Structure via PubChem · Public domain (PubChem)
(Z)-thiothixene
Sign in to saveAlso known as cis-thiothixene, thiothixene
Tiotixene, or thiothixene, is a typical antipsychotic sold under the brand name Navane which is predominantly utilised to treat schizophrenia. Beyond its primary indication, it can exhibit a variety of effects common to neuroleptic drugs including anxiolytic, anti-depressive, and anti-aggressive properties.
Key facts
- Drug.verifiedrevid
- 470609114
- Drug.IUPAC_name
- (9Z)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide
- Drug.image
- Thiothixene.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225px
- Drug.USAN
- Thiothixene
- Drug.tradename
- Navane
- Drug.MedlinePlus
- a682867
- Drug.pregnancy_AU
- B1
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.legal_status
- Rx-only
- Drug.routes_of_administration
- By mouth
- Drug.class
- Typical antipsychotic
- Drug.bioavailability
- ~100%
- Drug.metabolism
- Hepatic
- Drug.elimination_half life
- 10–20 hours
- Drug.excretion
- Gastrointernal tract, faeces
via Wikipedia infobox
Chemical data
- Formula
- C23H29N3O2S2
- Molecular weight
- 443.6 g/mol
- IUPAC name
- (9Z)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]thioxanthene-2-sulfonamide
- SMILES
- CN1CCN(CC1)CC/C=C\2/C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)(=O)N(C)C
- InChIKey
- GFBKORZTTCHDGY-UWVJOHFNSA-N
- XLogP
- 3.8
- Polar surface area
- 77.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1967
- Admin. routes
- oral, parenteral
- Indications
- psychosis, schizophrenia
via ChEMBL · EBI
Research
6 papers- Zuclopenthixol dihydrochloride for schizophrenia.The Cochrane database of systematic reviews · 2017
- Intramuscular thiothixene in acute psychotic states.The New Zealand medical journal · 1980
- Thiothixene. Its range of therapeutic activity.Internationale Zeitschrift fur klinische Pharmakologie, Therapie, und Toxikologie. International journal of clinical pharmacology, therapy, and toxicology · 1970
- A double blind comparison of thiothixene and a trifluoperazine/chlorpromazine composite in the treatment of chronic schizophrenia.The New Zealand medical journal · 1979
- Predictors of therapeutic responsivity to thiothixene in schizophrenics.Internationale Zeitschrift fur klinische Pharmakologie, Therapie, und Toxikologie. International journal of clinical pharmacology, therapy, and toxicology · 1968
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 443.170119
- Has use
- medication
Show 9 more facts
- defined daily dose
- 30
- chemical formula
- C₂₃H₂₉N₃O₂S₂
- World Health Organisation international non-proprietary name
- tiotixene
- medical condition treated
- schizophrenia
- isomeric SMILES
- CN1CCN(CC1)CC/C=C\2/C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)(=O)N(C)C
- canonical SMILES
- CN1CCN(CC1)CCC=C2C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)(=O)N(C)C
- subject has role
- antipsychotics
- physically interacts with
- Histamine receptor H1
- Commons category
- Thiothixene
via Wikidata · CC0
~8 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Pharmacology
- Pharmacokinetics
- Pharmacodynamics
- Efferocytosis
- Toxicology
- Chemistry
- References
Tiotixene, or thiothixene, is a typical antipsychotic sold under the brand name Navane which is predominantly utilised to treat schizophrenia. Beyond its primary indication, it can exhibit a variety of effects common to neuroleptic drugs including anxiolytic, anti-depressive, and anti-aggressive properties.
The drug was first synthesized and marketed in 1967 under the pharmaceutical company Pfizer. While the usage of the drug has declined in recent decades, the drug continues to be manufactured and prescribed in the US and Canada.
Excerpted from Wikipedia’s “(Z)-thiothixene” article, available under the CC BY-SA 4.0 licence.