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Key Documents

Safety Information

P103

Sigma-Aldrich

(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
MDL number:
MFCD00069366
UNSPSC Code:
12352200
PubChem Substance ID:
24277940

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.)

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-;/m1./s1

InChI key

NRHUDETYKUBQJT-BTQNPOSSSA-N

Gene Information

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

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Biochem/physiol Actions

Dopamine autoreceptor agonist; postsynaptic dopamine receptor antagonist.

Legal Information

Sold with the permission of Astra Pharmaceutical Co.

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
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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