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Safety Information

P105

Sigma-Aldrich

(±)-PPHT hydrochloride

≥98% (HPLC), solid

Synonym(s):

(±)-2-(N-Phenethyl-N-propyl)amino-5-hydroxytetralin hydrochloride, N-0434

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About This Item

Empirical Formula (Hill Notation):
C21H27NO · HCl
CAS Number:
71787-90-1
Molecular Weight:
345.91
MDL number:
MFCD00055157
UNSPSC Code:
12352200
PubChem Substance ID:
24277925

Assay

≥98% (HPLC)

form

solid

color

off-white

solubility

DMSO: ≥10 mg/mL
H2O: ≥2 mg/mL

SMILES string

Cl[H].CCCN(CCc1ccccc1)C2CCc3c(O)cccc3C2

InChI

1S/C21H27NO.ClH/c1-2-14-22(15-13-17-7-4-3-5-8-17)19-11-12-20-18(16-19)9-6-10-21(20)23;/h3-10,19,23H,2,11-16H2,1H3;1H

InChI key

XWLCIDLCEZAOEY-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

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Biochem/physiol Actions

(±)-PPHT hydrochoride is a potent D2 dopamine receptor agonist
A series of new dopamine (DA) receptor agonists, of the 2-aminotetralin group, i.e. N-0434, N-0437 and N-0734 were investigated in both in vivo and in vitro pharmacological test systems. In vivo, the reversal of the gamma-butyrolactone-induced increase in rat central DOPA biosynthesis rate was taken as a measure of presynaptic activity. The homovanillic acid (HVA) decrease, after intraperitoneal and after oral administration of the drugs was also taken as a measure of presynaptic activity. Postsynaptic activity was measured in two behavioural models, i.e. reserpine reversal and stereotypy induction. The effects of (±)-PPHT (N-0434) these drugs on noradrenaline and dopamine turnover (alpha-MpT method) were studied in addition. The results indicate that all three compounds N-0434 ((±)-PPHT), N-0437 and N-0734 are potent and selective DA agonists that lack significant alpha 2 activity.
Potent D2 dopamine receptor agonist.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
066K4623
045K4613
082K4614

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A C Barton et al.
Brain research, 547(2), 199-207 (1991-05-13)
We report the synthesis and pharmacological characterization of novel fluorescently labeled ligands with high affinity and specificity for D1 and D2 dopamine receptors. D1-selective antagonist probes have been synthesized using (R,S)-5-(4'-aminophenyl)-8-chloro-2,3,4,5-tetrahydro-3-methyl-[1H]-3- benzazepin-7-ol, the 4'-amino derivative of the high affinity D1-selective
R A Wilke et al.
The Journal of pharmacology and experimental therapeutics, 284(2), 542-548 (1998-03-07)
Dopamine influences the release of neurohypophysial peptides in vivo. However, the extent to which this effect is caused by a direct dopaminergic action within the neurohypophysis remains unclear. With use of the patch-clamp technique on thin slices of rat posterior
P Seeman et al.
Molecular pharmacology, 28(5), 391-399 (1985-11-01)
In order to develop a model for the putative binding sites between the D2 dopamine receptor and many of its agonists, we obtained the dissociation constants of many dopaminergic agonists at the high affinity state, D2high, as well as at
T P Burris et al.
Neuroendocrinology, 54(2), 175-183 (1991-08-01)
The ability of low concentrations of dopamine (DA) to stimulate the secretion of prolactin (PRL) was examined in perifused or monolayer cultures of anterior pituitary cells. In cultures perifused with media containing 100 nM DA, changing the DA concentration to
P M Beart et al.
Naunyn-Schmiedeberg's archives of pharmacology, 336(5), 487-493 (1987-11-01)
The affinity of a series of N,N-disubstituted 2-aminotetralins for the rat striatal D2 dopamine receptor labelled by [3H]spiperone has been determined. Displacement data for the more potent 2-aminotetralins were better described by a model where the compounds competed for [3H]spiperone
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