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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

SMILES

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

InChI

InChIKey=NRHUDETYKUBQJT-BTQNPOSSSA-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-;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C14H21NO
Molecular Weight 219.3226
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

(-)-3-(3-hydroxyphenyl)-N-n-propylpiperidine ((-)-3-PPP, also known as preclamol) has a dual action towards to dopamine D2 autoreceptor: it activates it and also acts concomitantly as an antagonist at postsynaptic DA receptors. It was shown, that (-)-3PPP/preclamol was a safe drug for study in the treatment of schizophrenia and may have antipsychotic efficacy. Besides, the motor effects of the drug were evaluated in nine patients with Parkinson's disease using a double-blind, placebo-controlled design. However, the small number of patients manifesting a clinically significant response and the frequently inconsistent effects could indicate that this class of agents may have relatively limited clinical utility.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P14416
Gene ID: 1813.0
Gene Symbol: DRD2
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Pharmacologic properties of (-)-3PPP (preclamol) in man.
1992
Preclamol. A "designer drug" in the treatment of advanced Parkinson's disease.
1996
Patents

Patents

Sample Use Guides

30-40 mg
Route of Administration: Intramuscular
In Vitro Use Guide
In vitro, both (+)- and (-)-3-PPP (preclamol) 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).
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:14:22 GMT 2023
Edited
by admin
on Sat Dec 16 05:14:22 GMT 2023
Record UNII
Q8W2T87WWW
Record Status Validated (UNII)
Record Version
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Name Type Language
PRECLAMOL HYDROCHLORIDE
Common Name English
(S)-(-)-3-(HYDROXYPHENYL)-N-PROPYLPIPERIDINE HYDROCHLORIDE
Systematic Name English
(-)-3PPP HYDROCHLORIDE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID401017949
Created by admin on Sat Dec 16 05:14:22 GMT 2023 , Edited by admin on Sat Dec 16 05:14:22 GMT 2023
PRIMARY
PUBCHEM
11957669
Created by admin on Sat Dec 16 05:14:22 GMT 2023 , Edited by admin on Sat Dec 16 05:14:22 GMT 2023
PRIMARY
CAS
88768-67-6
Created by admin on Sat Dec 16 05:14:22 GMT 2023 , Edited by admin on Sat Dec 16 05:14:22 GMT 2023
PRIMARY
FDA UNII
Q8W2T87WWW
Created by admin on Sat Dec 16 05:14:22 GMT 2023 , Edited by admin on Sat Dec 16 05:14:22 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE