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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

Quality Level

100

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)

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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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
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)
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
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
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