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U109

Sigma-Aldrich

R(+)-UH-301 hydrochloride

solid

Synonym(s):

R(+)-5-Fluoro-8-Hydroxy-DPAT hydrochloride, R(+)-5-Fluoro-8-hydroxy-2-dipropylamino-1,2,3,4-tetrahydronaphthalene hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H24FNO · HCl
CAS Number:
127126-18-5
Molecular Weight:
301.83
MDL number:
MFCD00210227
UNSPSC Code:
12352202
PubChem Substance ID:
24278137
NACRES:
NA.77

form

solid

optical activity

[α]25/D +81.4°, c = 0.30 in methanol(lit.)

color

white

solubility

H2O: slightly soluble
ethanol: soluble

SMILES string

Cl[H].CCCN(CCC)[C@@H]1CCc2c(F)ccc(O)c2C1

InChI

1S/C16H24FNO.ClH/c1-3-9-18(10-4-2)12-5-6-13-14(11-12)16(19)8-7-15(13)17;/h7-8,12,19H,3-6,9-11H2,1-2H3;1H/t12-;/m1./s1

InChI key

FKUVCCNCUAFKAH-UTONKHPSSA-N

Gene Information

human ... HTR1A(3350)

Biochem/physiol Actions

R(+)-UH-301 hydrochloride is a potent and selective 5-HT1A serotonin receptor agonist. R(+)-UH-301 is also known to function as an antinociceptive agent, as it has been shown to significantly decrease formalin-induced flinching in rats[1].

Caution

Hygroscopic, photosensitive

Preparation Note

R(+)-UH-301 hydrochloride is soluble in ethanol and is slightly soluble in water.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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V Granados-Soto et al.
Neuroscience, 165(2), 561-568 (2009-10-20)
This study assessed the possible antinociceptive role of peripheral 5-HT(1) receptor subtypes in the rat formalin test. Rats were injected into the dorsum of the hind paw with 50 microl of diluted formalin (1%). Nociceptive behavior was quantified as the
Y Minabe et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 2(2), 127-133 (1992-06-11)
In this study, we examined the effects of acute and chronic administration of the 5-HT3 receptor antagonist granisetron (0.1, 1.0 or 10 mg/kg i.p.) alone or in combination with haloperidol (0.5 mg/kg i.p.) on the number of spontaneously active dopamine
L Björk et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 2(2), 141-147 (1992-06-01)
The effects of the enantiomers of 5-fluoro-8-hydroxy-2-(dipropylamino)tetralin, UH-301 and the potent 5-HT1A-receptor agonist (R)-8-hydroxy-2-(dipropylamino)tetralin, (R)-8-OH-DPAT, on locomotion, rearing and total activity were studied in rats. The experiments were performed as tests either of exploratory activity in non-habituated rats or of
Phedias Diamandis et al.
Nature chemical biology, 3(5), 268-273 (2007-04-10)
The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain cancer. However, the complete repertoire of signaling pathways that governs the

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