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P102

Sigma-Aldrich

R(+)-3-(3-Hydroxyphenyl)-N-propylpiperidine hydrochloride

solid

Synonym(s):

R(+)-3-PPP hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H21NO · HCl
CAS Number:
89874-80-6
Molecular Weight:
255.78
MDL number:
MFCD00055194
UNSPSC Code:
12352200
PubChem Substance ID:
24277924
NACRES:
NA.77

form

solid

color

white

solubility

H2O: 150 mg/mL
ethanol: slightly soluble

SMILES string

Cl.CCCN1CCC[C@@H](C1)c2cccc(O)c2

InChI

1S/C14H21NO.ClH/c1-2-8-15-9-4-6-13(11-15)12-5-3-7-14(16)10-12;/h3,5,7,10,13,16H,2,4,6,8-9,11H2,1H3;1H/t13-;/m0./s1

InChI key

NRHUDETYKUBQJT-ZOWNYOTGSA-N

Gene Information

human ... DRD2(1813)

Biochem/physiol Actions

D2 dopamine receptor agonist. Also functions as σ1 receptor antagonist with essentially no affinity for the phencylidine site on the NMDA receptor.

Preparation Note

Solutions should be freshly prepared.

Legal Information

Sold with the permission of Astra Pharmaceutical Co.

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Bergeron et al.
Psychopharmacology, 129(3), 215-224 (1997-02-01)
Several high affinity sigma (sigma) ligands, such as DTG, JO-1784, (+)-pentazocine, BD-737 and L-687,384, administered at low doses act as agonists by potentiating N-methyl-D-aspartate (NMDA)-induced activation of pyramidal neurons in the CA3 region of the rat dorsal hippocampus. This potentiation
M C Coldwell et al.
British journal of pharmacology, 127(5), 1135-1144 (1999-08-24)
This study characterized pharmacologically the functional responses to agonists at human dopamine D2(long) (hD2), D3 (hD3) and D4.4 (hD4) receptors separately expressed in cloned cells using the cytosensor microphysiometer. Dopaminergic receptor agonists caused increases in extracellular acidification rate in adherent
S Tokuyama et al.
Neuroscience letters, 233(2-3), 141-144 (1997-11-14)
We studied effects of various sigma ligands on GTPase activity in mouse prefrontal membranes. Some representative sigma agonists, such as (+)-pentazocine, SA4503 and (+)-3-PPP, stimulated the GTPase activity in a concentration-dependent manner in ranges of 10 nM to 10 microM.
Jing Yuan et al.
Nature chemical biology, 5(10), 765-771 (2009-09-08)
Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened seven parasite lines for differences in responses to 1,279 bioactive chemicals. Hundreds of compounds were
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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