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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H21NO
Molecular Weight 219.3226
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

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

SMILES

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

InChI

InChIKey=HTSNFXAICLXZMA-ZDUSSCGKSA-N
InChI=1S/C14H21NO/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/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

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, (R)-
Common Name English
(R)-(+)-3-PPP
Common Name English
(+)-3-PPP
Common Name English
PHENOL, 3-((3R)-1-PROPYL-3-PIPERIDINYL)-
Systematic Name English
(R)-PRECLAMOL
Common Name English
(R)-(+)-3-(3-HYDROXYPHENYL)-N-PROPYLPIPERIDINE
Systematic Name English
Code System Code Type Description
FDA UNII
8L7H229K4I
Created by admin on Sat Dec 16 08:06:56 GMT 2023 , Edited by admin on Sat Dec 16 08:06:56 GMT 2023
PRIMARY
CAS
85976-54-1
Created by admin on Sat Dec 16 08:06:56 GMT 2023 , Edited by admin on Sat Dec 16 08:06:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID101017364
Created by admin on Sat Dec 16 08:06:56 GMT 2023 , Edited by admin on Sat Dec 16 08:06:56 GMT 2023
PRIMARY
PUBCHEM
202478
Created by admin on Sat Dec 16 08:06:56 GMT 2023 , Edited by admin on Sat Dec 16 08:06:56 GMT 2023
PRIMARY