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Details

Stereochemistry ACHIRAL
Molecular Formula C11H14ClNO
Molecular Weight 211.6883
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-(4-CHLOROPHENYL)-4-PIPERIDINOL

SMILES

c1cc(ccc1C2(CCNCC2)O)Cl

InChI

InChIKey=LZAYOZUFUAMFLD-UHFFFAOYSA-N
InChI=1S/C11H14ClNO/c12-10-3-1-9(2-4-10)11(14)5-7-13-8-6-11/h1-4,13-14H,5-8H2

HIDE SMILES / InChI

Molecular Formula C11H14ClNO
Molecular Weight 211.6883
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24827597 | http://www.hmdb.ca/metabolites/HMDB60902

4-(4-Chlorophenyl)-4-piperidinol (CPPO) is one of haloperidol metabolite. Neurotoxicity studies in frogs, which have been used to detect N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) action, showed that CPPO did not mimic the neurotoxicity of MPTP but caused a delayed and persistent freezing action in Rana pipiens frogs. It is proposed that this action may contribute to some of the delayed side-effects associated with haloperidol therapy.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9090.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
In vitro characterization of the metabolism of haloperidol using recombinant cytochrome p450 enzymes and human liver microsomes.
2001 Dec
Comparison of SSI with APCI as an interface of HPLC-mass spectrometry for analysis of a drug and its metabolites.
2002 Mar
Physical stability of the amorphous state of loperamide and two fragment molecules in solid dispersions with the polymers PVP-K30 and PVP-VA64.
2005 Jun
Sensitive determination of 4-(4-bromophenyl)-4-hydroxypiperidine, a metabolite of bromperidol, in rat plasma by HPLC with fluorescence detection after pre-column derivatization using 4-fluoro-7-nitro-2,1,3-benzoxadiazole.
2006 Dec
Simultaneous analysis of haloperidol, its three metabolites and two other butyrophenone-type neuroleptics by high performance liquid chromatography with dual ultraviolet detection.
2006 Feb
Identification of a new functional target of haloperidol metabolite: implications for a receptor-independent role of 3-(4-fluorobenzoyl) propionic acid.
2006 Oct
Sensitive determination of 4-(4-chlorophenyl)-4-hydroxypiperidine, a metabolite of haloperidol, in a rat biological sample by HPLC with fluorescence detection after pre-column derivatization using 4-fluoro-7-nitro-2,1,3-benzoxadiazole.
2006 Sep
[Chemical toxicological analysis of haloperidol metabolite 4-(4-chlorophenyl)-4-hydroxypipiridine in urine by high-performance liquid chromatography].
2009 Jan-Feb
Bis[4-(4-chloro-phen-yl)-4-hydroxy-piperidinium] dipicrate dimethyl sulfoxide solvate.
2010 Apr 30
4-(4-Chloro-phen-yl)piperidin-4-ol.
2010 Feb 6
4-(4-Chloro-phen-yl)-4-hy-droxy-piperidinium maleate maleic acid solvate.
2010 Jul 14
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Cell membranes (D2L-FlpIn CHO, 3 μg) were incubated with varying concentrations of test compound 7 (4-(4-Chlorophenyl)-4-piperidinol) in binding buffer (20 mM HEPES, 100 mM NaCl, 6 mM MgCl2, 1 mM EGTA, and 1 mM EDTA, pH 7.4) containing 0.05 nM of [3H]spiperone and 100 μM GppNHp to a final volume of 1 mL and were incubated at 37 °C for 3 h. Binding was terminated by fast-flow filtration over GF/B membranes using a Brandel harvester followed by three washes with ice-cold 0.9% NaCl. Bound radioactivity was measured in a Tri-Carb 2900TR liquid scintillation counter (PerkinElmer).
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:28:30 UTC 2021
Edited
by admin
on Sat Jun 26 08:28:30 UTC 2021
Record UNII
UND92FKS0W
Record Status Validated (UNII)
Record Version
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Name Type Language
4-(4-CHLOROPHENYL)-4-PIPERIDINOL
Systematic Name English
NSC-89568
Code English
LOPERAMIDE HYDROCHLORIDE IMPURITY C [EP]
Common Name English
CPHP
Common Name English
O4-PIPERIDINOL, 4-(4-CHLOROPHENYL)-
Systematic Name English
4-(4-CHLOROPHENYL)PIPERIDIN-4-OL
Systematic Name English
Code System Code Type Description
FDA UNII
UND92FKS0W
Created by admin on Sat Jun 26 08:28:30 UTC 2021 , Edited by admin on Sat Jun 26 08:28:30 UTC 2021
PRIMARY
EPA CompTox
39512-49-7
Created by admin on Sat Jun 26 08:28:30 UTC 2021 , Edited by admin on Sat Jun 26 08:28:30 UTC 2021
PRIMARY
ECHA (EC/EINECS)
254-479-8
Created by admin on Sat Jun 26 08:28:30 UTC 2021 , Edited by admin on Sat Jun 26 08:28:30 UTC 2021
PRIMARY
PUBCHEM
38282
Created by admin on Sat Jun 26 08:28:30 UTC 2021 , Edited by admin on Sat Jun 26 08:28:30 UTC 2021
PRIMARY
CAS
39512-49-7
Created by admin on Sat Jun 26 08:28:30 UTC 2021 , Edited by admin on Sat Jun 26 08:28:30 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE INACTIVE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP