Product Introduction of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde (CAS 231278-84-5)
5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde, with the CAS number 231278-84-5, is a highly significant compound in the field of organic chemistry. This product has drawn considerable attention due to its unique chemical structure and potential applications in various industries. In this article, we will delve into the detailed aspects of this compound, including its properties, uses, applications in different fields, and preparation methods.
Properties of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde
Chemically, 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde has a complex molecular structure. Its molecular formula reflects the specific arrangement of atoms within the compound, which in turn determines its physical and chemical properties. Physically, it may have a certain melting point, boiling point, and solubility in different solvents. These properties are crucial for its handling, storage, and further processing in various applications.
The melting point of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can provide important information about its stability and phase transition behavior. A well – defined melting point helps in the identification and purity assessment of the compound. Similarly, the boiling point is significant when considering processes such as distillation or evaporation during its synthesis or purification.
Solubility is another key property. This compound may have different solubilities in polar and non – polar solvents. For example, it might be soluble in organic solvents like chloroform, dichloromethane, or ethanol to a certain extent. Understanding its solubility characteristics is essential for formulating solutions, conducting chemical reactions, and designing separation processes.
Uses of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde
One of the primary uses of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde is in the field of pharmaceutical research. It can serve as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to participate in specific chemical reactions that are crucial for the formation of bioactive molecules. For example, it can be used in the synthesis of kinase inhibitors. Kinase inhibitors are important drugs for the treatment of cancer and other diseases related to abnormal cell signaling pathways.
In the agrochemical industry, this compound may also find applications. It could be used in the development of new pesticides or herbicides. By modifying its structure through chemical reactions, researchers can potentially create compounds with enhanced biological activity against pests or weeds while minimizing environmental impact.
Furthermore, in the field of materials science, 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can be used as a building block for the synthesis of novel polymers or materials with special properties. These materials may have applications in areas such as electronics, optics, or sensors.
Applications in Various Fields
Pharmaceutical Field
In the pharmaceutical field, the application of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde is mainly focused on drug discovery and development. As mentioned earlier, it can be used to synthesize kinase inhibitors. Kinases are enzymes that play a vital role in cell signaling pathways. Abnormal kinase activity is often associated with the development of cancer, inflammation, and other diseases. By inhibiting specific kinases, drugs can disrupt the abnormal signaling pathways and thus treat the diseases.
For example, some research has shown that compounds derived from 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can selectively target certain kinases involved in cancer cell growth and proliferation. These compounds can block the phosphorylation process carried out by kinases, preventing the activation of downstream signaling molecules and ultimately inhibiting cancer cell growth.
In addition to cancer treatment, this compound may also have potential applications in the treatment of other diseases such as neurodegenerative diseases. Some kinases are involved in the regulation of neuronal function, and by targeting these kinases, drugs synthesized from 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde may help in the treatment of neurodegenerative disorders.
Agrochemical Field
In the agrochemical field, the use of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can lead to the development of more effective and environmentally friendly pesticides and herbicides. Pests and weeds can cause significant damage to crops, reducing agricultural productivity. By using this compound as a starting material, researchers can design molecules that specifically target the biological processes of pests or weeds.
For example, some derivatives of this compound may act as inhibitors of certain enzymes in pests, disrupting their metabolic pathways and leading to their death. In the case of herbicides, compounds synthesized from 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can target specific plant hormones or enzymes, preventing the growth and development of weeds without harming the crops.
Materials Science Field
In materials science, 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can be used to create novel materials with unique properties. For example, it can be incorporated into polymer chains to modify the physical and chemical properties of the polymers. Polymers containing this compound may have enhanced mechanical strength, thermal stability, or electrical conductivity.
In the field of electronics, these polymers can be used as organic semiconductors. Organic semiconductors have several advantages over traditional inorganic semiconductors, such as flexibility, low cost, and ease of processing. Compounds derived from 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde can contribute to the development of high – performance organic electronic devices, such as organic light – emitting diodes (OLEDs) and organic field – effect transistors (OFETs).
Preparation Methods of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde
The preparation of 5-[4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]quinazolin-6-yl]furan-2-carbaldehyde typically involves a series of chemical reactions. One common approach is to start with appropriate starting materials and perform a sequence of substitution, condensation, and oxidation reactions.
For example, the synthesis may begin with a quinazoline derivative and an aniline derivative. The aniline derivative with the 3 – chloro – 4 – [(3 – fluorophenyl)methoxy] group can be prepared through a multi – step synthesis. First, the 3 – fluorobenzyl chloride can react with the appropriate phenol to form the 3 – fluorophenylmethoxy group. Then, this intermediate can be further reacted with a chlorinated aniline to introduce the chloro and anilino groups.
The quinazoline derivative can be synthesized separately through a series of reactions involving the condensation of appropriate precursors. After obtaining the quinazoline and aniline derivatives, they can be reacted together through a coupling reaction, such as a Buchwald – Hartwig amination reaction, to form the key intermediate. Finally, the furan – 2 – carbaldehyde group can be introduced through an oxidation reaction, such as using a suitable oxidizing agent like Dess – Martin periodinane.
Another possible preparation method is to use a one – pot synthesis approach. In this method, all the necessary starting materials are mixed together in a single reaction vessel, and the reaction conditions are carefully controlled to allow the formation of the target compound in one step. This approach can simplify the synthesis process and reduce the number of purification steps.
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