Sertraline Ethanol

C, .H,2Cl20 79560-19-3) see Sertraline [l-(3,4-dichlorophenyl)ethyl]hydrazine (CjHioCLNj 55294-31-0) see Muzolimine l-(2,4-dichlorophenyl)-2-(lFf-imidazol-l-yl)ethanol... 

Sertraline is an antidepressant that is sold as a single enantiomer and prepared commercially through a resolution of a racemate. The starting material for the resolution step is the hydrochloride salt of racemic sertraline (13.22) (Scheme 13.3). The hydrochloride salts are first neutralized through the addition of NaOH to form the racemic free amine (13.23). The amine is then reacted with 1.0 equivalents of d-(— )-mandelic acid (13.24) in ethanol to form diastereomeric salts. The solution of the salts in ethanol is allowed to stand at room temperature, and a solid consisting of predominantly diastereomer 13.25 precipitates. Filtration of the solid followed by recrystallization from ethanol affords essentially... 

ASA = aspirin NSAIDs = non-steroidal anti-inflammatory drugs, such as ibuprofen, naproxen, and diclofenac CNS stimulants include drugs such as pseudoephedrine, dextroamphetamine, theophylline, and caffeine MAO = monoamine oxidase CNS depressants include drugs such as benzodiazepines, barbiturates, and ethanol SSRIs = selective serotonin reuptake inhibitors, such as fluoxetine, sertraline, and paroxetine. Antidiabetic agents include drugs such as insulin, glipizide, glyburide, and metformin. 

Obsessive compulsive disorder, panic disorder, generalized anxiety disorder, bulimia nervosa, social anxiety disorders, post-traumatic stress disorder, dementia, dysthymia, premature ejaculation. Citalo-pram (investigational) is used for dementia, smoking cessation, ethanol abuse, OCD in children with diabetic neuropathy. Sertraline and Sarafem (contains fluoxetine) are also used to treat premenstrual dysphoric disorder. 

Acetazolamide Alcohol (ethanol) Contraceptives Dichlorphenamide Sertraline... 

Compromise solvents are ideal when they can be identified, but, unfortunately, in many cases there will be no solvent that allows two consecutive steps to operate with acceptable performance. In the case of the sertraline synthesis, the last three steps required a total of four solvents (Figure 5). A compromise solvent, ethanol, was found by Pfizer to meet the needs of the last three steps, resulting in a 76% reduction in solvent volume. ... 

In synthesis, the fewer steps, and the more steps that can be carried out without change of solvent, the better. Reichardt andWelton (2011, p. 512) mention two major successes in reduction of solvent use by Pfizer an amazing 180-fold reduction in solvent use in the synthesis of Viagra from discovery to the final, optimized scheme (Dunn et al, 2004), and the three steps in different solvents with isolation of intermediates at each stage in the synthesis of sertraline done all in ethanol with isolation of the final product only (Taber et al, 2004). 

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