CAS 130580-02-8|Eplivanserin hemifumarate
| Common Name | Eplivanserin hemifumarate | ||
|---|---|---|---|
| CAS Number | 130580-02-8 | Molecular Weight | 444.45300 |
| Density | / | Boiling Point | 456.3ºC at 760mmHg |
| Molecular Formula | C23H25FN2O6 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 229.8ºC |
| Symbol | GHS07, GHS09 | Signal Word | Warning |
Names
| Name | Eplivanserin Fumarate |
|---|---|
| Synonym | More Synonyms |
Eplivanserin hemifumarate BiologicalActivity
| Description | Eplivanserin (SR-46349) hemifumarate is a potent, selective and orally active 5-HT2A receptor antagonist, with an IC50 of 5.8 nM in rat cortical membrane, and a Kd of 1.14 nM. Eplivanserin hemifumarate displays >20-fold selectivity more selective for 5-HT2A than 5-HT2B and 5-HT2C[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor |
| Target | 5-HT2A Receptor:5.8 nM (IC50) 5-HT2C Receptor:120 nM (IC50) |
| In Vitro | Eplivanserin hemifumarate (SR 46349B) shows weak inhibition on other 5-HT kinases, with IC50s of 0.12 μM (Pig cortex 5-HT1C), 14 μM (Rat hippocampus 5-HT1A), and 16 μM (Rat stnatum 5-HT1B, Ox caudate nucleus 5-HT1D). Eplivanserin also has inhibitory effects on rat cortex adrenergic α1 and α2, rat whole brain histammine H1, Na+ channel, and rat striatum dopamine D1 and D2, with IC50s of 3.4 μM, 1.0 μM, 5.0 μM, 39 μM, 9 μM and 28 μM, respectively[1]. |
| In Vivo | Eplivanserin hemifumarate (SR 46349B) inhibits 5-HT2 receptor binding of [3H]ketanserin with an ED50 of 0.087 mg/kg after i.p. injection, and 0.097 mg/kg after p.o administration in mice[1]. SR 46349B (0.25-1 mg/kg; i.p.) blocks Cocaine-evoked hyperactivity following repeated Cocaine treatment in rats[2]. |
| References | [1]. Rinaldi-Carmona M, et al. Biochemical and pharmacological properties of SR 46349B, a new potent and selective 5-hydroxytryptamine2 receptor antagonist. J Pharmacol Exp Ther. 1992 Aug;262(2):759-68. [2]. Malgorzata Filip, et al. Contribution of serotonin (5-hydroxytryptamine; 5-HT) 5-HT2 receptor subtypes to the hyperlocomotor effects of cocaine: acute and chronic pharmacological analyses. J Pharmacol Exp Ther. 2004 Sep;310(3):1246-54. |
Chemical & Physical Properties
| Boiling Point | 456.3ºC at 760mmHg |
|---|---|
| Molecular Formula | C23H25FN2O6 |
| Molecular Weight | 444.45300 |
| Flash Point | 229.8ºC |
| Exact Mass | 444.17000 |
| PSA | 119.66000 |
| LogP | 3.23880 |
| Vapour Pressure | 1.63E-08mmHg at 25°C |
| InChIKey | RNLKLYQQDLHHBH-WCIJYLBISA-N |
| SMILES | CN(C)CCON=C(C=Cc1ccc(O)cc1)c1ccccc1F.CN(C)CCON=C(C=Cc1ccc(O)cc1)c1ccccc1F.O=C(O)C=CC(=O)O |
Safety Information
| Symbol | GHS07, GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H410 |
| Precautionary Statements | P273-P501 |
| RIDADR | UN 3077 9 / PGIII |
Articles26
More Articles| Nest building is impaired in the Ts65Dn mouse model of Down syndrome and rescued by blocking 5HT2a receptors. Neurobiol. Learn. Mem. 116 , 162-71, (2014) Down syndrome (DS) has an incidence of about 1/700 births, and is therefore the most common cause of cognitive and behavioral impairments in children. Recent studies on mouse models of DS indicate tha... | |
| Role of serotonin (5-HT)2 receptors in cocaine self-administration and seeking behavior in rats. Pharmacol. Rep. 57(1) , 35-46, (2005) Previous studies have indicated a role of serotonin (5-HT)2 receptors in modulation of the behavioral effects of cocaine. In the present study, the efficacy of SR 46349B (a 5-HT(2A) receptor antagonis... | |
| Activation of slowly conducting medullary raphe-spinal neurons, including serotonergic neurons, increases cutaneous sympathetic vasomotor discharge in rabbit. Am. J. Physiol. Regul. Integr. Comp. Physiol. 288(4) , R909-18, (2005) Neurons in the rostral medullary raphe/parapyramidal region regulate cutaneous sympathetic nerve discharge. Using focal electrical stimulation at different dorsoventral raphe/parapyramidal sites in an... |
Synonyms
| Eplivanserin hemifumarate |
| (Z,E)-1-(2-Fluorophenyl)-3-(4-hydroxyphenyl)-2-propen-1-one O-[2-(dimethylamino)ethyl]oxime fumarate (2:1) |
| TRANS-2'-FLUORO-4-HYDROXYCHALCONE O-[(Z)-2-(DIMETHYLAMINO)ETHYL]OXIME--FUMARIC ACID (2:1) |
| SR-46349 hemifumarate salt |
