantageous in the development of advanced sensors and probes designed to detect and quantify specific sugars or glycosylated biomolecules with high sensitivity and selectivity.
In the realm of analytical chemistry, the compound's ability to bind diols has been harnessed for affinity chromatography applications. By incorporating it into chromatographic resins, researchers can effectively purify glycoproteins and other diol-rich biomolecules from complex mixtures. This technique leverages the compound's selective binding affinity, allowing for the isolation of target molecules with high purity and yield.
1. Surface modifier:
TMPBA can be used as a surface modifier to change the properties of the material surface through coordination reactions with the material surface. For example, introducing TMPBA onto the surface of nanoparticles can enhance their compatibility with the matrix, improve the dispersion and stability of nanoparticles. In addition, TMPBA can also be used to regulate the behavior of droplets on solid surfaces, such as controlling the contact angle of droplets and inhibiting droplet evaporation.
2. Interface assembly:
TMPBA can be used in the process of interface assembly. By coordinating with other molecules or surface functional groups, orderly arrangement and self-assembly between different molecules can be achieved. This coordination reaction can form stable interface structures, such as single-layer films, multi-layer films, etc. The coordination characteristics of TMPBA can be used to construct interface systems with specific structure and function, such as molecular electronic devices, Photoelectrochemical cell, etc.
3. Interface catalyst:
TMPBA can be used as a precursor for interface catalysts to construct interface systems with efficient catalytic performance. By introducing TMPBA onto the surface of the catalyst, its interaction with the substrate can be enhanced, improving the efficiency and selectivity of the catalytic reaction. This interface catalyst can be applied to various organic synthesis reactions and important catalytic processes.
4. Interface sensor:
Due to the coordination properties and chemical reactivity of TMPBA, it can be used to construct interface sensors. Sensitive Molecular recognition and detection can be achieved by interacting TMPBA with specific analytes. These interface sensors are widely used in fields such as environmental monitoring, food safety, and biomedicine.
5. Gas sensitive materials
TMPBA has high redox properties and can react with oxygen molecules. Therefore, TMPBA is often used as a functional unit for gas sensing materials. By introducing TMPBA into gas sensitive polymers or films, materials sensitive to oxygen or other gases can be prepared. These materials can be applied in fields such as gas sensors, environmental monitoring, and biochemical detection.
6. High tech industry:
Due to the application of TMPBA in the fields of materials science and fluorescent materials, the areas where high-tech industries gather are also one of its main markets. These regions include Silicon Valley in the United States, Shenzhen in China, and Seoul in South Korea.
7. Chemical pharmaceutical industry:
TMPBA has a wide range of applications in the pharmaceutical industry, especially in drug synthesis. Therefore, the main market regions are usually countries or regions with developed Pharmaceutical industry, such as the United States, European countries (such as Germany, Switzerland and the United Kingdom), and Asian countries (such as Japan, China and India).
8. Pesticide manufacturing:
TMPBA is also used for pesticide synthesis, making agricultural intensive areas one of its main markets. These regions include major agricultural countries such as the United States, Europe, Brazil, and China. TMPBA has a wide range of uses, and the supply of raw materials is sufficient. According to the history review and development overview analysis of the global and Chinese TMPBA markets, the global market size of TMPBA will reach billion yuan (RMB) in 2022, while the market size of China will reach billion yuan.
Functionalization and Drug Candidate Synthesis
Introduction of Substituents
The trimethoxyphenyl group can be further modified through various chemical transformations. For example, the methoxy groups can be cleaved or converted into other functional groups, such as hydroxyls, amines, or halides, which can then be used as handles for further derivatization. This allows for the introduction of a wide range of substituents, including alkyl, aryl, heteroaryl, and functional groups containing nitrogen, oxygen, or sulfur.
Diversification of Drug Candidates
By leveraging the functionalization potential of TMPBA, chemists can synthesize a diverse array of drug candidates. These compounds may exhibit different biological activities, such as enzyme inhibition, receptor binding, or modulation of cellular signaling pathways. The ability to rapidly generate and evaluate a large number of analogs is crucial in the drug discovery process, as it increases the chances of identifying lead compounds with desirable pharmacological properties.
Applications in Pharmaceutical Synthesis
Anticancer Agents
It has been used in the synthesis of anticancer agents, where the trimethoxyphenyl group may contribute to the compound's lipophilicity and membrane permeability, enhancing its ability to reach intracellular targets.
Antimicrobial Compounds
The compound has also found applications in the synthesis of antimicrobial agents, where the introduction of specific substituents can modulate the compound's activity against bacteria, viruses, or fungi.
Central Nervous System (CNS) Drugs
In the field of CNS drug discovery, it can be used to synthesize compounds that target neurotransmitter receptors or modulate neuronal signaling pathways, potentially leading to the development of new therapies for neurological disorders.
TMPBA is a significant chemical compound with various applications, primarily as a pharmaceutical intermediate. Its market distribution spans across several regions globally, reflecting its widespread use in the chemical and pharmaceutical industries.
In Asia, countries like China and India are key players in the production and consumption of this compound. China, in particular, hosts numerous manufacturers and suppliers, offering the product in different purities and packaging sizes to cater to diverse industry needs. These suppliers often have strong distribution networks both domestically and internationally.
North America, especially the United States, is another significant market. The region's robust pharmaceutical and chemical sectors drive the demand for this compound in research and development, as well as in the production of various chemicals and drugs.
Europe also contributes to the market, with countries such as Germany and the United Kingdom being notable consumers. The continent's emphasis on advanced chemical research and stringent regulatory standards ensures a steady demand for high-quality intermediates like 3,4,5-Trimethoxyphenylboronic acid.
Additionally, regions such as South America and parts of Africa are emerging markets, where the growth of the pharmaceutical industry is fueling the need for this compound. Suppliers often offer competitive pricing and flexible order quantities to tap into these developing markets.
Damage to eyes
It is irritating and can irritate the eyes, respiratory system, and skin. Specifically, when this chemical substance comes into contact with the eyes, it may cause the following injuries:
Chemical burns
Due to its chemical properties, this substance may cause direct chemical burns to eye tissue, resulting in symptoms such as redness, swelling, pain, and tearing of the eyes.
Corneal injury
Long term or high concentration exposure may cause damage to corneal epithelial cells, and in severe cases may affect vision.
Inflammation and infection
After eye injury, it is easy to cause eye inflammation and infection, further exacerbating discomfort and damage to the eyes.
Security information & protective measures
In order to reduce eye damage, a series of safety and protective measures must be taken.
Dangerous goods symbol Xn
Indicates that the substance is a hazardous substance.
Risk term R36/37/38
Indicates that the substance has irritating effects on the eyes, respiratory tract, and skin.
Risk term R22
Indicates that ingestion of the substance is harmful.
Protective goggles
During handling, staff must wear protective goggles to prevent chemicals from splashing into their eyes.
Gloves
Use appropriate gloves to prevent direct skin contact with the substance.
Protective clothing
Wear appropriate protective clothing to reduce exposure to other parts of the body.
Health monitoring & medical treatment
For long-term contact workers, regular health monitoring, including eye examinations, should be conducted to promptly detect and address potential health issues.
In case of eye contact, immediately rinse the eyes with plenty of water and seek medical treatment as soon as possible. This is a very important emergency response step that helps reduce the damage of chemicals to the eyes. When flushing the eyes, make sure that the water flows from the inner corner of the eye to the outer corner of the eye to avoid direct impact on the eyeball and avoid aggravating the injury.
It should be stored in a sealed, cool, ventilated and dry place, avoiding contact with oxides. During transportation, it is necessary to ensure that the container is well sealed to avoid leakage and environmental pollution.
Frequently Asked Questions
Why can its purity exceed 100%? Is this reasonable?
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Reasonable, this is the "normal illusion" determined by titration method. Multiple suppliers have labeled its purity as 97.0 to 110.0% (neutralization titration method). This is not a mistake, but rather because the product contains an indefinite amount of anhydride - boric acid is prone to dehydration during storage, resulting in higher titration results. The actual purity needs to be comprehensively judged by combining HPLC and moisture determination.
Why is there so much debate about its melting point? Which one is true?
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Because there is confusion between "decomposition temperature" and "melting temperature". Some literature reports temperatures above 230 ° C, while others are accurate to 247 ° C (dec.). The consensus is that it decomposes at high temperatures rather than melting, and the so-called melting point is actually the decomposition point, which fluctuates due to the influence of anhydride content.
Is it stored at "room temperature" or "refrigerated"? Why are there conflicting instructions?
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This is a game of 'ideal vs reality'. In theory, it should be refrigerated (2-8 ° C) and protected with nitrogen to prevent dehydration, acid anhydride formation, or moisture absorption deterioration. However, suppliers such as TCI label room temperature (<15 ° C) as cool and dark, which is a compromise based on short-term stability - in a well sealed, dry and cool environment, short-term storage at room temperature is acceptable, but long-term storage is still recommended to be refrigerated.
What other diseases can it "cross" treat besides Suzuki reaction?
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It can "guest star" in anti-cancer and drug rehabilitation. Its derivatives have multiple biological activities: they can act as microtubule polymerization inhibitors (targeting colchicine sites) to induce cancer cell apoptosis; It can also alleviate morphine withdrawal symptoms in mice by binding to serotonin 5-HT1A receptors. In addition, its thiothiazole derivatives exhibit selective toxicity towards drug-resistant cancer cells.
Are its three methoxy groups' decorations'? What role does it play in the reaction?
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They are "electronic regulators" and "site protectors". The three methoxy groups are strong electron donating groups that can activate the benzene ring and enhance the reactivity of boric acid in Suzuki coupling; Meanwhile, they occupy the 3, 4, and 5 positions, forcing the coupling reaction to only occur at the 1-position (boronic acid group), achieving precise regioselectivity. This property is crucial in the synthesis of analogs of the anti-cancer drug Combretastatin A-4.
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