Agomelatine

Agomelatine (BAN, rINN; trade names Valdoxan, Melitor, Thymanax) is a melatonergic antidepressant developed by the pharmaceutical company Servier. Agomelatine is marketed for the treatment of major depressive disorder and has been reported to not produce discontinuation syndrome and have no sexual side effects compared to SSRIs, SNRIs and the older tricyclic antidepressants. Agomelatine may also have positive effects on sleep. Agomelatine is a melatonergic agonist (MT1 and MT2 receptors) and 5-HT2C antagonist. Binding studies indicate that it has no effect on monoamine uptake and no affinity for α, β adrenergic, histaminergic, cholinergic, dopaminergic and benzodiazepine receptors.

Product information

CAS Number: 138112-76-2

Molecular Weight: 243.30

Formula: C15H17NO2

Synonym:

Valdoxan

Thymanax

Melitor

AGO 178

AGO-178

AGO178

N-(2-(7-methoxy-1-naphthyl)ethyl)acetamide

S 20098

S-20098

S20098

Related CAS Number:

1176316-99-6 (HCl)

824393-18-2 (L-Tartaric acid)

Chemical Name: N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide

Smiles: CC(=O)NCCC1=CC=CC2=CC=C(C=C12)OC

InChiKey: YJYPHIXNFHFHND-UHFFFAOYSA-N

InChi: InChI=1S/C15H17NO2/c1-11(17)16-9-8-13-5-3-4-12-6-7-14(18-2)10-15(12)13/h3-7,10H,8-9H2,1-2H3,(H,16,17)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO: 48 mg/mL(197.28 mM).

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Agomelatine completely normalizes stress-affected cell survival and partly reverses reduced doublecortin expression in the hippocampus of rats subjected to chronic footshock stress.

In Vivo:

Agomelatine is effective in reversing the transgenic mouse behavioural changes noted in the Porsolt forced swim test as well as in the elevated plus maze. Agomelatine also markedly accelerates readjustment of circadian cycles of temperature and activity following an induced phase shift. Agomelatine enhances cell proliferation and neurogenesis in the ventral hippocampus (VH) of adult rats, a region pertinent to mood disorders. Agomelatine increases the ratio of mature vs immature neurons and enhances neurite outgrowth of granular cells in adult rats, suggesting an acceleration of maturation. Agomelatine also activates several cellular signals (extracellular signal-regulated kinase1/2, protein kinase B, and glycogen synthase kinase 3beta) known to be modulated by antidepressants and implicated in the control of proliferation/survival. Agomelatine enhances the time devoted to active social interaction in unfamiliar pairs of rats exposed to a novel environment. Agomelatine increases cell proliferation and neurogenesis in the ventral dentate gyrus of rats, a region notably implicated in response to emotion, which is consistent with the antidepressant-anxiolytic properties of Agomelatine. Agomelatine increases survival of newly formed neurons in the entire dentate gyrus of rats.

References:

1. Soumier A, et al. Neuropsychopharmacology, 2009, 34(11), 2390-2403.
2. Barden N, et al. Prog Neuropsychopharmacol Biol Psychiatry, 2005, 29(6), 908-916.
3. Dagytė G, et al. Behav Brain Res, 2011, 218(1), 121-128.

Products are for research use only. Not for human use.