Tianeptine

Chemical Name Sodium 7-[8-chloro-10-dioxo-11-methyldibenzo[c,f] thiazepin-(1,2)-5-yl] aminoheptanoate [Pg.1476]

A solution of 27.6 g (0.16 mol) of freshly distilled ethyl 7-aminoheptanoate in 40 ml of nitro-methane was added all at once and with mechanical stirring to a suspension of 26.2 g (0.08 mol) of 5,8-dichloro-10-dioxo-11 -methyldibenzo[c,f] thiazepined, 2) in 1 20 ml of nitro-methane. The whole was heated to 55°C for 30 minutes, the solvent was then evaporated in vacuo and the residue was taken up in water. The crude ester was extracted with ether. After evaporation of the ether 36 g of crude ester were obtained, and 30 g (0.065 mol) thereof were treated under reflux with a solution of 2.8 g (0.07 mol) of sodium hydroxide in 75 ml of eth- [Pg.1476]

The mixture was twice extracted with 75 ml of chloroform and the aqueous phase was evaporated in vacuo. The sodium salt was then dissolved in 150 ml of chloroform, the solution was dried over sodium sulfate and the product precipitated with anhydrous ether. [Pg.1477]

The salt was filtered off, washed with ether and dried at 50°C. 13 g of sodium 7-[8-chloro-10-dioxo-11 -methyldibenzo[c,f) thiazepin-(1,2)-aminoheptanoate, melting with decomposition at about 180°C, were obtained. [Pg.1477]

Danree, B. and Poignant, J.C. U.S. Patents 3,758,528 September 11, 1973 and 3,821,249 June 28, 1974 both assigned to Societe et Nom Collectif Science Union et Cie, Societe Francaise de Recherche Medicale [Pg.1477]

8-Dichloro-10-dioxo-11 -methyldibenzo(c,f] thiazepined, 2) Sodium hydroxide [Pg.1476]

Dichloro-10-dioxo-11 -methyldi-benzo [c,f] thiazepine (1 Tianeptine... [Pg.1627]

Maprotiline, Moclobemide, Mianserin, Fluoxetine (Prozac), Paroxetine, Sertraline, Fluvoxamine, Citalopram, Venlafaxin (generic IR formulation and the brand Venlafaxine XR), Mirtazapine, Flupentixol-melitracen (Deanxit), Tianeptine, Extract of St. John s Wort, Buspirone Depression and anxiety... [Pg.89]

Kasper, Siegfried and Bruce S. McEwen, Neurobiological and Clinical Effects of the Antidepressant Tianeptine , CNS Drugs 22, no. 1 (2008) 15-26... [Pg.205]

Preskom, Sheldon H., Tianeptine A Facilitator of the Reuptake of Serotonin and Norepinephrine as an Antidepressant , Journal of Psychiatric Practice, 10, no. 5 (2004) 323-30... [Pg.212]

Wagstaff, Antona J., Douglas Ormrod and Caroline M. Spencer, Tianeptine A Review of Its Use in Depressive Disorders , CNS Drugs 15, no. 231-59 (2001)... [Pg.217]

The behavioural effects of two antidepressants with opposite molecular actions, ie. tianeptine (a serotonin reuptake enhancer) and fluoxetine (a serotonin reuptake blocker) have been assessed and it was concluded that, apart from the effects on serotonin reuptake, these dmgs have other mechanisms playing an important role in the anti-depressant action <00AF5>. [Pg.373]

Conrad CD, Galea LAM, Kuroda Y, McEwen B (1996) Chronic stress impairs rat spatial memory on the y maze, and this effect is blocked by tianeptine pretreatment. Behav Neurosci 110 1321-1334... [Pg.62]

Electrophysiological studies in the hippocampus also support enhanced al responses after chronic antidepressant treatments. Recent data indicate that the novel antidepressant tianeptine, which may increase serotonin reuptake when given chronically, also increases responsiveness of the al-adrenergic system (Rogoz et al. 2001). [Pg.213]

Rogoz Z, Skuza G, Dlaboga D, Maj J, Dziedzicka-Wasylewska M (2001) Effect of repeated treatment with tianeptine fluoxetine on the central alpha(l)-adrenergic system. Neuropharmacology 41 360-368... [Pg.222]

Czeh B, Michaelis T, Watanabe T, Frahm J, de Biurrun G, van Kampen M, Bartololomucci A, Fuchs E (2001) Stress-induced changes in cerebral metabolites, hippocampal volume, and cell proliferation are prevented by antidepressant treatment with tianeptine. Proc Natl Acad Sci U S A 98 12796-12801... [Pg.329]

Watanabe Y., Gould E., Daniels D.C., Cameron H., and McEwen B.S. (1992) Tianeptine attenuates stress-induced morphological changes in the hippocampus. Eur J Pharmacol 222 157-162. [Pg.43]

Clinical pharmacology. Peak plasma levels are reached within 1 hour of ingestion, and tianeptine does not appear to undergo any first-pass hepatic me-... [Pg.217]

Adverse effects. Common side effects on taking tianeptine include drowsiness, irritability, and gastrointestinal upset. Long-term safety data on tianeptine indicate that it is well tolerated in overdose, with drowsiness being the major problem [Loo et al. 1988]. [Pg.218]

Chamba G, Lemoine P, Flachaire E, et al Increased serotonin platelet uptake after tianeptine administration in depressed patients. Biol Psychiatry 30 609-617, 1991... [Pg.610]

Guelfi JD, Pichot P, Dreyfus JF Efficacy of tianeptine in anxious depressed patients results of a multi-center trial versus amitriptyline. Neuropsychobiology 22 41-48, 1989... [Pg.651]

Hamon M, Bourgoin S, Gozlan H Effet de la tianeptine sur la liberation in vitro de 3H-5-HT et sur les divers types de recepteurs serotonergiques dans le systeme nerveux central chez le rat. J Psychiatr Biol Ther March 32-35, 1988 Handley SL, McBlane JW 5HT drugs in animal models of anxiety. Psychopharmacology 112 13-20, 1993... [Pg.653]

Kato G, Weitsch AF Neurochemical profile tianeptine, a new antidepressant. Chn Neuropharmacol 11 [suppl 2) S43-S50, 1988... [Pg.670]

London E, Fanelh RJ, Kimes A, et al Effects of chronic nicotine on cerebral glucose utilization in the rat. Brain Res 520 208-214, 1990 Lonnqvist J, Sihvo S, Syvalahti E, et al Moclobemide and fluoxetine in atypical depression a double-blind trial. J Affect Disord 32 169-177, 1994 Loo H, Malka R, Defance R, et al Tianeptine and amitriptyline controlled double-blind trial in depressed alcoholic patients. Neuropsychobiology 19 79-85, 1988... [Pg.686]

Mennini T, Mocaer E, Garattini S Tianeptine, a selective enhancer of serotonin uptake in rat brain. Naunyn Schmiedebergs Arch Pharmacol 336 478-482, 1987... [Pg.697]

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