Thiethylperazine (CED0013332)

Record Information

Version

1.0

Creation Date

2016-05-25 18:19:59 UTC

Update Date

2026-08-21 22:49:11 UTC

SynCED ID

CED0013332

Secondary Accession Numbers

CHEM022099

Identification

Common Name

Thiethylperazine

Class

Small Molecule

Description

Thiethylperazine is an organic compound with the chemical formula C22H29N3S2 and an average molecular weight of 399.62 g/mol. Thiethylperazine belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds. It is categorized under the superclass of organoheterocyclic compounds. Regarding its biological activity, thiethylperazine acts as an antagonist of the D(2) dopamine receptor (DRD2). The compound is found in or released from six recorded sources, including healthcare, pharmaceuticals, and veterinary products where it is used as an antihistamine. It is also associated with household cleaning and consumer products, specifically perfumes within detergents and soaps, non electric simulated smoking devices, and tobacco smoke filters. Additionally, it is found in electrical and electronic equipment, specifically conductors or conductive bodies characterised by the conductive materials and antennas. Recorded exposure routes for this compound include oral and intramuscular administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(Ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine	ChEBI
3-Ethylmercapto-10-(1'-methylpiperazinyl-4'-propyl)phenothiazine	ChEBI
Ethylthioperazine	ChEBI
Thiethylperazinum	ChEBI
Tietilperazina	ChEBI
Theithylperazine	HMDB
Norzine	HMDB
Thiethlperazine novartis brand	HMDB
Novartis brand OF thiethlperazine	HMDB
Novartis brand OF thiethlperazine maleate	HMDB
Torecan	HMDB
Purdue frederick brand OF thiethlperazine	HMDB
Thiethylperazine maleate (2:1)	HMDB
Thiethylperazine malate	HMDB
Roxane brand OF thiethlperazine maleate	HMDB

Chemical Formula

C₂₂H₂₉N₃S₂

Average Molecular Mass

399.616 g/mol

Monoisotopic Mass

399.180 g/mol

CAS Registry Number

1420-55-9

IUPAC Name

2-(ethylsulfanyl)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine

Traditional Name

thiethylperazine

SMILES

CCSC1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1

InChI Identifier

InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3

InChI Key

XCTYLCDETUVOIP-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
Thiophenol ether
Alkylarylthioether
N-alkylpiperazine
N-methylpiperazine
1,4-diazinane
Piperazine
Para-thiazine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Sulfenyl compound
Azacycle
Thioether
Organopnictogen compound
Organic nitrogen compound
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:9544 )
N-methylpiperazine (CHEBI:9544 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0049 g/L	ALOGPS
logP	5.12	ALOGPS
logP	4.66	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	8.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.56 m³·mol⁻¹	ChemAxon
Polarizability	46.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00dl-8497000000-f74869de3204be504dbd	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0000900000-66239882c220302aee87	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0400900000-67c33b4bb0599ec5f25e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01ox-1920000000-8306550db4ba65e81586	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03kc-6960000000-91d197f5c5cc7ac38c4d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0229-9560000000-c669a4875fb62a347fb8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03kc-6960000000-ba218ca641621272975f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03kc-6960000000-91d197f5c5cc7ac38c4d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0229-9560000000-c669a4875fb62a347fb8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0000900000-66239882c220302aee87	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01ox-1920000000-8306550db4ba65e81586	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0400900000-67c33b4bb0599ec5f25e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-2215900000-ffc07dcb1f848c67b2b7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ikc-9635300000-38c5898c5d89ce67fff5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0btm-9811000000-ed022855ffaf130a53ba	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ds-1009000000-e8c4718debea1fbf8c96	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01zi-2196000000-47bccb0c653426fe5a15	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03e9-9110000000-d488161115936197120f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0000900000-22f8c85c679f2cb0cec8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0602900000-2ce311ad52ed4f19efc7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dj-8900000000-319d6d5b42e0e8cf8a51	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0009000000-6b7375ca4853bed38f1f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-1019000000-544a1cdfca76fee600aa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a59-0194000000-fffb2236b37f622bed09	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
999.0 Log mg/kg [560:1800]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000393	Antihistamines?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 products	Not Available
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000559	Non 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 products	PubChem
CEDs000561	Perfumes 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 products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000610	Aftersun 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 & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	PubChem
CEDs000650	Purses 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 & furnishings	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000730	Contact 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 products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

3 pathwaysPathway Source: PathBank

Thiethylperazine Dopamine Antagonist Action Pathway

Thiethylperazine Serotonin Antagonist Action Pathway

Thiethylperazine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.587 Applicability Domain 0.72 Statistical Significance 0.0016 Supporting Reference Compounds 1498 E-value 12.378
Click to view 3D structure	Pleiotropic ABC efflux transporter of multiple drugs	P33302	Saccharomyces cerevisiae S288c	Predicted (SEA)	Prediction Confidence Score 0.587 Applicability Domain 0.72 Statistical Significance 5.00e-05 Supporting Reference Compounds 10 E-value 0.389246
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.574 Applicability Domain 0.72 Statistical Significance 8.20e-04 Supporting Reference Compounds 562 E-value 6.38364
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.574 Applicability Domain 0.72 Statistical Significance 0.0019 Supporting Reference Compounds 541 E-value 15.1027
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.567 Applicability Domain 0.72 Statistical Significance 0.0038 Supporting Reference Compounds 1103 E-value 29.2713
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.561 Applicability Domain 0.72 Statistical Significance 7.40e-04 Supporting Reference Compounds 487 E-value 5.76084
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.547 Applicability Domain 0.72 Statistical Significance 0.0015 Supporting Reference Compounds 1130 E-value 11.9888
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0013 Supporting Reference Compounds 507 E-value 10.1204
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0022 Supporting Reference Compounds 823 E-value 16.9711
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0033 Supporting Reference Compounds 861 E-value 26.0795
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0031 Supporting Reference Compounds 955 E-value 23.9776
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0011 Supporting Reference Compounds 536 E-value 8.79696
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0015 Supporting Reference Compounds 593 E-value 11.8331
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 5.20e-04 Supporting Reference Compounds 340 E-value 4.04816
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0016 Supporting Reference Compounds 425 E-value 12.7673
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 6.80e-04 Supporting Reference Compounds 451 E-value 5.29375
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 5.90e-04 Supporting Reference Compounds 386 E-value 4.5931
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 0.0013 Supporting Reference Compounds 686 E-value 9.9647
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 7.30e-04 Supporting Reference Compounds 208 E-value 5.68299
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 6.20e-04 Supporting Reference Compounds 258 E-value 4.82665
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.536 Applicability Domain 0.72 Statistical Significance 2.20e-04 Supporting Reference Compounds 130 E-value 1.71268
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.517 Applicability Domain 0.72 Statistical Significance 9.30e-04 Supporting Reference Compounds 385 E-value 7.23998
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.517 Applicability Domain 0.72 Statistical Significance 4.70e-04 Supporting Reference Compounds 373 E-value 3.65891
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.517 Applicability Domain 0.72 Statistical Significance 6.00e-04 Supporting Reference Compounds 310 E-value 4.67095
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.517 Applicability Domain 0.72 Statistical Significance 5.00e-04 Supporting Reference Compounds 297 E-value 3.89246