Compounds > 4-phenyl-4-piperidinocyclohexanol
Page last updated: 2024-11-08

4-phenyl-4-piperidinocyclohexanol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

4-phenyl-4-piperidinocyclohexanol: metabolite of phencyclidine; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID162171
CHEMBL ID273446
CHEMBL ID266562
CHEBI ID183505
SCHEMBL ID1262555
MeSH IDM0097978

Synonyms (23)

Synonym
4-phenyl-4-piperidinocyclohexanol
cyclohexanol, 4-phenyl-4-(1-piperidinyl)-
CHEMBL273446
CHEMBL266562
(trans)-4-ppc
78165-07-8
trans-4-phenyl-4-piperidinocyclohexanol
4-phenyl-4-piperidin-1-ylcyclohexan-1-ol
CHEBI:183505
60756-83-4
unii-taj3pey6rn
taj3pey6rn ,
FT-0673818
FT-0673817
4-phenyl-4-(1-piperidinyl)cyclohexanol
SCHEMBL1262555
DTXSID60209577
4-phenyl-4-piperidino-cyclohexanol
Q3272495
1-(1-phenyl-4-hydroxycyclohexyl)piperidine
phencyclidine metabolite m1/m2
4-phenyl-4-(piperidin-1-yl)cyclohexan-1-ol
DTXSID101344941
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
cyclohexanolsAn alcohol in which one or more hydroxy groups are attached to a cyclohexane skeleton.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (9)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Delta-type opioid receptorMus musculus (house mouse)K0.558.75000.06000.06000.0600AID150251
Kappa-type opioid receptorMus musculus (house mouse)K0.558.75000.06000.06000.0600AID150251
Mu-type opioid receptorMus musculus (house mouse)K0.558.75000.06000.06000.0600AID150251
Glutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)K0.512.65000.03002.69508.3000AID157449
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
plasma membraneKappa-type opioid receptorMus musculus (house mouse)
plasma membraneMu-type opioid receptorMus musculus (house mouse)
endoplasmic reticulum membraneGlutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)
plasma membraneGlutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)
plasma membraneMuscarinic acetylcholine receptor M3Mus musculus (house mouse)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (26)

Assay IDTitleYearJournalArticle
AID119644Number of mice convulsed after intraperitoneal administration of Compound at a dose of 328 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119638Number of deaths occurred after intraperitoneal administration of Compound at a dose of 262 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119645Number of mice convulsed after intraperitoneal administration of Compound at a dose of 410 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119641Number of deaths occurred after intraperitoneal administration of Compound at a dose of 512 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID24639In vitro level of metabolite in mice liver microsomes at 3 hours1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Metabolism of phencyclidine. The role of the carbinolamine intermediate in the formation of lactam and amino acid metabolites of nitrogen heterocycles.
AID150252Hill coefficient for binding of [3H]morphine to Opioid receptors1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
Chemical synthesis and molecular pharmacology of hydroxylated 1-(1-phenylcyclohexyl-piperidine derivatives.
AID157449Inhibition of the specific binding of [3H]phencyclidine to phencyclidine receptor1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
Chemical synthesis and molecular pharmacology of hydroxylated 1-(1-phenylcyclohexyl-piperidine derivatives.
AID119643Number of mice convulsed after intraperitoneal administration of Compound at a dose of 262 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID24632In vitro level of metabolite in mice liver microsomes at 0 hours; ND is Not Detected ( <2 ug/vessel)1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Metabolism of phencyclidine. The role of the carbinolamine intermediate in the formation of lactam and amino acid metabolites of nitrogen heterocycles.
AID119640Number of deaths occurred after intraperitoneal administration of Compound at a dose of 410 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119646Number of mice convulsed after intraperitoneal administration of Compound at a dose of 512 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119630Ataxia produced in mice by intraperitoneal administration of compound at a dose of 262 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID24637In vitro level of metabolite in mice liver microsomes at 2 hours1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Metabolism of phencyclidine. The role of the carbinolamine intermediate in the formation of lactam and amino acid metabolites of nitrogen heterocycles.
AID150251Inhibition of the specific binding of [3H]morphine to Opioid receptors1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
Chemical synthesis and molecular pharmacology of hydroxylated 1-(1-phenylcyclohexyl-piperidine derivatives.
AID119634Ataxia produced in mice by intraperitoneal administration of compound at a dose of 410 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID24635In vitro level of metabolite in mice liver microsomes at 1 hour1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Metabolism of phencyclidine. The role of the carbinolamine intermediate in the formation of lactam and amino acid metabolites of nitrogen heterocycles.
AID119631Ataxia produced in mice by intraperitoneal administration of compound at a dose of 328 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID141404Inhibition of the specific binding of [3H]QNB to Muscarinic acetylcholine receptor1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
Chemical synthesis and molecular pharmacology of hydroxylated 1-(1-phenylcyclohexyl-piperidine derivatives.
AID119636Ataxia produced in mice by intraperitoneal administration of compound at a dose of 512 umol/kg; total no. of mice tested is 11981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119633Ataxia produced in mice by intraperitoneal administration of compound at a dose of 410 umol/kg; total no. of mice tested is 41981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID157450Hill coefficient for binding of [3H]phencyclidine to phencyclidine receptor1982Journal of medicinal chemistry, Apr, Volume: 25, Issue:4
Chemical synthesis and molecular pharmacology of hydroxylated 1-(1-phenylcyclohexyl-piperidine derivatives.
AID24640In vitro level of metabolite in mice liver microsomes at 3 hours (heat inactivated control); ND is Not Detected ( <2 ug/vessel)1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Metabolism of phencyclidine. The role of the carbinolamine intermediate in the formation of lactam and amino acid metabolites of nitrogen heterocycles.
AID119639Number of deaths occurred after intraperitoneal administration of Compound at a dose of 328 umol/kg; total no. of mice tested is 51981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119635Ataxia produced in mice by intraperitoneal administration of compound at a dose of 512 umol/kg; total no. of mice tested is 01981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID119632Ataxia produced in mice by intraperitoneal administration of compound at a dose of 410 umol/kg; total no. of mice tested is 31981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Phencyclidine metabolism: resolution, structure, and biological activity of the isomers of the hydroxy metabolite, 4-phenyl-4-(1-piperidinyl)cyclohexanol.
AID24645In vitro level of metabolite in mice liver microsomes at 3 hours (heat inactivated control)ND is Not Detected ( <2 ug/vessel)1985Journal of medicinal chemistry, Jan, Volume: 28, Issue:1
Metabolism of phencyclidine. The role of the carbinolamine intermediate in the formation of lactam and amino acid metabolites of nitrogen heterocycles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (72.73)18.7374
1990's3 (27.27)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.77

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.77 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.77)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ketamine
Ketamine: A cyclohexanone derivative used for induction of anesthesia. Its mechanism of action is not well understood, but ketamine can block NMDA receptors (RECEPTORS, N-METHYL-D-ASPARTATE) and may interact with sigma receptors.. ketamine : A member of the class of cyclohexanones in which one of the hydrogens at position 2 is substituted by a 2-chlorophenyl group, while the other is substituted by a methylamino group.		1.9710cyclohexanones;
monochlorobenzenes;
secondary amino compound		analgesic;
environmental contaminant;
intravenous anaesthetic;
neurotoxin;
NMDA receptor antagonist;
xenobiotic
proadifen
Proadifen: An inhibitor of drug metabolism and CYTOCHROME P-450 ENZYME SYSTEM activity.		1.9710diarylmethane
phencyclidine
Phencyclidine: A hallucinogen formerly used as a veterinary anesthetic, and briefly as a general anesthetic for humans. Phencyclidine is similar to KETAMINE in structure and in many of its effects. Like ketamine, it can produce a dissociative state. It exerts its pharmacological action through inhibition of NMDA receptors (RECEPTORS, N-METHYL-D-ASPARTATE). As a drug of abuse, it is known as PCP and Angel Dust.. phencyclidine : A member of the class of piperidines that is piperidine in which the nitrogen is substituted with a 1-phenylcyclohexyl group. Formerly used as an anaesthetic agent, it exhibits both hallucinogenic and neurotoxic effects.		3.67100benzenes;
piperidines		anaesthetic;
neurotoxin;
NMDA receptor antagonist;
psychotropic drug
quinuclidines
Quinuclidines: A class of organic compounds which contain two rings that share a pair of bridgehead carbon atoms and contains an amine group.		2.3720quinuclidines;
saturated organic heterobicyclic parent
dronabinol
Dronabinol: A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound.. Delta(9)-tetrahydrocannabinol : A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. The principal psychoactive constituent of the cannabis plant, it is used for treatment of anorexia associated with AIDS as well as nausea and vomiting associated with cancer chemotherapy.		1.9610benzochromene;
diterpenoid;
phytocannabinoid;
polyketide		cannabinoid receptor agonist;
epitope;
hallucinogen;
metabolite;
non-narcotic analgesic
bromocriptine
Bromocriptine: A semisynthetic ergotamine alkaloid that is a dopamine D2 agonist. It suppresses prolactin secretion.		1.9710indole alkaloidantidyskinesia agent;
antiparkinson drug;
dopamine agonist;
hormone antagonist
1-phenylcyclohexylamine
1-phenylcyclohexylamine: RN given refers to parent cpd		1.9610
tenocyclidine
tenocyclidine : A tertiary amino compound that consists of cyclohexane having piperidin-1-yl and thiophen-2-yl groups attached at position 1. A dissociative anaesthetic drug with halluccinogenic and stimulant effects. Its effects are similar to those of phencyclidine (PCP, an analogue with the thienyl group replaced by phenyl), but it is rather more potent.		1.9810piperidines;
tertiary amino compound;
thiophenes		central nervous system stimulant;
hallucinogen;
neuroprotective agent;
NMDA receptor antagonist
1-(1-phenylcyclohexyl)-4-hydroxypiperidine
1-(1-phenylcyclohexyl)-4-hydroxypiperidine: metabolite of phencyclidine; structure given in first source		2.8840
1-(1-phenylcyclohexyl)-4-phenyl-4-piperidinol
1-(1-phenylcyclohexyl)-4-phenyl-4-piperidinol: structure given in first source		2.3720
3-hydroxyphencyclidine
3-hydroxyphencyclidine: RN given refers to parent cpd		1.9610
atropine
tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate : A tropane alkaloid that is (1R,5)-8-methyl-8-azabicyclo[3.2.1]octane substituted by a (3-hydroxy-2-phenylpropanoyl)oxy group at position 3.		1.9710
ConditionIndicatedRelationship StrengthStudiesTrials
Ataxia
Impairment of the ability to perform smoothly coordinated voluntary movements. This condition may affect the limbs, trunk, eyes, pharynx, larynx, and other structures. Ataxia may result from impaired sensory or motor function. Sensory ataxia may result from posterior column injury or PERIPHERAL NERVE DISEASES. Motor ataxia may be associated with CEREBELLAR DISEASES; CEREBRAL CORTEX diseases; THALAMIC DISEASES; BASAL GANGLIA DISEASES; injury to the RED NUCLEUS; and other conditions.		01.9610
Absence Seizure
[description not available]		01.9610
Seizures
Clinical or subclinical disturbances of cortical function due to a sudden, abnormal, excessive, and disorganized discharge of brain cells. Clinical manifestations include abnormal motor, sensory and psychic phenomena. Recurrent seizures are usually referred to as EPILEPSY or seizure disorder.		01.9610