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Imatinib, also known as Gleevec, is a medication used to treat various types of cancer, including chronic myeloid leukemia and gastrointestinal stromal tumors.
Synthetic routes of imatinib refer to the different methods used to create this medication in the chemical industry.
The synthetic routes of imatinib can be broadly classified into two categories: classical synthetic routes and combinatorial synthetic routes.
Classical Synthetic Routes
Classical synthetic routes refer to the traditional methods used to synthesize imatinib.
The first step in the synthesis of imatinib is the preparation of a substituted aniline, which is then treated with a Grignard reagent to form a substituted vinyl halide.
This vinyl halide is then transformed into a substituted vinyl sulfonate, which is then coupled with a substituted aniline to form a substituted benzimidazole.
Finally, the benzimidazole is rendered electrophilic by treatment with a Mukaiyama reagent, and the resulting imine is hydrolyzed to form the final product, imatinib.
Combinatorial Synthetic Routes
Combinatorial synthetic routes refer to the use of combinatorial libraries to discover new drugs, including imatinib.
In this method, a large number of compounds are synthesized using solid phase peptide synthesis or high-throughput automated synthesizers.
These compounds are then screened for their ability to inhibit the growth of cancer cells, and the most promising compounds are selected for further study.
The combinatorial synthetic route of imatinib involves the synthesis of a large number of substituted benzimidazoles using solid phase peptide synthesis.
These compounds are then screened for their ability to inhibit the growth of cancer cells, and the most promising compounds are selected for further study.
Advantages of Synthetic Routes of Imatinib
The synthetic routes of imatinib offer several advantages in the chemical industry.
These advantages include:
- Cost-effective: The classical synthetic routes of imatinib are cost-effective, as they use readily available reagents and can be carried out in a single step.
- High yield: The classical synthetic routes of imatinib result in high yields of the final product, imatinib.
- Scalable: The classical synthetic routes of imatinib are scalable, as they can be easily modified to produce larger quantities of the final product.
- Reliable: The classical synthetic routes of imatinib are reliable, as they have been used for several decades to synthesize imatinib.
Disadvantages of Synthetic Routes of Imatinib
The synthetic routes of imatinib also have several disadvantages in the chemical industry.
These disadvantages include:
- Time-consuming: The classical synthetic routes of imatinib can be time-consuming, as they involve multiple steps and require careful handling of reagents.
- Inefficient: The classical synthetic routes of imatinib can be inefficient, as they may produce unwanted side products that need to be removed.
- Limited diversity: The classical synthetic routes of imatinib may offer limited diversity, as they involve a limited number of reaction steps.
- High energy consumption: The classical synthetic routes of imatinib can be energy-intensive, as they involve the use of heat and other forms of energy.
Conclusion
The synthetic routes of imatinib offer several advantages and disadvantages in the chemical industry.
The classical synthetic routes are cost-effective, high yielding, scalable, and reliable, while the combinatorial synthetic routes offer greater diversity and the potential for drug discovery.
As the field of chemistry continues to advance, new and more efficient methods of synthesizing imatinib and other drugs will likely be developed, offering further benefits to the chemical industry.