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Merck
CN

P103

(S)-(−)-3-(3-Hydroxyphenyl)-N-propylpiperidine hydrochloride

≥98% (HPLC), solid

Synonym(s):

Preclamol, S-(−)-3-PPP

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About This Item

Empirical Formula (Hill Notation):
C14H21NO · HCl
CAS Number:
88768-67-6
Molecular Weight:
255.78
UNSPSC Code:
12352200
PubChem Substance ID:
24277940
MDL number:
MFCD00069366

Key Documents

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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-;/m1./s1

SMILES string

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

InChI key

NRHUDETYKUBQJT-BTQNPOSSSA-N

assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: 150 mg/mL (Solutions should be freshly prepared.), ethanol: slightly soluble (Solutions should be freshly prepared.)

Gene Information

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

Biochem/physiol Actions

Dopamine autoreceptor agonist; postsynaptic dopamine receptor antagonist.

Legal Information

Sold with the permission of Astra Pharmaceutical Co.

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
126K4603
096K4608
104K4605
074K4606

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J Arnt et al.
Psychopharmacology, 81(3), 199-207 (1983-01-01)
The pharmacological profile of the enantiomers of the proposed selective dopamine (DA) autoreceptor agonist 3-PPP [3-(3-hydroxyphenyl)-N-n-propylpiperidine] has been studied. In vitro both enantiomers showed weak DA agonistic activity, and (--)-3-PPP some DA antagonistic effect on DA-stimulated adenylate cyclase activity. Both
B K Koe et al.
European journal of pharmacology, 161(2-3), 263-266 (1989-02-28)
Binding of i.v. administered (+)-[3H]3-(3-hydroxyphenyl)-N-(1-propyl)piperidine ([3H]3-PPP) in the brain of intact mice is antagonized dose responsively by sigma receptor ligands. The correlation of potencies for inhibition of binding in vivo and in vitro indicates that sigma receptors in mouse brain
S Hjorth et al.
Psychopharmacology, 81(2), 89-99 (1983-01-01)
The two enantiomers of the putative centrally acting dopamine (DA) autoreceptor agonist 3-(3-hydroxyphenyl)-N-n-propylpiperidine, 3-PPP (Hjorth et al. 1981), were pharmacologically evaluated. An extensive series of biochemical and behavioural experiments unexpectedly revealed that both (+)- and (-)-3-PPP showed clear, but differential

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