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166526-99-4

166526-99-4 structure
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: 2024-01-02 15:48:01
  • 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
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.

Density 1.2±0.1 g/cm3
Boiling Point 545.8±40.0 °C at 760 mmHg
Molecular Formula C15H17NO3
Molecular Weight 259.300
Flash Point 283.9±27.3 °C
Exact Mass 259.120850
LogP 1.53
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.606