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H140

Sigma-Aldrich

(R)-(+)-8-Hydroxy-DPAT hydrobromide

≥98% (HPLC), solid

Sinonimo/i:

(R)-(+)-2-Dipropylamino-8-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide, (R)-(+)-8-Hydroxy-2-(dipropylamino)tetralin hydrobromide

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About This Item

Formula empirica (notazione di Hill):
C16H25NO · HBr
Numero CAS:
Peso molecolare:
328.29
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

≥98% (HPLC)

Stato

solid

Attività ottica

[α]25/D +68.2°, c = 1 in methanol(lit.)

Condizioni di stoccaggio

desiccated
protect from light

Colore

white to off-white

Solubilità

H2O: >10 mg/mL at ±60 °C (with sonication)

Stringa SMILE

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-;/m1./s1
BATPBOZTBNNDLN-PFEQFJNWSA-N

Informazioni sul gene

human ... HTR1A(3350)

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Applicazioni

(R)-(+)-8-Hydroxy-DPAT hydrobromide has been used as a 5-HT1A agonist:
  • in mice to test the activity of the serotonin receptor
  • to test its effect on zebrafish melanocyte migration and survival
  • to stimulate hippocampal neurons

Azioni biochim/fisiol

(R)-(+)-8-Hydroxy-DPAT administration reduces aggressive behavior. It decreases food intake by modifying the sensitivity of 5-HT1A receptor during food deprivation.
(R)-(+)-8-Hydroxy-DPAT is a full 5-HT1A serotonin receptor agonist; active enantiomer of (±)-8-hydroxy-DPAT.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Masatoshi Nagano et al.
Scientific reports, 8(1), 13675-13675 (2018-09-14)
Disturbance of neurotransmitters and neuromodulators is thought to underlie the pathophysiology of autism spectrum disorder (ASD). Studies of 15q dup mouse models of ASD with human 15q11-13 duplication have revealed that restoring serotonin (5-HT) levels can partially reverse ASD-related symptoms
Mice do not habituate to metabolism cage housing-a three week study of male BALB/c mice
Kalliokoski O, et al.
PLoS ONE, 8(3), 1176-1185 (2013)
Jan Brosda et al.
ACS chemical neuroscience, 6(7), 1176-1185 (2015-03-18)
Brain serotonin (5-HT) is involved in the control of food intake. The ingestive effects of 5-HT are mediated by various receptor subtypes, among others the 5-HT1A receptor. While the involvement of presynaptic 5-HT1A receptors is regarded as certain, the role
Florence Razoux et al.
NeuroImage, 74, 326-336 (2013-03-05)
Imaging methods that enable the investigation of functional networks both in human and animal brain provide important insights into mechanisms underlying pathologies including psychiatric disorders. Since the serotonergic receptor 1A (5-HT(1A)-R) has been strongly implicated in the pathophysiology of depressive
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

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