166526-99-4

166526-99-4 structure

Name: 3-Hydroxy agomelatine
Chemical Name: 3-Hydroxy Agomelatine
CAS Number: 166526-99-4
Molecular Formula: C₁₅H₁₇NO₃
Molecular Weight: 259.300
Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
Create Date: 2018-10-17 19:08:46
Modify Date: 2025-08-24 00:01:46
3-Hydroxy agomelatine is a metabolite of Agomelatine. 3-Hydroxy agomelatine is a 5-HT2C receptor antagonist with an IC50 of 3.2 μM and a Ki of 1.8 μM[1].

Name	3-Hydroxy Agomelatine
Synonyms	N-[2-(3-Hydroxy-7-methoxy-1-naphthyl)ethyl]acetamide Acetamide, N-[2-(3-hydroxy-7-methoxy-1-naphthalenyl)ethyl]- N-(2-(3-hydroxy-7-methoxynaphthalen-1-yl)ethyl)acetamide

Description	3-Hydroxy agomelatine is a metabolite of Agomelatine. 3-Hydroxy agomelatine is a 5-HT2C receptor antagonist with an IC50 of 3.2 μM and a Ki of 1.8 μM[1].
Related Catalog	Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor
Target	5-HT2C Receptor:3.2 μM (IC50) 5-HT2C Receptor:1.8 μM (Ki)
In Vitro	Agomelatine and S 21517 have moderately high affinities for 5-HT2C receptors (Ki = 0.21 μM and 0.13 μM, respectively). The metabolite 3-Hydroxy agomelatine (S 21540) has a 10-fold lower affinity (Ki = 1.8 μM). Agomelatine, S 21517 and 3-Hydroxy agomelatine (10-7-10-4 M) are antagonists at 5-HT2C receptors, with a rank order of efficacy as follows: S 21517>Agomelatine>3-Hydroxy agomelatine[1].
In Vivo	Increasing doses (from 1.25 to 40 mg/kg, intraperitoneal injection) of 3-Hydroxy agomelatine (S 21540) does not affect the penile erections induced by mCPP and Ro 60-0175 in Wistar rat[1].
References	[1]. Chagraoui A, et al. Agomelatine(S 20098) antagonizes the penile erections induced by the stimulation of 5-HT2C receptors in Wistar rats. Psychopharmacology (Berl). 2003 Oct;170(1):17-22.