Structure via PubChem · Public domain (PubChem)
thiethylperazine
Sign in to saveAlso known as TOR895, GS-95, Torecan®, Ethylthioperazine, 2-(ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine, 3-Ethylmercapto-10-(1'-methylpiperazinyl-4'-propyl)phenothiazine
Thiethylperazine (Torecan, Norzine) is an antiemetic of the phenothiazine class. It is an antagonist of dopamine receptors (DRD1, DRD2, DRD4) as well as of 5-HT2A, 5-HT2C receptors, mAChRs (1 through 5), α1 adrenergic receptor and H1 receptor.
Chemical data
- Formula
- C22H29N3S2
- Molecular weight
- 399.6 g/mol
- IUPAC name
- 2-ethylsulfanyl-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine
- SMILES
- CCSC1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C
- InChIKey
- XCTYLCDETUVOIP-UHFFFAOYSA-N
- XLogP
- 5.4
- Polar surface area
- 60.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1961
- Admin. routes
- oral, parenteral, topical
- Indications
- Inguinal hernia, Alzheimer disease, allergic disease
via ChEMBL · EBI
Research
243 papers- Thiethylperazine.2006
- Thiethylperazine--Torecan.The Canadian journal of psychiatric nursing · 1967
- The influence of thiethylperazine on the absorption of effervescent aspirin in migraine.British journal of clinical pharmacology · 1976
- Thiethylperazine and tardive dyskinesia.Acta neurologica Scandinavica · 1984
- Case-control study of teratogenic potential of thiethylperazine, an anti-emetic drug.BJOG : an international journal of obstetrics and gynaecology · 2003
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 399.18029
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₂H₂₉N₃S₂
- medical condition treated
- vomiting
- canonical SMILES
- CCSC1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C
- World Health Organisation international non-proprietary name
- thiethylperazine
- subject has role
- antiemetic
- defined daily dose
- 13
- Commons category
- Thiethylperazine
via Wikidata · CC0
~2 min read
Encyclopedic overview
8 sectionsContents
- Pharmacokinetics
- Distribution
- Metabolism
- Teratogenicity
- Antipsychotic activity
- Overdose
- Synthesis
- References
Thiethylperazine (Torecan, Norzine) is an antiemetic of the phenothiazine class. It is an antagonist of dopamine receptors (DRD1, DRD2, DRD4) as well as of 5-HT2A, 5-HT2C receptors, mAChRs (1 through 5), α1 adrenergic receptor and H1 receptor.
Thiethylperazine activates the transport protein ABCC1 that clears beta-amyloid from brains of mice.
Excerpted from Wikipedia’s “thiethylperazine” article, available under the CC BY-SA 4.0 licence.
Gallery (2)
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