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Substance Name: Thiethylperazine [USAN:INN:BAN]
RN: 1420-55-9
UNII: 8ETK1WAF6R
InChIKey: XCTYLCDETUVOIP-UHFFFAOYSA-N

Note

  • 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)

Molecular Formula

  • C22-H29-N3-S2

Molecular Weight

  • 399.6241
 

Classification Codes

  • Anti-Emetic
  • Antiemetics
  • Autonomic Agents
  • Central Nervous System Agents
  • Dopamine Agents
  • Dopamine Antagonists
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents

Names and Synonyms

Name of Substance

  • Ethylthioperazine
  • Thiethylperazine
  • Thiethylperazine [USAN:INN:BAN]

MeSH Heading

  • Thiethylperazine

Synonyms

  • 10H-Phenothiazine, 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)-
  • 2-(Ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine
  • 3-Ethylmercapto-10-(1'-methylpiperazinyl-4'-propyl)phenothiazine
  • EINECS 215-819-0
  • Ethylthioperazine
  • HSDB 3400
  • Phenothiazine, 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)-
  • Thiethylperazine
  • Thiethylperazinum
  • Thiethylperazinum [INN-Latin]
  • Thiethylpipezazine
  • Tietilperazina
  • Tietilperazina [DCIT]
  • UNII-8ETK1WAF6R

Systematic Names

  • 10H-Phenothiazine, 2-(ethylthio)-10-(3-(4-methyl-1-piperazinyl)propyl)-
  • Thiethylperazine

Registry Numbers

CAS Registry Number

  • 1420-55-9

FDA UNII

  • 8ETK1WAF6R

Related Registry Numbers

  • 1179-69-7 (maleate (1:2))
  • 52239-63-1 (malate (1:2))

System Generated Number

  • 0001420559

Structure Descriptors

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

InChIKey

XCTYLCDETUVOIP-UHFFFAOYSA-N

Smiles

CCSc1ccc2c(c1)N(c3ccccc3S2)CCCN4CCN(CC4)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo rectal 857ug/kg/2D-I (0.857mg/kg) BEHAVIORAL: ATAXIA Drug Intelligence and Clinical Pharmacy. Vol. 19, Pg. 550, 1985.
mouse LD50 intravenous 71600ug/kg (71.6mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 411, 1968.
mouse LD50 oral 680mg/kg (680mg/kg) BEHAVIORAL: ANTIPSYCHOTIC Developments in Neuroscience Vol. 7, Pg. 45, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 62-64 deg C   EXP
log P (octanol-water) 5.41 (none)   EXP
Water Solubility 0.058 mg/L 25 EST
Vapor Pressure 1.89E-10 mm Hg 25 EST
Henry's Law Constant 5.59E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.06E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.