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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H21NO.ClH
Molecular Weight 255.784
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRECLAMOL HYDROCHLORIDE, (R)-

SMILES

Cl.CCCN1CCC[C@@H](C1)C2=CC(O)=CC=C2

InChI

InChIKey=NRHUDETYKUBQJT-ZOWNYOTGSA-N
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

HIDE SMILES / InChI
(+)-3-(3-Hydroxyphenyl)-N-(1-propyl)piperidine ((+)-3-PPP or preclamor, (R)) is an agonist of the sigma receptors and also acts as a dopamine receptor agonist with autoreceptor as well as postsynaptic receptor stimulatory properties. In vivo experiments have shown, that preclamor, (R) inhibited DOPA accumulation in the striatum, nucleus accumbens, and medial prefrontal cortex.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q99720|||Q7Z653
Gene ID: 10280.0
Gene Symbol: SIGMAR1
Target Organism: Homo sapiens (Human)
Target ID: Q5BJF2
Gene ID: 27346.0
Gene Symbol: TMEM97
Target Organism: Homo sapiens (Human)
Target ID: P14416
Gene ID: 1813.0
Gene Symbol: DRD2
Target Organism: Homo sapiens (Human)
Target ID: Q99720|||Q7Z653
Gene ID: 10280.0
Gene Symbol: SIGMAR1
Target Organism: Homo sapiens (Human)
Target ID: P14416
Gene ID: 1813.0
Gene Symbol: DRD2
Target Organism: Homo sapiens (Human)
Target ID: Q5BJF2
Gene ID: 27346.0
Gene Symbol: TMEM97
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Involvement of direct inhibition of NMDA receptors in the effects of sigma-receptor ligands on glutamate neurotoxicity in vitro.
2000-09-15
Rat liver and kidney contain high densities of sigma 1 and sigma 2 receptors: characterization by ligand binding and photoaffinity labeling.
1994-06-15
Pharmacological characteristics of hyperambulation induced by the sigma ligand (+)-3-PPP in rats.
1994-05
Differential agonist profile of the enantiomers of 3-PPP at striatal dopamine autoreceptors: dependence on extracellular dopamine.
1991-07

Sample Use Guides

in rats: at doses above 3 mg/kg (s.c.) increased the ambulatory activity of rats
Route of Administration: Other
In Vitro Use Guide
In vitro, both (+) (preclamol, R)- and (-)-3-PPP reduced basal DOPA accumulation with a similar order of potency (apparent EC50 = 2.1 and 1.0 microns, respectively) and maximal effect, although they were less potent than the D2 DA receptor agonist quinpirole (EC50 = 0.15 microM).
Name Type Language
PRECLAMOL HYDROCHLORIDE, (R)-
Preferred Name English
Code System Code Type Description
EPA CompTox
DTXSID1045796
Created by admin on Mon Mar 31 22:08:16 GMT 2025 , Edited by admin on Mon Mar 31 22:08:16 GMT 2025
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PUBCHEM
202477
Created by admin on Mon Mar 31 22:08:16 GMT 2025 , Edited by admin on Mon Mar 31 22:08:16 GMT 2025
PRIMARY
CAS
89874-80-6
Created by admin on Mon Mar 31 22:08:16 GMT 2025 , Edited by admin on Mon Mar 31 22:08:16 GMT 2025
PRIMARY
FDA UNII
S695806J1A
Created by admin on Mon Mar 31 22:08:16 GMT 2025 , Edited by admin on Mon Mar 31 22:08:16 GMT 2025
PRIMARY