ContaminantDB: Thiethylperazine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:19:59 UTC

Update Date

2016-11-09 01:17:25 UTC

Accession Number

CHEM022099

Identification

Common Name

Thiethylperazine

Class

Small Molecule

Description

A dopamine antagonist that is particularly useful in treating the nausea and vomiting associated with anesthesia, mildly emetic cancer chemotherapy agents, radiation therapy, and toxins. This piperazine phenothiazine does not prevent vertigo or motion sickness. (From AMA Drug Evaluations Annual, 1994, p457)

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

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

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	1	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	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-8497000000-f74869de3204be504dbd	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0000900000-66239882c220302aee87	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0400900000-67c33b4bb0599ec5f25e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-01ox-1920000000-8306550db4ba65e81586	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03kc-6960000000-91d197f5c5cc7ac38c4d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0229-9560000000-c669a4875fb62a347fb8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03kc-6960000000-ba218ca641621272975f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-03kc-6960000000-91d197f5c5cc7ac38c4d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0229-9560000000-c669a4875fb62a347fb8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000900000-66239882c220302aee87	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-01ox-1920000000-8306550db4ba65e81586	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0400900000-67c33b4bb0599ec5f25e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-2215900000-ffc07dcb1f848c67b2b7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ikc-9635300000-38c5898c5d89ce67fff5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0btm-9811000000-ed022855ffaf130a53ba	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00ds-1009000000-e8c4718debea1fbf8c96	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01zi-2196000000-47bccb0c653426fe5a15	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03e9-9110000000-d488161115936197120f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000900000-22f8c85c679f2cb0cec8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0602900000-2ce311ad52ed4f19efc7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dj-8900000000-319d6d5b42e0e8cf8a51	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-6b7375ca4853bed38f1f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1019000000-544a1cdfca76fee600aa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a59-0194000000-fffb2236b37f622bed09	Spectrum