Trimeprazine (CED0011331)

Record Information
Version1.0
Creation Date2016-05-25 18:26:14 UTC
Update Date2026-08-20 00:48:44 UTC
SynCED IDCED0011331
Secondary Accession Numbers
  • CHEM022266
Identification
Common NameTrimeprazine
ClassSmall Molecule
Description
Trimeprazine is an organic compound with the chemical formula C18H22N2S and an average molecular weight of 298.45 g/mol. Trimeprazine belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds. In terms of biological activity, it is recorded as an antagonist of the Histamine H1 receptor (HRH1). The substance is identified in nine recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is used as an antihistamine. It is also found in food preservation within the food, food processing, and cookware category. Additionally, it is released from household cleaning and consumer products, including soap detergents, perfumes within detergents and soaps, and non electric simulated smoking devices. It is further associated with electrical and electronic equipment, specifically relays, electric switches, fixed capacitors and their manufacture, and electrically stimulated smoking devices. The recorded exposure route for this compound is oral.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
TrimeprazineKegg
RepeltinKegg
MethylpromazineKegg
AlimemazineKEGG
TrimeperazineHMDB
NedeltranMeSH, HMDB
Evans brand OF alimemazine tartrateMeSH, HMDB
PanectylMeSH, HMDB
Pierre fabre brand OF alimemazineMeSH, HMDB
Rhône poulenc rorer brand OF alimemazine tartrateMeSH, HMDB
Rhône-poulenc rorer brand OF alimemazine tartrateMeSH, HMDB
SpansuleMeSH, HMDB
ThéralèneMeSH, HMDB
IsobutrazineMeSH, HMDB
VariargilMeSH, HMDB
Alimemazine italfarmaco brandMeSH, HMDB
Allergan brand OF alimemazine tartrateMeSH, HMDB
italfarmaco Brand OF alimemazineMeSH, HMDB
VallerganMeSH, HMDB
Chemical FormulaC18H22N2S
Average Molecular Mass298.446 g/mol
Monoisotopic Mass298.150 g/mol
CAS Registry Number84-96-8
IUPAC Namedimethyl[2-methyl-3-(10H-phenothiazin-10-yl)propyl]amine
Traditional Nametrimeprazine
SMILESCC(CN(C)C)CN1C2=CC=CC=C2SC2=CC=CC=C12
InChI IdentifierInChI=1S/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3
InChI KeyZZHLYYDVIOPZBE-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 Roles
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 Solubility0.0084 g/LALOGPS
logP4.82ALOGPS
logP4.41ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)9.42ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area6.48 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity93.37 m³·mol⁻¹ChemAxon
Polarizability34.83 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0a4i-9010000000-3652afb69d877d9e3ef5Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0a4i-9240000000-3d6ddecfeef1ce4ea2a2Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0002-1192000000-93fd466d9dd2ccc3c679Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0a4i-9010000000-3652afb69d877d9e3ef5Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0a4i-9240000000-3d6ddecfeef1ce4ea2a2Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0002-1192000000-93fd466d9dd2ccc3c679Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-08fr-7190000000-0f8a5eefc8992f88c42eNot 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 Spectrumsplash10-0f6t-0390000000-d19c7e0d929f71a4ad36Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-3790000000-934bfb5b005b12a5e73dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pc3-9310000000-63ebd221a8008ee5907eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0190000000-2baf4399efd26ce01a1aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000b-0950000000-4297ad548b801681761cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-2900000000-a79d6af3311c241ede5fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-6922163e7f4e54a0d111Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pba-7390000000-e48c69f05dd0b61fb4a3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9330000000-2a742cf0712cb4007fb6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-974be3fbdd37312b3898Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0590000000-923a0af0890995a5d8a8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03ds-0970000000-966b5b52892fcd5adc27Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
241.0 Log mg/kg [140:430]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
Exposure Sources
Source IDSourceSectorReference
CEDs000393Antihistamines?Antihistamines are a class of synthetic chemicals primarily used to alleviate allergic reactions by blocking the action of histamine in the body.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000517Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000521Fixed Capacitors And Their Manufacture?Fixed capacitors are passive electronic components used to store and release electrical energy, playing a critical role in various circuits.Electrical & Electronic EquipmentPubChem
CEDs000531Relays?Relays are electromechanical switches used to control circuits and manage electrical loads.Electrical & Electronic EquipmentPubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsPubChem
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.Household cleaning & consumer productsPubChem
CEDs000563Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.Household cleaning & consumer productsPubChem
CEDs000605Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.Agriculture & land managementPubChem
CEDs000609Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.Personal care & cosmeticsPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000617Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000714Embossing Machines?Embossing machines are industrial devices used to create raised patterns or designs on materials, including paper and fiber products.Paper, pulp & fiber productsPubChem
CEDs000730Contact Lens Cases?Contact lens cases are small containers designed to store contact lenses in a sterile environment, typically made from various synthetic materials including plastics such as polypropylene or polycarbonate.Healthcare, pharmaceuticals & veterinary productsPubChem
CEDs000739Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.Paper, pulp & fiber productsPubChem
CEDs000740Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.Paper, pulp & fiber productsPubChem
Pathways
5 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)
Prediction Confidence Score
0.479
Applicability Domain
0.667
Statistical Significance
0.0047
Supporting Reference Compounds
823
E-value
36.5891
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)
Prediction Confidence Score
0.479
Applicability Domain
0.667
Statistical Significance
0.0064
Supporting Reference Compounds
861
E-value
49.6678
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)
Prediction Confidence Score
0.479
Applicability Domain
0.667
Statistical Significance
0.0066
Supporting Reference Compounds
955
E-value
51.6919
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)
Prediction Confidence Score
0.479
Applicability Domain
0.667
Statistical Significance
0.0027
Supporting Reference Compounds
536
E-value
21.175
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)
Prediction Confidence Score
0.479
Applicability Domain
0.667
Statistical Significance
0.0029
Supporting Reference Compounds
686
E-value
22.9655
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
0.0039
Supporting Reference Compounds
562
E-value
30.1276
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
0.0013
Supporting Reference Compounds
340
E-value
10.1982
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
0.0021
Supporting Reference Compounds
487
E-value
16.4262
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
5.90e-04
Supporting Reference Compounds
266
E-value
4.5931
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
0.0015
Supporting Reference Compounds
451
E-value
11.8331
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
1.00e-03
Supporting Reference Compounds
310
E-value
7.78492
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)
Prediction Confidence Score
0.472
Applicability Domain
0.667
Statistical Significance
7.80e-04
Supporting Reference Compounds
297
E-value
6.07224
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)
Prediction Confidence Score
0.47
Applicability Domain
0.667
Statistical Significance
0.0032
Supporting Reference Compounds
507
E-value
25.301
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)
Prediction Confidence Score
0.47
Applicability Domain
0.667
Statistical Significance
0.0016
Supporting Reference Compounds
385
E-value
12.2223
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)
Prediction Confidence Score
0.47
Applicability Domain
0.667
Statistical Significance
8.30e-04
Supporting Reference Compounds
373
E-value
6.46149
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.47
Applicability Domain
0.667
Statistical Significance
0.0017
Supporting Reference Compounds
208
E-value
13.3901
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)
Prediction Confidence Score
0.47
Applicability Domain
0.667
Statistical Significance
0.0016
Supporting Reference Compounds
258
E-value
12.2223
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.47
Applicability Domain
0.667
Statistical Significance
4.50e-04
Supporting Reference Compounds
130
E-value
3.50322
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)
Prediction Confidence Score
0.463
Applicability Domain
0.667
Statistical Significance
0.0042
Supporting Reference Compounds
593
E-value
32.7745
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)
Prediction Confidence Score
0.463
Applicability Domain
0.667
Statistical Significance
0.0017
Supporting Reference Compounds
386
E-value
13.5458
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.458
Applicability Domain
0.667
Statistical Significance
0.0072
Supporting Reference Compounds
541
E-value
55.74
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)
Prediction Confidence Score
0.456
Applicability Domain
0.667
Statistical Significance
0.0122
Supporting Reference Compounds
1103
E-value
94.7425
Cytochrome P450 2D6 structureClick to view 3D structureCytochrome P450 2D6P10635HumansPredicted (SEA)
Prediction Confidence Score
0.456
Applicability Domain
0.667
Statistical Significance
0.0058
Supporting Reference Compounds
1130
E-value
44.9968
D(1A) dopamine receptor structureClick to view 3D structureD(1A) dopamine receptorP21728HumansPredicted (SEA)
Prediction Confidence Score
0.455
Applicability Domain
0.667
Statistical Significance
0.0043
Supporting Reference Compounds
425
E-value
33.2416
Histamine H2 receptor structureClick to view 3D structureHistamine H2 receptorP25021HumansPredicted (SEA)
Prediction Confidence Score
0.454
Applicability Domain
0.667
Statistical Significance
9.60e-04
Supporting Reference Compounds
256
E-value
7.47353
Concentrations
Not Available
External Links
DrugBank IDDB01246
HMDB IDHMDB0259468
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAlimemazine
Chemspider ID5373
ChEBI IDNot Available
PubChem Compound IDNot Available
Kegg Compound IDC07172
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available