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Merck
CN

P105

(±)-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:
Molecular Weight:
345.91
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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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

SMILES string

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

InChI key

XWLCIDLCEZAOEY-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

off-white

solubility

DMSO: ≥10 mg/mL, H2O: ≥2 mg/mL

Gene Information

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

13 - Non 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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B Kanyicska et al.
Endocrinology, 138(8), 3141-3153 (1997-08-01)
Endothelin-1 (ET-1) inhibits PRL secretion from cultured rat lactotrophs. However, ET-1 stimulates PRL secretion after cultured lactotrophs have been exposed for 48 h to dopamine or D2 dopamine agonists. In the present study, we have used cell-attached and inside-out patch
G Díaz-Véliz et al.
Pharmacology, biochemistry, and behavior, 62(1), 21-29 (1999-02-11)
The influence of the hormonal condition on the reactivity of central dopamine (DA) receptors was studied in male and in intact and ovariectomized (OVX) female rats. They were injected with selective DA agonists, acting either on D1 (SKF 38393, 2.5
M E Meyer et al.
Pharmacology, biochemistry, and behavior, 44(4), 865-868 (1993-04-01)
The effects of a dopamine agonist, (+/-)-2-(N-penylethyl-N-propyl)amino-5- hydroxytetralin (N-0434) (SC doses of 0.00, 0.01, 0.1, and 1.0 mg/kg) were tested in rats for 120 min in an activity monitor. The durations in seconds of horizontal locomotor time, rearing time, stereotypy
Y Ikarashi et al.
Journal of neurochemistry, 69(3), 1246-1251 (1997-09-01)
Changes in extracellular levels of acetylcholine (ACh) and choline (Ch) in the striatum of rats were examined by in vivo microdialysis after intraperitoneal injections of drugs. A dopamine D2 antagonist, sulpiride (20 mg/kg), and a muscarinic antagonist, atropine (3.5 mg/
M A Ariano et al.
Brain research, 547(2), 208-222 (1991-05-03)
Selective dopamine receptor ligands, (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 receptor antagonist SCH 23390, the high affinity D2 receptor antagonist N-(p-aminophenethyl)-spiperone or NAPS, and the D2 selective agonist, 2-(N-phenethyl-N-propyl)-amino-5-hydroxytetralin or PPHT were chemically coupled to the

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