Profenamine (CED0022461)

Record Information
Version1.0
Creation Date2016-06-03 11:26:29 UTC
Update Date2026-08-20 03:52:06 UTC
Accession NumberCHEM043920
Identification
Common NameProfenamine
ClassSmall Molecule
Description
Profenamine is an organic compound with the chemical formula C19H24N2S and an average molecular weight of 312.47 g/mol. Profenamine belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds. This compound is associated with 14 recorded sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is used as an anticholinergic agent. It is also found in food preservation for food, food processing, and cookware. Other sources include non-electric simulated smoking devices used in household cleaning and consumer products, as well as electrical and electronic equipment, including antennas, auxiliary devices, electric switches, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. The recorded route of exposure for this compound is oral. At the molecular level, profenamine interacts with four recorded protein targets. It acts as an antagonist or modulator of the histamine H1 receptor (HRH1), the muscarinic acetylcholine receptor M1 (CHRM1), the muscarinic acetylcholine receptor M2 (CHRM2), and the glutamate receptor ionotropic, NMDA 3A (GRIN3A).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
10-(2-Diethylaminopropyl)phenothiazineChEBI
10-[2-(Diethylamino)-1-propyl]phenothiazineChEBI
10-[2-(Diethylamino)-2-methylethyl]phenothiazineChEBI
10-[2-(Diethylamino)propyl]phenothiazineChEBI
2-Diethylamino-1-propyl-N-dibenzoparathiazineChEBI
EthopropazineChEBI
N,N-Diethyl-1-(10H-phenothiazin-10-yl)-2-propanamineChEBI
N,N-Diethyl-alpha-methyl-10H-phenothiazine-10-ethanamineChEBI
ProfenaminaChEBI
ProfenaminumChEBI
N,N-Diethyl-a-methyl-10H-phenothiazine-10-ethanamineGenerator
N,N-Diethyl-α-methyl-10H-phenothiazine-10-ethanamineGenerator
AethopropropazinHMDB
AthapropazineHMDB
AthopropazinHMDB
EthapropazineHMDB
EthopromazineHMDB
EtopropezinaHMDB
FempropazineHMDB
FenpropazinaHMDB
IsopthazineHMDB
IsotazinHMDB
IsothazineHMDB
IsothiazineHMDB
PhenopropazineHMDB
PhenoprozineHMDB
ProdierazineHMDB
ProfenamineHMDB
Profenamine monohydrochlorideHMDB
ProphenamineHMDB
ProphenaminumHMDB
LysivaneMeSH, HMDB
Profenamine hydrochlorideMeSH, HMDB
ParsitanMeSH, HMDB
ParsidolMeSH, HMDB
Ethopropazine hydrochlorideMeSH, HMDB
Chemical FormulaC19H24N2S
Average Molecular Mass312.472 g/mol
Monoisotopic Mass312.166 g/mol
CAS Registry Number522-00-9
IUPAC Namediethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine
Traditional Nameethopropazine
SMILESCCN(CC)C(C)CN1C2=CC=CC=C2SC2=CC=CC=C12
InChI IdentifierInChI=1S/C19H24N2S/c1-4-20(5-2)15(3)14-21-16-10-6-8-12-18(16)22-19-13-9-7-11-17(19)21/h6-13,15H,4-5,14H2,1-3H3
InChI KeyCDOZDBSBBXSXLB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiazines
Sub ClassPhenothiazines
Direct ParentPhenothiazines
Alternative Parents
Substituents
  • Phenothiazine
  • Alkyldiarylamine
  • Diarylthioether
  • Aryl thioether
  • Tertiary aliphatic/aromatic amine
  • Para-thiazine
  • Benzenoid
  • Tertiary amine
  • Tertiary aliphatic amine
  • Thioether
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility0.0052 g/LALOGPS
logP5.75ALOGPS
logP5ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)9.6ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity98 m³·mol⁻¹ChemAxon
Polarizability36.34 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0udi-1900000000-add857d98ef29f21b7b8Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-1900000000-31728da531ce58ffd47fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0w29-2971000000-c72e808a24ef57c33eefNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-1900000000-add857d98ef29f21b7b8Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0udi-1900000000-31728da531ce58ffd47fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0w29-2971000000-c72e808a24ef57c33eefNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0gvk-7490000000-bef89aa8a01a6818d5f1Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0319000000-f9eb1eae4d3106ba96c7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ox-4691000000-b059098487f2f1ec08b6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00g0-9320000000-f93dea7e53c94e491478Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0019000000-7846101ba71705bb04baNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0w2a-1894000000-569e9e8bdedcdfec95b1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-3910000000-fc9170b8a01d37752f47Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0009000000-b6c288bc9cf2d6b362aaNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-0397000000-5a47475c5ac3ec27012eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dj-0791000000-dfe945bb0f6130536252Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0519000000-1c833ce963042958cab8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-9734000000-4b1eac12a1b36ee58248Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-3920000000-35b6cacc575ddd14297bNot 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
867.0Log mg/kg[490:1500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
372Anticholinergic agentsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)111.947
Cholinesterase structureClick to view 3D structureCholinesteraseP06276HumansPredicted (SEA)18.4503
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)43.9848
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)60.2553
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)64.6149
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)27.3251
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)28.6485
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)28.7264
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)13.2344
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)5.13805
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)7.55137
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)8.64126
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)7.16213
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)38.224
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)13.1565
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)19.618
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)14.9471
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)15.7255
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)16.9711
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)15.8034
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)4.51525
Click to view 3D structureCholinesteraseP81908Equus caballusPredicted (SEA)24.8339
Histamine H2 receptor structureClick to view 3D structureHistamine H2 receptorP25021HumansPredicted (SEA)8.64126
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)41.7272
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)64.9263
Concentrations
Not Available
External Links
DrugBank IDDB00392
HMDB IDHMDB0257075
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEthopropazine
Chemspider ID3174
ChEBI ID313639
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17459789
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=6539933