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S7201

Sigma-Aldrich

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
MDL number:
MFCD12546335
UNSPSC Code:
12352200
PubChem Substance ID:
329824579
NACRES:
NA.77

Quality Level

100

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

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

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+

InChI key

RNLKLYQQDLHHBH-ABDBJYMXSA-N

Gene Information

human ... HTR2A(3356)

Application

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

Biochem/physiol Actions

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
ASTAR (Antagonist of Serotonin 5HT2A Receptors).

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

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
M I Beig et al.
Neuroscience, 159(3), 1185-1191 (2009-04-10)
The aim of this study was to determine whether 5-HT2A receptors mediate cardiovascular and thermogenic responses to acute psychological stresses. For this purpose, adult male Wistar hooded rats instrumented for telemetric recordings of either electrocardiogram (ECG) (n=12) or arterial pressure
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