Skip to Content
MilliporeSigma
All Photos(2)

Documents

H8520

Sigma-Aldrich

(±)-8-Hydroxy-2-(dipropylamino)tetralin hydrobromide

≥98%

Synonym(s):

(±)-2-Dipropylamino-8-hydroxy-1,2,3,4-tetrahydronaphthalene, (±)-8-Hydroxy-2-(dipropylamino)tetralin, (±)-8-OH-DPAT

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C16H25NO · HBr
CAS Number:
87394-87-4
Molecular Weight:
328.29
MDL number:
MFCD00055158
UNSPSC Code:
12352100
PubChem Substance ID:
57654276
NACRES:
NA.22

Quality Level

100

assay

≥98%

SMILES string

Br[H].CCCN(CCC)C1CCc2cccc(O)c2C1

InChI

1S/C16H25NO.BrH/c1-3-10-17(11-4-2)14-9-8-13-6-5-7-16(18)15(13)12-14;/h5-7,14,18H,3-4,8-12H2,1-2H3;1H

InChI key

BATPBOZTBNNDLN-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(±)-8-Hydroxy-2-(dipropylamino)tetralin hydrobromide is a potent and selective 5-hydroxytryptamine (5HT1A)-receptor agonist which is generally used as the standard in pharmacological studies.

Biochem/physiol Actions

Selective 5-HT1 agonist with high affinity for subtype 5-HT1A receptor.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Arylpiperazine agonists of the serotonin 5-HT 1A receptor preferentially activate cAMP signaling versus recruitment of β-arrestin-2.
Stroth N, et al.
Bioorganic & Medicinal Chemistry, 23(15), 4824-4830 (2015)
Laifu Li et al.
eLife, 10 (2021-06-04)
Consolation is a common response to the distress of others in humans and some social animals, but the neural mechanisms underlying this behavior are not well characterized. By using socially monogamous mandarin voles, we found that optogenetic or chemogenetic inhibition
8-Hydroxy-2-(dipropylamino) tetralin, a new centrally acting 5-hydroxytryptamine receptor agonist.
Arvidsson L E, et al.
Journal of Medicinal Chemistry, 24(8), 921-923 (1981)
S J Peroutka
Journal of neurochemistry, 47(2), 529-540 (1986-08-01)
Drug interactions with 5-HT1 (5-hydroxytryptamine type 1) binding site subtypes were analyzed in rat frontal cortex. 8-Hydroxy-N,N-dipropyl-2-aminotetralin (8-OH-DPAT) displays high affinity (Ki 3.3 +/- 1 nM) for 29 +/- 3% of total [3H]5-HT binding in rat frontal cortex and low
Improved preparation, chromatographic separation and X-ray crystallographic determination of the absolute configuration of the enantiomers of 8-hydroxy-2-(dipropylamino) tetralin (8-OH DPAT).
Karlsson A, et al.
Acta Chemica Scandinavica, 42, 231-236 (1988)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service