The Synthetic Routes of N-DESMETHYL IMATINIB

N-Desmethyl Imatinib: Synthetic Routes and Applications in the Chemical Industry

N-Desmethyl imatinib, also known as N-(4-methoxy-3-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,6-dichloro-N-(3-methyl-1H-pyrazol-1-yl)acetamide, is an anti-cancer drug used to treat various types of leukemia and other malignancies.
The compound has attracted significant interest in the chemical industry due to its unique structure and therapeutic properties.
In this article, we will discuss the synthetic routes of N-desmethyl imatinib and its applications in the chemical industry.

Synthetic Routes

There are several synthetic routes to N-desmethyl imatinib.
One of the most commonly used methods is the synthesis of the precursor, N-(4-methoxy-3-(3-methyl-1H-pyrazol-1-yl)phenyl)acetamide, followed by the formation of the imatinib ring.
The synthesis of the precursor involves the reaction of 4-methoxy-3-(3-methyl-1H-pyrazol-1-yl)benzaldehyde with N-(3-methyl-1H-pyrazol-1-yl)acetamide in the presence of a strong base, such as sodium hydroxide.
The resulting product is then treated with a reducing agent, such as lithium aluminum hydride, to reduce the aldehyde group to the corresponding amine.
The amine is then treated with chloroformic acid to introduce the chloride group, followed by the addition of sodium hydroxide to form the imatinib ring.

Alternatively, N-desmethyl imatinib can be synthesized by a combination of chemical and enzymatic methods.
In this approach, the precursor is synthesized using traditional chemical methods, and the formation of the imatinib ring is accomplished using an enzyme, such as human liver cytochrome P450 3A4 (CYP3A4).
This approach has the advantage of using a biological system to perform the synthesis, which can be more efficient and selective than traditional chemical methods.

Applications

N-desmethyl imatinib has several potential applications in the chemical industry, including use as a chemotherapy drug, a research tool in drug discovery, and as a building block for the synthesis of other pharmaceuticals.

As a chemotherapy drug, N-desmethyl imatinib has shown promise in the treatment of cancer, particularly in cases where other treatments have been ineffective.
The compound has been shown to be effective against a range of leukemia and lymphoma cell lines, and has been approved for use in several countries for the treatment of certain types of chronic myeloid leukemia.

N-desmethyl imatinib can also be used as a research tool in drug discovery.
The compound's unique structure and therapeutic properties make it an attractive target for the development of new drugs and therapies.
Studies on the synthesis and properties of N-desmethyl imatinib can provide valuable insights into the development of new drugs and therapies for cancer and other diseases.

Finally, N-desmethyl imatinib can be used as a building block for the synthesis of other pharmaceuticals.
The compound's unique structure and functional groups make it a useful starting point for the synthesis of other drugs and therapies.

Conclusion

N-desmethyl imatinib is an important compound in the chemical industry due to its unique structure and therapeutic properties.
The synthetic routes to N-desmethyl imatinib include the synthesis of the precursor, N-(4-methoxy-3-(3-methyl-1H-pyrazol-1-yl)phenyl)acetamide, followed by the formation of the imatinib ring, as well as a combination of chemical and enzymatic methods.
N-desmethyl imatinib