Structure via PubChem · Public domain (PubChem)
mesoridazine
Sign in to saveAlso known as NC-123, TPS-23, thioridazine thiomethyl sulfoxide, thioridazine-2-sulfoxide, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)phenothiazine, 2-methanesulfinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl phenothiazine
Mesoridazine (Serentil) is a phenothiazine class drug that is used in the treatment of schizophrenia. It is one of the active metabolites of thioridazine. The drug's name is derived from the methylsulfoxy and piperidine functional groups in its chemical structure.
In the Vinony graph
Within Vinony's link graph, mesoridazine is referenced by 907 other articles, and connects out to propranolol, fluphenazine and zuclopenthixol.
It is catalogued under topics including Drugboxes which contain changes to watched fields, Drugs with non-standard legal status and M1 receptor antagonists.
Its subject is documented across 8 Wikipedia language editions.
Chemical data
- Formula
- C21H26N2OS2
- Molecular weight
- 386.6 g/mol
- IUPAC name
- 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine
- SMILES
- CN1CCCCC1CCN2C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)C
- InChIKey
- SLVMESMUVMCQIY-UHFFFAOYSA-N
- XLogP
- 4.5
- Polar surface area
- 68.1 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
- 1970
- Admin. routes
- oral, parenteral
- Indications
- psychosis
via ChEMBL · EBI
Research
224 papers- Mesoridazine.2006
- Mesoridazine -- a pharmacodynamic and pharmacokinetic profile.The Journal of clinical psychiatry · 1981
- Mesoridazine: an open-channel blocker of human ether-a-go-go-related gene K+ channel.Journal of molecular and cellular cardiology · 2004
- Mesoridazine and human sleep.British journal of clinical pharmacology · 1976
- Mesoridazine (Serentil).The Medical letter on drugs and therapeutics · 1971
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Mass
- 386.148655
- Has use
- medication
Show 8 more facts
- significant drug interaction
- thioridazine
- chemical formula
- C₂₁H₂₆N₂OS₂
- medical condition treated
- schizophrenia
- canonical SMILES
- CN1CCCCC1CCN2C3=CC=CC=C3SC4=C2C=C(C=C4)S(=O)C
- World Health Organisation international non-proprietary name
- mesoridazine
- subject has role
- antipsychotics
- physically interacts with
- Dopamine receptor D3
- Commons category
- Mesoridazine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Mesoridazine (Serentil) is a phenothiazine class drug that is used in the treatment of schizophrenia. It is one of the active metabolites of thioridazine. The drug's name is derived from the methylsulfoxy and piperidine functional groups in its chemical structure.
It has central antiadrenergic, antidopaminergic, antiserotonergic and weak muscarinic anticholinergic effects.
Excerpted from Wikipedia’s “mesoridazine” article, available under the CC BY-SA 4.0 licence.