Trazodone hydrochloride

Trazodone HCl is an antidepressant belonging to the class of serotonin receptor antagonists and reuptake inhibitors for treatment of anxiety disorders.Target: 5-HT ReceptorTrazodone is a triazolopyridine derivative, chemically and pharmacologically unrelated to other currently available antidepressants. Trazodone has been successfully used in a small number of patients with depression and pre-existing cardiovascular disease. trazodone has also been used as a hypnotic for psychotropic-ind

Trazodone hydrochloride is a hydrochloride salt prepared from equimolar amounts of trazodone and hydrogen chloride. It has a role as a serotonin uptake inhibitor, a H1-receptor antagonist, an adrenergic antagonist, a sedative and an antidepressant. It contains a trazodone.|Trazodone Hydrochloride is the hydrochloride salt form of trazodone, a synthetic triazolopyridine derivative with antidepressant and sedative properties. Based on studies from animal models, trazodone selectively inhibits the re-uptake of serotonin by synaptosomes in the brain, thereby increasing serotonin levels in the synaptic cleft and potentiating serotonin activity. Trazodone is not a monoamine oxidase inhibitor and, unlike amphetamine-type drugs, does not stimulate the central nervous system. The sedative effect of trazodone is likely via alpha-adrenergic and mild histamine H1 blocking actions.|A serotonin uptake inhibitor that is used as an antidepressive agent. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety. This drug does not aggravate psychotic symptoms in patients with schizophrenia or schizoaffective disorders. (From AMA Drug Evaluations Annual, 1994, p309)

A round bottom flask was charged with the compound II (HCl salt) (100gm, 0.323M), sodiumcarbonate (65 g, 0.613 moles) and 600 mL of isopropyl alcohol (IPA). To this reaction mixturewas added the compound III (50.8 g, 0.337 moles) and tetra-n-butylammonium bromide (5 g, 5percent w/w). The reaction mixture was stined for 12 hours at temperature around 80-85 °C. The hot reaction mixture was filtered and the cake was washed with (0.5 volume) IPA. The filtrate was distilled off up to 4.75 volume and cooled to lower temperature around 0-5 °C and maintained for 2 hours. The precipitated product was filtered and washed with (0.5 volume) of chilled IPA. The obtained crude product was dissolved in 3 volume of IPA and heated the mass to 55-60 °C to getclear solution. To this clear solution was added IPA HCl to adjust pH in the range of 2.0 to 2.5 at 55-60 °C. The reaction mass was cooled to temperature of around 0 °C and maintained for 2 hours at 0-5°C. The precipitated product was filtered and the wet cake was washed with 0.5 volume of chilled IPA, suck dried the product using vacuum. To this dried compound was added methanol (575 mL) and heated to reflux until mass becomes clear solution. Added 6 g of carbon to thismethanol solution and stined for 30 mm at reflux temperature. This solution was filtered through the bed of celite and washed with 60 mL of hot methanol. The combined filtrate was distilled out under vacuum up to 2 - 3 volumes. The solution was cooled to lower temperature about 0-5°C and maintained for 2 hours. The precipitated product was filtered and washed with 30 mL of chilled methanol. The product was dried to get trazodone hydrochloride in 83percent yield and purity of 99.98percent (HPLC).At room temperature to 500mL three-necked flask, followed by adding 50g (0.134mol) trazodone, 300mL ethanol, mechanical agitation was warmed to 60 , after the solid was dissolved, was added dropwise 12mol / LHCl water, adjusting the pH to 3, then slowly cooled to 0 , a lot of white solid precipitated, heat stirring for 2 hours, filtered, 50 vacuum drying 51g (0.125mol) trazodone hydrochloride, yield 93percent.The wet product (about 40 g) was dissolved in about 270 ml of acetone, heated until dissolution occurred, and then 12N HCI aqueous

Antidepressant.

Molecular Weight:408.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:407.1279658
Monoisotopic Mass:407.1279658
Topological Polar Surface Area:42.4
Heavy Atom Count:27
Complexity:611
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes