1-(3-Chlorophenyl)piperazine (CED0014695)

Record Information
Version1.0
Creation Date2016-05-22 05:02:03 UTC
Update Date2026-08-18 00:06:31 UTC
Accession NumberCHEM018155
Identification
Common Name1-(3-Chlorophenyl)piperazine
ClassSmall Molecule
Description
1-(3-Chlorophenyl)piperazine is an organic compound with the formula C10H13ClN2 and an average molecular weight of 196.68 g/mol. 1-(3-Chlorophenyl)piperazine belongs to the piperazines, a subclass of diazinanes within the organic compounds. This substance is identified as an organoheterocyclic compound. The compound has been found in or released from 23 recorded sources. These include aquatic systems and sediments such as seawater, freshwater, surface water, and groundwater, as well as drinking water and water supply sources including tap water, bottled water, desalinated water, and drinking water. It is also present in wastewater, sanitation, and biosolids, specifically in industrial wastewater, mine wastewater, wastewater treatment effluent, and unspecified wastewater. Other recorded sources involve appliances, HVAC, and refrigerants such as water heaters and water coolers, as well as marine, shipping, and aquaculture sources including bilge water and ballast water. Additionally, it is associated with electrical and electronic equipment, specifically electrodes and conductors or conductive bodies characterized by the conductive materials, among four other sectors. Exposure to the compound can occur through touch, oral, and inhalation routes. Biologically, 1-(3-Chlorophenyl)piperazine interacts with seven recorded protein targets. It acts as an agonist/antagonist of 5-hydroxytryptamine receptor 2C (HTR2C), 5-hydroxytryptamine receptor 1E (HTR1E), 5-hydroxytryptamine receptor 7 (HTR7), and 5-hydroxytryptamine receptor 6 (HTR6), in addition to three other proteins.
Contaminant Type
  • Human Neurotoxin
  • PMT
Chemical Structure
Synonyms
ValueSource
(m-CPP)ChEBI
m-ChlorophenylpiperazineChEBI
1-(3-Chlorophenyl)piperazineKegg
MCPPKegg
1-(3-Chlorophenyl)piperazine monohydrochlorideHMDB
1-3-CPPHMDB
3-ChlorophenylpiperazineHMDB
Dihydrochloro phenyl piperazineHMDB
m-CPPHMDB
Meta-chlorophenylpiperazineHMDB
1-(3-Chlorophenyl)piperazine dihydrochlorideHMDB
1-(m-Chlorophenyl)piperazineHMDB
Chemical FormulaC10H13ClN2
Average Molecular Mass196.677 g/mol
Monoisotopic Mass196.077 g/mol
CAS Registry Number6640-24-0
IUPAC Name1-(3-chlorophenyl)piperazine
Traditional Namem-chlorophenylpiperazine
SMILESClC1=CC(=CC=C1)N1CCNCC1
InChI IdentifierInChI=1S/C10H13ClN2/c11-9-2-1-3-10(8-9)13-6-4-12-5-7-13/h1-3,8,12H,4-7H2
InChI KeyVHFVKMTVMIZMIK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentPhenylpiperazines
Alternative Parents
Substituents
  • Phenylpiperazine
  • N-arylpiperazine
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Aniline or substituted anilines
  • Chlorobenzene
  • Halobenzene
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl chloride
  • Benzenoid
  • Tertiary amine
  • Secondary amine
  • Secondary aliphatic amine
  • Azacycle
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.12 g/LALOGPS
logP2.07ALOGPS
logP2.15ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)8.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area15.27 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity56.05 m³·mol⁻¹ChemAxon
Polarizability20.87 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0hig-3900000000-e12b3691e17f670a79f1Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-a6d6490a377499574773Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-dacdc382bd4b60551efdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-c498b22640780e85d0c5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-6188e12d6302f0aac6adNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udj-0900000000-0307be5cc27e8b5e3d6eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-4f1ffdc6559ba8ef8ab0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gb9-0900000000-ffa868d7cd2f5dd55b0aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-036e27cc7151ed5587e2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-cf09b776cfded257a89eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-8119dafe7571a20d6ce8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udj-0900000000-0826be5530cb871f3576Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-a55042eda43832b42f68Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gb9-0900000000-c3dd0b695bc65a727bf0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-ce6c9c7155861aeb31beNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gb9-0900000000-04b37011a6b6e19ca424Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-014i-1900000000-5ea27eb4735ba042f7d9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-04afb01877e4cfc97762Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-2391d33f985d617108cfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0f6t-0900000000-46eb898a4634d282ad5dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-7ba337b7a27d852230b5Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-6bb7e4bf92acb4973313Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-3e770aa897a20344e242Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-dacdc382bd4b60551efdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-702ab6d828a2d3680361Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udj-0900000000-b54e247f855bd17622e2Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gb9-0900000000-fec6dfc84be7de05a157Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-d83459cb520e2167f3ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-ebd5f917861496279a83Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-dfb929895adb2bacab00Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udj-0900000000-259dfb3414b67cf85d95Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uxr-0900000000-63ed42677c66126149f4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-5c19c680080e077d570eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gb9-0900000000-6e36e5c2e39298868ec6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-cc01729cf1c20ee6abe8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-1900000000-82b2d05237a59abd03c2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6x-4900000000-77c637b0dd1d4634a85fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-9ba38c9f09c2c942abb2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-06af6833e772a609c5fdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9600000000-7cf87f3c1c0512459becNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-29b31fd32918141376d7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-1900000000-c4feb7aa2a4b297e24b3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9400000000-cc4f3e0869c24580f884Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-13cd7934ef6fef7a6c2fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-8b657c6d18395b0e1755Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0296-2900000000-a8b248a52b40ac470b73Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
230.0Log mg/kg[130:410]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
3Irrigation waterAgriculture & land managementNot Available
10InsecticidesAgriculture & land managementNot Available
27Water CoolersAppliances, HVAC & refrigerantsNot Available
43Water heatersAppliances, HVAC & refrigerantsNot Available
50GroundwaterAquatic systems & sedimentsNot Available
51Surface waterAquatic systems & sedimentsNot Available
52SeawaterAquatic systems & sedimentsNot Available
53FreshwaterAquatic systems & sedimentsNot Available
70Stormwater runoffAutomotive & urban infrastructureNot Available
88Waterproofing spraysBuilding & ConstructionNot Available
115Drinking waterDrinking water & water supplyNot Available
116Tap waterDrinking water & water supplyNot Available
117Bottled waterDrinking water & water supplyNot Available
118Desalinated waterDrinking water & water supplyNot Available
181Ballast waterMarine, shipping & aquacultureNot Available
182Bilge waterMarine, shipping & aquacultureNot Available
468Industrial wastewaterWastewater, sanitation & biosolidsNot Available
470Wastewater treatment effluentWastewater, sanitation & biosolidsNot Available
475Mine wastewaterWastewater, sanitation & biosolidsNot Available
477Wastewater, unspecifiedWastewater, sanitation & biosolidsNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
592Marine Propulsion Or SteeringMarine, shipping & aquacultureNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
632ApparelTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)6.69503
Beta-1 adrenergic receptor structureClick to view 3D structureBeta-1 adrenergic receptorP08588HumansPredicted (SEA)1.16774
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)9.49761
Click to view 3D structure5-hydroxytryptamine receptor 1BP28564Rattus norvegicusPredicted (SEA)1.08989
Click to view 3D structureD(1A) dopamine receptorP18901Rattus norvegicusPredicted (SEA)3.89246
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)4.7488
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)11.8331
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)38.0683
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)34.9543
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)26.5466
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)16.9711
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)13.0008
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)12.1445
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)20.3186
Click to view 3D structure5-hydroxytryptamine receptor 7P32305Rattus norvegicusPredicted (SEA)14.4021
Click to view 3D structure5-hydroxytryptamine receptor 5AP30966Mus musculusPredicted (SEA)0.467095
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)16.1926
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)11.5995
5-hydroxytryptamine receptor 1D structureClick to view 3D structure5-hydroxytryptamine receptor 1DP28221HumansPredicted (SEA)24.3668
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)14.8692
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)98.635
5-hydroxytryptamine receptor 5A structureClick to view 3D structure5-hydroxytryptamine receptor 5AP47898HumansPredicted (SEA)16.0369
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP14842Rattus norvegicusPredicted (SEA)72.0884
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)54.728
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)83.3765
Concentrations
Not Available
External Links
DrugBank IDDB12110
HMDB IDHMDB0061008
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMeta-Chlorophenylpiperazine
Chemspider IDNot Available
ChEBI ID10588
PubChem Compound ID1355
Kegg Compound IDC11738
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11311791
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18621591
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23768699
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24062697
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=6827905