Product Name

Agomelatine

CAS Number

138112-76-2

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Product Name:
Agomelatine
CAS Number:
138112-76-2
Indication:
Agomelatine is indicated for the treatment of major depressive episodes in adults.
Mode of Action:

The novel antidepressant agent, agomelatine, behaves as an agonist at melatonin receptors (MT1 and MT2) and as an antagonist at serotonin (5-HT)(2C) receptors.

Pharmacodynamics:

Agomelatine resynchronises circadian rhythms in animal models of delayed sleep phase syndrome and other circadian rhythm disruptions. It increases noradrenaline and dopamine release specifically in the frontal cortex and has no influence on the extracellular levels of serotonin. Agomelatine has shown an antidepressant-like effect in animal models of depression (learned helplessness test, despair test, chronic mild stress) as well as in models with circadian rhythm desynchronisation and in models related to stress and anxiety. In humans, agomelatine has positive phase shifting properties; it induces a phase advance of sleep, body temperature decline and melatonin onset. Controlled studies in humans have shown that agomelatine is as effective as the SSRI antidepressants paroxetine and sertraline in the treatment of major depression

Metabolism:

Hepatic (90% CYP1A2 and 10% CYP2C9).

IUPAC:
N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
ATC:
N06AX22
PubChem:
82148
DrugBank:
DB06594
Formula:
C16H14N2O4
Molecular Mass:
243.301
Synonyms:
S-20098 S20098
SMILES:
COC1=CC2=C(C=CC=C2CCNC(C)=O)C=C1
InChi:
YJYPHIXNFHFHND-UHFFFAOYSA-N
General Reference:
General Reference:

  1. Millan MJ, Brocco M, Gobert A, Dekeyne A: Anxiolytic properties of agomelatine, an antidepressant with melatoninergic and serotonergic properties: role of 5-HT2C receptor blockade. Psychopharmacology (Berl). 2005 Feb;177(4):448-58. Epub 2004 Jul 31. Pubmed
  2. Hardeland R, Poeggeler B, Srinivasan V, Trakht I, Pandi-Perumal SR, Cardinali DP: Melatonergic drugs in clinical practice. Arzneimittelforschung. 2008;58(1):1-10. Pubmed
  3. Racagni G, Riva MA, Popoli M: The interaction between the internal clock and antidepressant efficacy. Int Clin Psychopharmacol. 2007 Oct;22 Suppl 2:S9-S14. Pubmed

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