Warfarin chemical structure

This study also suggests that molecular size and structure play a role in this interaction. The binding behaviors of dextrin oligomers for four different pharmaceuticals (ibuprofen, ketoprofen, furosemide, and warfarin) were observed under the same experimental conditions. Ibuprofen and ketoprofen, two compounds that are similar in chemical structure and pharmaceutical use, showed obvious differences in interaction patterns (Fig. 13A and B). Ketoprofen, having an extra aromatic ring, required an octa-saccharide (DP = 8) for binding, whereas ibuprofen required a heptasac-... 

The most prescribed drugs for blood-related disorders are also summarized in Table 1.17. Blood clots can occur in the veins at extremities (especially after a long period of immobility). Those clots can subsequently become lodged in the blood vessels, the atria, the heart valves, and within the lungs, causing embolism and shortness of breath. Under severe conditions, the clots can also obstruct the flow of blood to the brain, leading to a stroke and paralysis. Coumadin (warfarin see chemical structure below) is one of the main hematological compounds that has been widely prescribed to counter these conditions... 

There is no indication of any abnormality in the chemical shifts of carbons 11, 12, and 14 shown in Figure 9-48a. Furthermore, there is a downfield resonance 216.5 ppm from the carbons of TMS (not shown in Figure 9-48a) which is typical of a C=0 carbon corresponding to C13. When 14 is treated with acid, we expect the product (warfarin) of structure 15 to be formed, which should have a 13C spectrum much like that shown in Figure 9-48a ... 

Figure 1 Chemical structures of phylloquinone, menaquinones, menadione, warfarin, and dicumarol.

The isoprene-derived molecule whose structure is shown here is known alternately as Coumarin and warfarin. By the former name, it is a widely prescribed anticoagulant. By the latter name, it is a component of rodent poisons. How can the same chemical species be used for such disparate purposes The key to both uses lies in its ability to act as an antagonist of vitamin K in the body. 

Simultaneously, the advanced technology of mass screening was applied to an extensive chemical database [70], This process resulted in numerous hits including the coumarin and pyrone, 29 and 30, shown in Table 6. Both inhibitors exhibited micromolar potency. Because of their small size, achiral nature and their inhibitory activity, they became the prototypes for biological and chemical studies as well as for X-ray determination. The mass screening approach was also applied elsewhere and resulted in a very similar warfarin hit [71]. In both cases, the initial micromolar leads were elaborated to potent inhibitors through structure-... 

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