What is the Agomelatine?

Agomelatine is white solid, while it's Molecular Formula is C15H17NO2. white solid Agomelatine has been used: to study its effects on adult neurogenesis and hippocampus apoptosis using the stress-induced depression model of rats to explore its effects on tau protein phosphorylation and to study its neuroprotective mechanism to study its effects on intracellular calcium ([Ca2+]i) signaling in peripheral neurons of rat dorsal root ganglion (DRG) neurons

What is the CAS number for Agomelatine?

The CAS number of Agomelatine is 138112-76-2.

What is Agomelatine (138112-76-2) used for?

Agomelatine is an agonist of melatonin (MT) receptors and a derivative of melatonin . It binds to MT1 and MT2 receptors (Kis = 0.14 and 0.41 nM, respectively) and has an EC50 value of 0.1 nM in a [35S]GTPγS binding assay using CHO cells expressing MT2 receptors. Agomelatine is also an antagonist of the serotonin (5-HT) receptor subtypes 5-HT2B and 5-HT2C (Kis = 0.26 and 0.71 nM, respectively, for the human receptors). Agomelatine (40 mg/kg) inhibits the penile erection response induced by the 5-HT2 agonist Ro 60-0175 in rats. It also increases extracellular levels of noradrenaline and dopamine in the frontal cortex of freely moving rats when administered at doses ranging from 20 to 80 mg/kg. Agomelatine (10 mg/kg) reduces immobility time in the forced swim test and increases the amount of time spent in the open arms of the elevated plus maze in mice, indicating antidepressant-like and anxiolytic-like activity, in a transgenic neuroendocrine model of depression. It also increases the rate of readjustment to circadian activity cycles following an induced phase shift.InChI:InChI=1/C11H14N4O2.CH4O3S/c1-5-2-9(16)7-3-8(14-15-11(12)13)10(17)4-6(5)7;1-5(2,3)4/h3-5,9,16H,2H2,1H3,(H4,12,13,15);1H3,(H,2,3,4)/b14-8-;

What is the Agomelatine?

Agomelatine is white solid, while it's Molecular Formula is C15H17NO2. white solid Agomelatine has been used: to study its effects on adult neurogenesis and hippocampus apoptosis using the stress-induced depression model of rats to explore its effects on tau protein phosphorylation and to study its neuroprotective mechanism to study its effects on intracellular calcium ([Ca2+]i) signaling in peripheral neurons of rat dorsal root ganglion (DRG) neurons

What is the CAS number for Agomelatine?

The CAS number of Agomelatine is 138112-76-2.

What is Agomelatine (138112-76-2) used for?

Agomelatine is an agonist of melatonin (MT) receptors and a derivative of melatonin . It binds to MT1 and MT2 receptors (Kis = 0.14 and 0.41 nM, respectively) and has an EC50 value of 0.1 nM in a [35S]GTPγS binding assay using CHO cells expressing MT2 receptors. Agomelatine is also an antagonist of the serotonin (5-HT) receptor subtypes 5-HT2B and 5-HT2C (Kis = 0.26 and 0.71 nM, respectively, for the human receptors). Agomelatine (40 mg/kg) inhibits the penile erection response induced by the 5-HT2 agonist Ro 60-0175 in rats. It also increases extracellular levels of noradrenaline and dopamine in the frontal cortex of freely moving rats when administered at doses ranging from 20 to 80 mg/kg. Agomelatine (10 mg/kg) reduces immobility time in the forced swim test and increases the amount of time spent in the open arms of the elevated plus maze in mice, indicating antidepressant-like and anxiolytic-like activity, in a transgenic neuroendocrine model of depression. It also increases the rate of readjustment to circadian activity cycles following an induced phase shift.InChI:InChI=1/C11H14N4O2.CH4O3S/c1-5-2-9(16)7-3-8(14-15-11(12)13)10(17)4-6(5)7;1-5(2,3)4/h3-5,9,16H,2H2,1H3,(H4,12,13,15);1H3,(H,2,3,4)/b14-8-;

Agomelatine

Basic information

Product Name:Agomelatine
CasNo.:138112-76-2
MF:C₁₅H₁₇NO₂
MW:243.305

Physical and Chemical Properties

Purity:99%
Boiling Point:107-109 °C
Packing:white solid
Throughput:

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Product Details

CasNo： 138112-76-2

MF： C₁₅H₁₇NO₂

Appearance： white solid

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Molecular Formula:C15H17NO2
Molecular Weight:243.305
Appearance/Colour:white solid
Melting Point:107-109 °C
Boiling Point:478.8 °C at 760 mmHg
PKA:16.17±0.46(Predicted)
Flash Point:243.4 °C
PSA：38.33000
Density:1.109 g/cm³
LogP:2.91790

Agomelatine(Cas 138112-76-2) Usage

Description

Agomelatine is an atypical antidepressant used primarily to treat major depressive disorder and generalized anxiety disorder. It operates uniquely as both a melatonin receptor agonist (MT1 and MT2) and a serotonin 2C (5-HT2C) receptor antagonist. This dual action helps regulate circadian rhythms and improve sleep quality, which are often disrupted in depressive patients, without the typical side effects associated with SSRIs and SNRIs.

Uses

Agomelatine, developed by the French company Servier, is more metabolically stable than melatonin due to its naphthalene structure replacing the indole ring of melatonin. Its efficacy stems from its ability to stabilize circadian rhythms and exert antidepressant effects through these receptors, leading to improvements in both mood and sleep. Despite its benefits, agomelatine is associated with risks of liver toxicity, necessitating regular liver function tests. The drug is metabolized primarily by the hepatic cytochrome P450 enzyme CYP1A2, with minor contributions from CYP2C9 and CYP2C19, and its metabolites are inactive and excreted in the urine.

InChI:InChI=1/C11H14N4O2.CH4O3S/c1-5-2-9(16)7-3-8(14-15-11(12)13)10(17)4-6(5)7;1-5(2,3)4/h3-5,9,16H,2H2,1H3,(H4,12,13,15);1H3,(H,2,3,4)/b14-8-;

138112-76-2 Relevant articles

Simple and Efficient Process for the Large-Scale Preparation of Agomelatine: An Antidepressant Drug

Vujjini, Satish Kumar,Vyala, Sunitha,Badarla, Krishna Rao,Kandala, Sreenatha Charyulu,Bandichhor, Rakeshwar,Kagga, Mukkanti,Cherukupalli, Praveen

, p. 1864 - 1870 (2015)

A simple and efficient process for the l...

Agomelatine, the first melatonergic antidepressant: discovery, characterization and development

Christian de Bodinat, Béatrice Guardiola-Lemaitre, Elisabeth Mocaër, Pierre Renard, Carmen Muñoz & Mark J. Millan

, Nature Reviews Drug Discovery volume 9, pages628–642 (2010)

Agomelatine, the first melatonergic antidepressant, was designed to improve depressed states by resynchronizing perturbed biological rhythms. Its 'synergistic' agonist properties at melatonin receptors plus antagonist properties at 5-hydroxytryptamine 2C (5-HT2C) receptors account for its beneficial influence on depressed states.

Antidepressant efficacy of agomelatine: meta-analysis of published and unpublished studies

D Taylor, A Sparshatt, S Varma, O Olofinjana

, BMJ 2014; 348

Agomelatine was significantly more effective than placebo with an effect size (SMD) of 0.24 (95% confidence interval 0.12 to 0.35) and relative risk of response 1.25 (1.11 to 1.4). Compared with other antidepressants, agomelatine showed equal efficacy (SMD 0.00, −0.09 to 0.10). Significant heterogeneity was uncovered in most analyses, though risk of bias was low. Published studies were more likely than unpublished studies to have results that suggested advantages for agomelatine.

Synthesis and structure-activity relationships of novel naphthalenic and bioisosteric related amidic derivatives as melatonin receptor ligands

Depreux,Lesieur,Mansour,Morgan,Howell,Renard,Caignard,Pfeiffer,Delagrange,Guardiola,Yous,Demarque,Adam,Andrieux

, p. 3231 - 3239 (1994)

A series of N-naphthylethyl amide deriva...

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