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Merck
CN

H141

S(−)-8-Hydroxy-DPAT hydrobromide

solid

Synonym(s):

S(−)-8-OH-DPAT HBr

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About This Item

Empirical Formula (Hill Notation):
C16H25NO · HBr
CAS Number:
Molecular Weight:
328.29
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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InChI key

BATPBOZTBNNDLN-UQKRIMTDSA-N

SMILES string

Br.CCCN(CCC)[C@H]1CCc2cccc(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/t14-;/m0./s1

form

solid

optical activity

[α]25/D −67.8° in methanol(lit.)

color

white

Biochem/physiol Actions

Partial 5-HT1A serotonin receptor agonist.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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L Björk et al.
Journal of medicinal chemistry, 32(4), 779-783 (1989-04-01)
The enantiomers of the N,N-dimethylamino (1), N,N-diethylamino (2), and N,N-dibutylamino (4) derivatives of 8-hydroxy-2-(dipropylamino)tetralin (8-OH DPAT; 3) have been synthesized. The compounds have been tested for activity at central 5-hydroxytryptamine and dopamine receptors by use of biochemical and behavioral tests
Nina Nevalainen et al.
PloS one, 8(2), e55706-e55706 (2013-02-08)
L-DOPA-induced dyskinesia is a common side effect developed after chronic treatment with 3,4-dihydroxyphenyl-l-alanine (l-DOPA) in Parkinson's disease. The biological mechanisms behind this side effect are not fully comprehended although involvement of dopaminergic, serotonergic, and glutamatergic systems has been suggested. The
Rachel L Dennis et al.
Aggressive behavior, 39(2), 91-98 (2013-02-07)
Prenatal stress can alter the serotonin (5-HT) system in the developing and adult brain and lead to mood and behavioral disorders in children and adults. The chicken provides a unique animal model to study the effects of embryonic stressors on
Stéphanie Fournier et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(2), 563-573 (2013-01-11)
Recurrent apneas are important causes of hospitalization and morbidity in newborns. Gestational stress (GS) compromises fetal brain development. Maternal stress and anxiety during gestation are linked to respiratory disorders in newborns; however, the mechanisms remain unknown. Here, we tested the
B Restrepo et al.
Pharmacology, 90(3-4), 169-176 (2012-09-06)
We investigated the mechanisms involved in the 5-hydroxytriptaminergic inhibitory action on the pressor responses elicited by sympathostimulation in long-term-diabetic pithed rats. Diabetes was induced in rats by alloxan administration. Eight weeks later, the animals were anaesthetized and pithed. The action

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