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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
L J Cornfield et al.
Molecular pharmacology, 39(6), 780-787 (1991-06-01)
Although many different types of compounds have been tested for 5-hydroxytryptamine1A (5-HT1A) binding affinity, much remains to be learned about the structural requirements associated with 5-HT1A agonism, partial agonism, and antagonism. The present study uses the forskolin-stimulated adenylate cyclase (FSC)
Maarten van den Buuse
ACS chemical neuroscience, 4(1), 149-160 (2013-01-22)
Prepulse inhibition (PPI) is a model of sensorimotor gating, a sensory filtering mechanism which is disrupted in schizophrenia. Here, investigation of the role of the serotonin-1A (5-HT(1A)) receptor in the regulation of PPI in two mouse strains, C57Bl/6 and Balb/c
M Jerry Wright et al.
PloS one, 7(8), e44652-e44652 (2012-09-07)
The drug 4-methylmethcathinone (4-MMC; aka, mephedrone, MMCAT, "plant food", "bath salts") is a recent addition to the list of popular recreational psychomotor-stimulant compounds. Relatively little information about this drug is available in the scientific literature, but popular media reports have
Huiyi H Chang et al.
Experimental neurology, 239, 210-217 (2012-10-27)
Trauma to the thoracolumbar spine commonly results in injuries to the cauda equina and the lumbosacral portion of the spinal cord. Both complete and partial injury syndromes may follow. Here, we tested the hypothesis that serotonergic modulation may improve voiding

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