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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:
71787-90-1
Molecular Weight:
345.91
UNSPSC Code:
12352200
PubChem Substance ID:
24277925
MDL number:
MFCD00055157

Key Documents

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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

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

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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Certificates of Analysis (COA)

Lot/Batch Number
066K4623
045K4613
082K4614

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M P Seiler et al.
Journal of medicinal chemistry, 29(6), 912-917 (1986-06-01)
5-Hydroxy-2-aminotetralin derivatives in which one N-alkyl substituent carries a functional group have been prepared and their dopaminergic activities compared with those of 5-hydroxy-2-(di-n-propylamino)tetralin (5-OH-DPAT) and known ergolines. Several members of the series demonstrated high affinities in dopamine (DA) receptor binding
J Samochowiec et al.
Polish journal of pharmacology, 49(4), 221-227 (1997-08-01)
A single dose of ethanol (1 g/kg p.o.) significantly decreased, whereas higher doses of ethanol (2 or 3 g/kg p.o.) significantly increased the serum prolactin (PRL) concentration. Administration of ethanol at a dose of 2 g/kg p.o. for 4 weeks
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
F J Bosker et al.
European journal of pharmacology, 163(2-3), 319-326 (1989-04-25)
Partial purification of the dopamine D-2 receptor from bovine striatum, solubilized in the presence of 1% digitonin, was obtained by chromatography on wheat germ lectin agarose. The preparation was purified approximately 10-fold. The stability of the receptor preparation was considerably
A Mao et al.
Life sciences, 59(21), PL317-PL324 (1996-01-01)
The concentrations of endogenous ligands generally remain in a bounded range around a basal level, a manifestation of control. The dopaminergic system is an excellent example of a control system in which a negative feedback signal is associated with receptor
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