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S5321

Sigma-Aldrich

S15535

≥98% (HPLC), solid

Synonym(s):

1-(2,3-Dihydro-1,4-benzodioxin-5-yl)-4-(2,3-dihydro-1h-inden-2-yl)-piperazine

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About This Item

Empirical Formula (Hill Notation):
C21H24N2O2
CAS Number:
146998-34-7
Molecular Weight:
336.43
MDL number:
MFCD00911672
UNSPSC Code:
12352200
PubChem Substance ID:
329824452
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~6 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

C1COc2c(O1)cccc2N3CCN(CC3)C4Cc5ccccc5C4

InChI

1S/C21H24N2O2/c1-2-5-17-15-18(14-16(17)4-1)22-8-10-23(11-9-22)19-6-3-7-20-21(19)25-13-12-24-20/h1-7,18H,8-15H2

InChI key

QJPPEMXOOWNICQ-UHFFFAOYSA-N

Application

S15535 has been used as a serotonin 1A receptor (5-HT1A) agonist in zebrafish.
S15535 may be used in histamine 5-HT1A-medaited cell signaling studies.

Biochem/physiol Actions

S15535, a benzodioxane, is a selective but partial agonist of histamine serotonin 1A (5-HT1A) receptor. It activates presynaptic 5-HT1A receptors and suppresses the release of hippocampal 5-HT. It acts as an anxiolytic agent and modulates the cholinergic and cognitive function in rodents.
Potent, orally active, partial 5-HT1A receptor agonist

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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B J van der Vegt et al.
Physiology & behavior, 74(1-2), 205-211 (2001-09-21)
Individual differences in aggressive behaviour have been linked to variability in central serotonergic activity, both in humans and animals. A previous experiment in mice, selectively bred for high or low levels of aggression, showed an up-regulation of postsynaptic serotonin-1A (5-HT(1A))
Jasmin M Dao et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 36(7), 1319-1331 (2011-03-18)
Epidemiological studies have shown that adolescent smoking is associated with health risk behaviors, including high-risk sexual activity and illicit drug use. Using rat as an animal model, we evaluated the behavioral and biochemical effects of a 4-day, low-dose nicotine pretreatment
Bea J van der Vegt et al.
Hormones and behavior, 44(3), 199-208 (2003-11-12)
In humans and other primates low cerebrospinal fluid (CSF) levels of the major serotonin (5-HT) metabolite 5-hydroxyindoleacetic acid (5-HIAA) have been correlated to high aggressiveness. This finding forms the basis of the 5-HT deficiency hypothesis of aggression. Surprisingly, this correlation
Parallel evaluation of 5-HT1A receptor localization and functionality: autoradiographic studies with [35S]-GTP gamma S and the novel, selective radioligand, [3H]-S 15535.
A Newman-Tancredi et al.
Annals of the New York Academy of Sciences, 861, 263-264 (1999-02-03)
A Dekeyne et al.
Psychopharmacology, 152(1), 55-66 (2000-10-21)
The benzodioxane, S15535, possesses low intrinsic activity and marked selectivity at 5-HT1A receptors, hippocampal populations of which are implicated in anxious states. Herein, we examined its potential anxiolytic actions in relation to its influence upon extracellular levels of 5-HT in
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