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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

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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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000397936
0000365476
0000350692
0000350692
0000365476

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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
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)
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)
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)
8-Hydroxy-2-(di-n-propylamino)-tetralin discriminates between subtypes of the 5-HT1 recognition site.
D N Middlemiss et al.
European journal of pharmacology, 90(1), 151-153 (1983-05-20)
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