N1-[2-(Dimethylamino)ethyl]-5-methoxy-N1-methyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-1,2,4-benzenetriamine (CAS 1421372-66-8): A Comprehensive Product Introduction

N1-[2-(Dimethylamino)ethyl]-5-methoxy-N1-methyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-1,2,4-benzenetriamine, with the CAS number 1421372-66-8, is a highly significant chemical compound in the field of organic chemistry. This compound has attracted extensive attention due to its unique chemical structure and potential applications in various industries. In this article, we will delve into a detailed introduction of this product, including its properties, uses, applications in different fields, and preparation methods.

Product Properties

The chemical structure of N1-[2-(Dimethylamino)ethyl]-5-methoxy-N1-methyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-1,2,4-benzenetriamine is quite complex. It consists of a benzenetriamine core with several functional groups attached. The presence of the dimethylaminoethyl group, methoxy group, methyl group, and the indolyl – pyrimidinyl moiety gives this compound distinct physical and chemical properties.

Physically, the compound is likely to be a solid at room temperature. Its solubility properties are influenced by the nature of its functional groups. The dimethylaminoethyl group may enhance its solubility in polar solvents such as water and alcohols to some extent, while the hydrophobic indolyl – pyrimidinyl part may limit its solubility in non – polar solvents. The melting point and boiling point of this compound are important physical parameters, which are yet to be fully determined through extensive experimental studies. However, based on the general trends of similar compounds, it can be inferred that the melting point is relatively high due to the presence of multiple aromatic rings and strong intermolecular forces such as hydrogen bonding and π – π stacking.

Chemically, the amino groups in the structure can act as bases and participate in acid – base reactions. They can also be involved in nucleophilic substitution reactions, which may be exploited in the synthesis of other derivatives. The indolyl – pyrimidinyl moiety may exhibit certain electronic properties, such as electron – donating or – withdrawing effects, which can influence the reactivity of the entire molecule. The methoxy group can also affect the electronic density of the benzene ring, thereby influencing the reactivity at the adjacent positions.

Product Uses

N1-[2-(Dimethylamino)ethyl]-5-methoxy-N1-methyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-1,2,4-benzenetriamine has a wide range of potential uses, mainly due to its unique chemical structure and reactivity.

Pharmaceutical Industry: In the pharmaceutical field, this compound may serve as a lead compound for drug discovery. The indolyl – pyrimidinyl moiety is often found in many bioactive molecules, and it has been reported to have various biological activities such as anti – cancer, anti – inflammatory, and anti – microbial properties. The presence of the amino groups can be used to modify the compound to improve its pharmacokinetic and pharmacodynamic properties. For example, by conjugating with other functional groups or carriers, the compound can be targeted to specific tissues or cells, enhancing its therapeutic efficacy and reducing side effects.

Agrochemical Industry: In the agrochemical industry, this compound may have potential as a pesticide or a plant growth regulator. The chemical structure may interact with specific receptors or enzymes in pests or plants, leading to the inhibition of their growth or the regulation of plant physiological processes. For instance, it may interfere with the nervous system of pests or affect the hormone balance in plants, thereby achieving the purpose of pest control or promoting plant growth.

Material Science: In material science, this compound can be used as a building block for the synthesis of functional materials. The aromatic rings and functional groups in the structure can participate in polymerization reactions to form polymers with special properties. For example, it can be used to synthesize conductive polymers, which have potential applications in electronic devices such as organic light – emitting diodes (OLEDs) and solar cells.

Applications in Different Fields

Biomedical Research: In biomedical research, N1-[2-(Dimethylamino)ethyl]-5-methoxy-N1-methyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-1,2,4-benzenetriamine can be used as a tool compound to study the biological functions of certain receptors or signaling pathways. By binding to specific receptors, it can modulate the downstream signaling cascades, helping researchers to understand the molecular mechanisms of diseases such as cancer and neurodegenerative diseases. For example, if it binds to a specific receptor on cancer cells, it can inhibit the proliferation and metastasis of cancer cells, which provides a new target for cancer treatment research.

Environmental Science: In environmental science, this compound may be used to detect or remove certain pollutants. The functional groups in the structure can interact with pollutants through various mechanisms such as adsorption, complexation, or redox reactions. For example, it can be used to detect heavy metal ions in water by forming complexes with them, and the formed complexes can be detected by spectroscopic methods. In addition, it may also be used to degrade organic pollutants in the environment through photocatalytic or chemical oxidation reactions.

Chemical Synthesis: In chemical synthesis, this compound can be used as a starting material or an intermediate for the synthesis of more complex compounds. The amino groups and other functional groups in the structure can participate in a variety of chemical reactions, such as condensation reactions, substitution reactions, and addition reactions. For example, it can react with carboxylic acids to form amides, which can be further modified to obtain more complex organic compounds.

Preparation Methods

The preparation of N1-[2-(Dimethylamino)ethyl]-5-methoxy-N1-methyl-N4-[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]-1,2,4-benzenetriamine usually involves a multi – step synthesis process. Here are some possible preparation methods:

Step – by – Step Synthesis:

1. First, prepare the key intermediate compounds. For example, synthesize the 1,2,4 – benzenetriamine derivative with the appropriate substitution pattern. This can be achieved by starting from a suitable benzene precursor and introducing the amino groups through a series of nitration, reduction, and substitution reactions.
2. Then, synthesize the indolyl – pyrimidinyl moiety. This can be done by cyclization reactions and functional group modifications of the corresponding indole and pyrimidine precursors. For example, react an indole derivative with a pyrimidine derivative under appropriate reaction conditions to form the desired indolyl – pyrimidinyl compound.
3. Finally, couple the two key intermediate compounds together. This can be achieved through a coupling reaction, such as a nucleophilic substitution reaction between the amino group on the benzenetriamine derivative and the appropriate leaving group on the indolyl – pyrimidinyl compound. The reaction conditions need to be carefully controlled, including the choice of solvent, temperature, and reaction time, to ensure high yield and purity of the final product.

One – Pot Synthesis: In some cases, a one – pot synthesis method may be developed to simplify the preparation process. This method involves combining all the reactants in one reaction vessel and allowing the reactions to occur sequentially under appropriate conditions. However, this method requires a more in – depth understanding of the reaction mechanisms and the compatibility of the reactants. It may also require the use of special catalysts or reaction conditions to promote the desired reactions and suppress side reactions.

References

As this is a relatively specific compound, the exact references related to it may be limited. However, general references on organic chemistry, pharmaceutical research, and material science can be used for further study.

• Smith, J. G., & March, J. (2007). March’s Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley. Link
• Lehninger, A. L., Nelson, D. L., & Cox, M. M. (2008). Lehninger Principles of Biochemistry. W. H. Freeman. Link
• Atkins, P., & de Paula, J. (2010). Physical Chemistry. Oxford University Press. Link

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