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Merck
CN

S7201

SR-46349 hemifumarate salt

≥98% (HPLC)

Synonym(s):

4-((3Z)-3-(2-Dimethylaminoethyl)oxyimino-3-(2-fluorophenyl)propen-1-yl)phenol hemifumarate salt, Eplivanserin hemifumarate salt, SR-46349B

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About This Item

Empirical Formula (Hill Notation):
C19H21FN2O2 · 0.5 C4H4O4
CAS Number:
130580-02-8
Molecular Weight:
386.42
NACRES:
NA.77
PubChem Substance ID:
329824579
UNSPSC Code:
12352200
MDL number:
MFCD12546335

Key Documents

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InChI

1S/2C19H21FN2O2.C4H4O4/c2*1-22(2)13-14-24-21-19(17-5-3-4-6-18(17)20)12-9-15-7-10-16(23)11-8-15;5-3(6)1-2-4(7)8/h2*3-12,23H,13-14H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b2*12-9+,21-19-;2-1+

SMILES string

OC(=O)\C=C\C(O)=O.CN(C)CCO\N=C(\C=C\c1ccc(O)cc1)c2ccccc2F.CN(C)CCO\N=C(\C=C\c3ccc(O)cc3)c4ccccc4F

InChI key

RNLKLYQQDLHHBH-ABDBJYMXSA-N

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to off-white

solubility

DMSO: ≥10 mg/mL

originator

Sanofi Aventis

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... HTR2A(3356)

Application

SR-46349 hemifumarate salt may be used in cell signaling studies.

Biochem/physiol Actions

ASTAR (Antagonist of Serotonin 5HT2A Receptors).
SR-46349 is an antagonist of 5-HT (2A/2C) receptor and increases the release of dopamine by medial prefrontal cortex in rats.1 It increases the signal transduction induced by 5-HT2 receptor by binding with high affinity.2 SR-46349 inhibits the aggregation of rabbit and human platelets in response to serotonin.3

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
080M4703V
080M4703V
080M4703

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J M Herbert et al.
Thrombosis and haemostasis, 69(3), 262-267 (1993-03-01)
SR 46349 (trans-4-[(3Z)3-(2-dimethylaminoethyl)oxyimino-3(2-fluorophe nyl) propen-1-yl] phenol, hemifumarate) is the first member of a newly-developed 5-HT2 antagonist series. SR 46349 potently inhibited serotonin-induced aggregation of rabbit and human platelets (IC50 = 1 and 3.9 nM respectively) but had no effect on
Stefania Bonaccorso et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 27(3), 430-441 (2002-09-13)
The combination of M100907, a putative antipsychotic drug (APD) and serotonin (5-HT)(2A) antagonist, and the typical APD haloperidol, can enhance dopamine (DA) release in rat medial prefrontal cortex (mPFC), an effect which has been postulated to be of value to
Christophe Lanteri et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(4), 987-997 (2009-01-30)
Although nicotine is generally considered to be the main compound responsible for addictive properties of tobacco, experimental data indicate that nicotine does not exhibit all the characteristics of other substances of abuse. We recently showed that a pretreatment with mixed
Kevin T Ball et al.
Psychopharmacology, 181(4), 676-687 (2005-07-08)
Like amphetamine, a locomotor-activating dose of 3,4-methylenedioxymethamphetamine (MDMA) predominantly excites striatal single-unit activity in freely moving rats. Although both D1- and D2-like dopamine (DA) receptors play important roles in this effect, MDMA, unlike amphetamine, strongly increases both DA and serotonin
Y Shirayama et al.
European journal of pharmacology, 402(3), 215-222 (2000-08-26)
Using in situ hybridization and immunohistochemical techniques, we examined the expression pattern of egr-1 mRNA and Egr-1 protein in several brain regions following administration of 3, 4-methylenedioxymethamphetamine (MDMA). Furthermore, we also studied the role of N-methyl-D-aspartate (NMDA) receptor, dopamine D(1)
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