Moclobemide (4-chloro-N-(2-morpholinoethyl)benzamide) is an antidepressant, which is not currently licensed for use in the United States. The compound was originally tested as a lipid-lowering drug, but scientists later determined that it had a greater effect on inhibiting the enzyme monoamine oxidase (MAO). MAO’s are important for brain function, as their primary function is to degrade or “break down” the hormones serotonin, dopamine, and noradrenaline. Moclobemide is considered an MAO inhibitor, or MAOI. MAOIs block the ability of MAOs to degrade these “feel-good” hormones. Once these enzymes are blocked, the concentrations of serotonin, dopamine, and noradrenaline increase and the drugs have an antidepressant effect.1 There is, however, …show more content…
4-(2-aminoethyl)morpholine (742 mg, 5.7 mmol) and acetone (10 mL) were mixed together on ice, while a mixture of 4-chlorobenzoyl chloride (0.55 ml, 4.3 mmol) in acetone (2.5 mL) was added drop-wise for 10 minutes. Then, the mixture was mixed on ice for an addition five minutes, then for ten minutes at room temperature. Diethyl ether (10 mL) was added to the mixture and the resultant white precipitate was filtered. The product was recrystallized using ethanol (95%) and filtered. After drying, the crystals were dissolved in a mixture of dichloromethane (10 mL) and ammonia (concentrated, 10 mL). The organic layer was removed and the aqueous layer was washed with dichloromethane (10 mL). The combined organic layer was dried with sodium sulfate (anhydrous) and evaporated, which afforded a white powder (0.68 g, 66%) mp: 130-133°C; 1H NMR (400 MHz, CDCl3) δ (ppm) 7.71 (d, 2H), 7.41 (d, 2H), 6.87 (s, 1H), 3.73 (t, 4H), 3.53 (q, 2H), 2.60 (t, 2H), 2.5 (t, 4H); IR (ATR) υmax (cm-1) 3277, ~2900, 1633, 1595, 1546, 1486, 1469, 1461, 1142, 1116, …show more content…
The signal at 6.87 ppm in the 400 MHz 1H NMR is the strongest support for a pure product. This singlet peak, integrated at one, is indicative of the singular proton attached to the nitrogen in the product Moclobemide. If the starting material 4-(2-aminoethyl)morpholine were present, there would be different singlet peak with an integral value of 2. However, there is no other singlet peak, indicating that the product is free of reactant contamination. All of the other peaks found on the 1H NMR spectrum are similar to peaks one would find in an NMR spectrum of the starting products. The doublet peaks at 7.72 ppm and 7.41 ppm with integral values of two are representative of the protons on the benzene ring. The triplet peak at 3.74 ppm with an integral value of 4 is indicative of the four protons surrounding the oxygen in the ring structure while the triplet peak at 2.51 ppm with an integral value of 4 is conclusive of the protons surrounding the nitrogen in the ring structure. Finally, the two triplets with integral values of 2, found at both 3.53 and 2.60 ppm are representative of the protons found between the amide group and the nitrogen-oxygen ring structure in Moclobemide. The only peak that confirms that this is the spectrum of Moclobemide and not a starting material is that singular peak found at 6.87
Thomas Loraine McKenney (1785-1859) started as a merchant. In 1815 he ran a commission store near the ferry wharf in Georgetown. He was also on the board of directors of the Bank of Columbia, in Georgetown, with John Cox, John Threlkeld, and Henry Foxall. In 1816 McKenney secured a Federal appointment as Superintendent of Indian Trade. The Bureau of Indian Trade had its office in the old Bank of Columbia building at 3210 M Street, N.W.
After allowing the flask to cool to room temperature and cooling on ice, the product was collected and washed with 2-propanol (2ml) into a clean Hirsch funnel and was filtered using vacuum filtration. The triphenylphosphine oxide remained in the propanol solution, and the crystals were dried by drawing air through them. The mass, percentage yield and melting point of the product was obtained. The crystals were stored in a glass vial for next experiment.
The Mollies belong to the Poecilia family and are easy to keep in a tank environment; they are akin to the swordtail fish, which belongs to the Xiphophorus helleri group. It has a larger fin than the swordtail, called and mollies can be of many different shapes and size, reaching up to 4 3-quarter inches sometimes with only the males being an inch or so smaller; the males and females differ in size, coloring and gonopodium but both sexes adapt to different living surroundings rather well.
Day 5: Monteverde – Manuel Antonio Departure after breakfast from the mountains to the pacific coast, to the famous Manuel Antonio National Park, considered to be Costa Rica’s most beautiful park, with enchanting white-sand beaches ideal for swimming, and tropical rainforest forest alive with wildlife.
Monoamine oxidases (MAOs) are FAD depending enzymes and exists in two forms, namely MAO-A and MAO-B. MAOs are responsible for the regulation and metabolism of major monoamine neurotransmitters such as 5-hydroxytryptamine (5-HT), norepinephrine (NE), and dopamine (DA). MAO-A preferentially oxidizes serotonin. Human MAO-A inhibitors are antidepressants and antianxiety agents [1].
Antidepressants were developed in the 1950’s with the help of monoamine-oxidase. Monoamine-oxidase or MAOIs, is an enzyme that is accountable for the degradation of
These drugs have been joined in recent years by a third group, the second-generation antidepressants, of which there are an upwards of 30 different kinds. The MAO inhibitors were originally intended to treat TB and the doctors noticed that the medication seemed to make patients happier. It works biochemically by slowing down the body’s production of MAO. Sometimes patients may experience a dangerous rise in blood pressure if they eat foods containing tyramine (cheese, bananas, etc.), but an introduction of a skin patch has helped to curb this issue. Tricyclics were discovered while searching for medications to help schizophrenia when researchers found that imipramine relieved depressive symptoms. Comparatively, patients have been known to improve at a rate of 60% - 65%. Most patients who immediately stop taking tricyclics upon symptom relief will relapse within the year, while that number drops drastically in those who continue treatment for at least five additional months (Corey, 2013). Since, unlike MAO inhibitors, these do not require dietary restrictions, they are prescribed much more often. Some patients have even been known to show higher rates of improvement as a result. Second-generation antidepressants are another option, often selected for their effectiveness and speed of action, as well as increased difficulty in
Results obtained in recent years have been encouraging especially with ketamine a global NMDAR antagonist. The antidepressant-like activity of ketamine has been shown in many preclinical studies (1–7). A single non-anesthetic dose of ketamine reversed the symptoms of major depression (MDD) under clinical conditions (8). The antidepressant effects of ketamine were also observed in patients who suffered from treatment-resistant depression or suicidal ideations (9–12). Despite successful clinical trials with ketamine, its use on a
The second choice of drug is moclobemide, which could be prescribed with an initial dose of 300 mg (increasing after two weeks) with a maximum dosage of 600 mg in two divided doses. This can be achieved by increasing the dose in increments of 150 mg until Joe’s mood improves. (1, 2)
Orfeos were made to portray moral instruction to anyone who watches them. Many legends and fables were created to provide life principles and good standards to children and adults. Most of the stories portray consequences to characters where their actions are disapproved of according to society. Monteverdi chose to write his Orfeo inspired by the Greek character Orpheus. The story is very compelling on its own but because of Monteverdi’s musical abilities he can enhance the meaning and lesson being portrayed. Music has the capability of bringing attention and mindfulness to certain aspects. Therefore, people can recall and give more thought to what they are witnessing.
One method of identifying the structure of a biomolecule is nuclear magnetic resonance imaging, otherwise known as NMR1. This process takes advantage of quantum mechanical principles and unique properties of atomic nuclei in order to infer information about the spatial relationship of every atom in the molecule. This is based on the interaction of each atom with an applied magnetic field. Unlike microscopy techniques, the NMR process does not
When one has a major depressive disorder they can exhibit several behaviors such as depressed mood, feel guilt or shame, suicidal thoughts or self-neglect, low self-esteem, loneliness, negative outlook on everything. They can also show fatigue, sleeping problems, appetite increase or decrease, loss of sex drive and mental and physical slowing down or agitated. There are a few treatments for this disorder such as psychotherapy, antidepressant medications, electroconvulsive treatment (ECT), and other somatic therapies. One of the most recognized drugs used to treat MDD is Cymbalta. Cymbalta is used to help regain chemical balance in the brain that is thought to cause MDD. This medication is taken orally and
Depression medications, including monoamine oxidase (MAO) inhibitors like isocarboxazid (Marplan) and phenelzine (Nardil); serotonin norepinephrine reuptake inhibitors (SNRIs) such as desvenlafaxine (Pristiq) and duloxetine (Cymbalta); tricyclic antidepressants like amitriptyline; and selective serotonin reuptake inhibitors (SSRIs) such as citalopram (Celexa) and fluoxetine (Prozac, Sarafem)
The crude product was purified by silica gel flash column chromatography using THF:dichloromethane = 1:10 (v:v) as an eluent to afford the product as a white solid. Yield: 5.0 g, 54%. 1H NMR; 13C NMR; HRMS (FAB) calcd. for [M+H]+ 762.3866, Found: 762.3862; Anal. calcd for C50H50N6Si: C, 78.70; H, 6.60; N, 11.01; Si, 3.68.
In the first part of this experiment we will learn to crystalize an organic compound then later on recrystallize it with the use of an appropriate solvent. The molecules of this compound are able to return to its previous solid form due to the solvents inability to hold on to its molecules and they start to move freely out in the solution and begin to form solid crystals. The reaction of the product being studied is shown below. The product of this reaction can be analyzed using NMR and IR spectrums.