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71675-92-8

71675-92-8 structure
71675-92-8 structure
  • Name: (S)-Amisulpride
  • Chemical Name: ES3TWM82E8
  • CAS Number: 71675-92-8
  • Molecular Formula: C17H27N3O4S
  • Molecular Weight: 369.48
  • Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
  • Create Date: 2018-07-06 09:04:45
  • Modify Date: 2024-01-19 17:45:11
  • (S)-Amisulpride (Esamisulpride) is a potent dopamine D2/D3 receptor antagonist. (S)-Amisulpride is an antagonist at the 5-HT7 receptor with a KI of 900 nM. (S)-Amisulpride has antipsychotic and antidepressant effects[1][2].

Name ES3TWM82E8
Synonyms 4-Amino-N-{[(2S)-1-ethyl-2-pyrrolidinyl]methyl}-5-(ethylsulfonyl)-2-methoxybenzamide
EINECS 275-831-7
(S)-AMISULPRIDE
Benzamide, 4-amino-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-5-(ethylsulfonyl)-2-methoxy-
ES3TWM82E8
Description (S)-Amisulpride (Esamisulpride) is a potent dopamine D2/D3 receptor antagonist. (S)-Amisulpride is an antagonist at the 5-HT7 receptor with a KI of 900 nM. (S)-Amisulpride has antipsychotic and antidepressant effects[1][2].
Related Catalog
Target

D2 Receptor

D3 Receptor

5-HT7 Receptor:900 nM (Ki)

In Vitro (S)-Amisulpride (Esamisulpride) displays high affinity binding at both D2 and D3 receptors and is approximately twice as potent as racamisulpride and 20–50 times more potent than (R)-amisulpride at these receptors[2]
In Vivo The (S)-amisulpride (10mg/kg, s.c.) stimulus is rapidly acquired and was shown to be dose-related, time dependent (effective between 30 and 120min) and stereoselective male C57BL/6 mice[1].
References

[1]. Timothy J Donahue, et al. (S)-amisulpride as a discriminative stimulus in C57BL/6 mice and its comparison to the stimulus effects of typical and atypical antipsychotics. Eur J Pharmacol. 2014 Jul 5;734:15-22.

[2]. Vincent Grattan, et al. Antipsychotic Benzamides Amisulpride and LB-102 Display Polypharmacy as Racemates, S Enantiomers Engage Receptors D2 and D3, while R Enantiomers Engage 5-HT7. ACS Omega. 2019 Aug 15;4(9):14151-14154.

Density 1.2±0.1 g/cm3
Boiling Point 558.9±50.0 °C at 760 mmHg
Molecular Formula C17H27N3O4S
Molecular Weight 369.48
Flash Point 291.8±30.1 °C
Exact Mass 369.172241
LogP 1.60
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.546
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