Fluoxetine Prozac structure

Description of Method. Fluoxetine, whose structure is shown in Figure 12.31a, is another name for the antidepressant drug Prozac. The determination of fluoxetine and its metabolite norfluoxetine. Figure 12.31 b, in serum is an important part of monitoring its therapeutic use. The analysis is complicated by the complex matrix of serum samples. A solid-phase extraction followed by an HPLC analysis using a fluorescence detector provides the necessary selectivity and detection limits. 

Tricyclic drugs have, as the name implies, a three-ring structure, and interfere with reuptake of norepinephrine and/or serotonin into axon terminals. Tricyclic drugs include imipramine (Tofranil), amitriptyline (Elavil), clomipramine (Anafranil), and nortriptyline (Pamelor, Aventil). Tricyclics have the occasional but unfortunate cardiovascular side effects of arrhythmia and postural hypotension. Newer, nontricyclic antidepressants have been developed that are collectively referred to as SSRIs. These have a potent and selective action on serotonin, and lack the cardiovascular side effects of the tricyclics. These include fluoxetine (Prozac), paroxetine (Paxil), sertraline (Zoloft), and fluvoxamine (Luvox). A fifth SSRI, citalopram (Celexa) has been used in Europe and has recently been approved in the United States. Venlafaxine (Effexor) blocks reuptake of norepinephrine and serotonin, while bupropion (Wellbutrin) acts on both dopamine and norepinephrine. 

Either oxaborazolidine-catalysis (Me-CBS) or (Ipc)2BCl reductions can be used to prepare 24-A a precursor of Fluoxetine (Prozac) in good yield and high e.e. Suggest transition structures that account for the observed enantioselectivity. 

Fluoxetine hydrochloride (Prozac) is a widely prescribed antidepressant drug introduced by Eh Lilly Co in 1986 It differs from Compound A in having an —NHCH3 group in place of —N(CH3)2 What IS the structure of Prozac" ... 

Atomoxetine (Straterra , originally tomoxetine or tomoxetin, 3) was first described and synthesized by chemists at Eli Lilly in the late 1970s and was one of the few compounds that was known to display meaningful selectivity for the norepinephrine reuptake transporter (NET) versus the serotonin reuptake transporter (SERT) and the dopamine reuptake transporter (DAT) (Barnett, 1986 Molloy and Schmiegel, 1997). Atomoxetine was one of several structurally related and commercially successful monoamine reuptake inhibitors that were developed by Lilly for the treatment of various psychiatric disorders (Eig. 17.4). Fluoxetine (43) and duloxetine (44) have both gained approval in the United States as Prozac and Cymbalta , respectively, and nisoxetine (45) is widely used as a tool in biology. 

Fluoxetine hydrochloride (Prozac, Fontex, etc. Figure 17.2) is an antidepressant of the SSRI class. As a structural analogue of serotonin, it competes for its re-uptake at the... 

There are several SSRI inhibitors. Their chemical structures are different but they have similar modes of action, namely binding to the SERT. However, they have different pharmacokinetic parameters such as half-life, and differences in adverse effects and drug interactions [54]. Fluoxetine was the first drug of the class, approved in the U.S. in 1987. It is a chiral molecule and the racemic mixture is used as the hydrochloride salt (Prozac , Lilly). It has been approved and marketed in more than 90 countries and used by more than... 

FIGURE 5.8. Molecular structure of fluoxetine enantiomers. (Prozac is a registered trademark of Eli Lily and Company.)... 

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