Structure via PubChem · Public domain (PubChem)
prothipendyl
Sign in to saveProthipendyl (brand names Dominal, Timovan, Tolnate), also known as azapromazine or phrenotropin, is an anxiolytic, antiemetic, and antihistamine of the azaphenothiazine group which is marketed in Europe and is used to treat anxiety and agitation in psychotic syndromes. It differs from promazine only by the replacement of one carbon atom with a nitrogen atom in the tricyclic ring system. Prothipendyl is said to not possess antipsychotic effects, and in accordance, appears to be a weaker dopamine receptor antagonist than other phenothiazines.
Chemical data
- Formula
- C16H19N3S
- Molecular weight
- 285.4 g/mol
- IUPAC name
- N,N-dimethyl-3-pyrido[3,2-b][1,4]benzothiazin-10-ylpropan-1-amine
- SMILES
- CN(C)CCCN1C2=CC=CC=C2SC3=C1N=CC=C3
- InChIKey
- JTTAUPUMOLRVRA-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 44.7 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- anxiety, psychosis, Dementia, depressive disorder
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 285.13
Show 3 more facts
- canonical SMILES
- CN(C)CCCN1C2=CC=CC=C2SC3=C1N=CC=C3
- chemical formula
- C₁₆H₁₉N₃S
- Commons category
- Prothipendyl
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Prothipendyl (brand names Dominal, Timovan, Tolnate), also known as azapromazine or phrenotropin, is an anxiolytic, antiemetic, and antihistamine of the azaphenothiazine group which is marketed in Europe and is used to treat anxiety and agitation in psychotic syndromes. It differs from promazine only by the replacement of one carbon atom with a nitrogen atom in the tricyclic ring system. Prothipendyl is said to not possess antipsychotic effects, and in accordance, appears to be a weaker dopamine receptor antagonist than other phenothiazines.
==Synthesis== See also: Pipazetate. class=skin-invert-image|thumb|center|500px|Synthesis: Patents: 1-Azaphenothiazine [261-96-1] (1) 3-Dimethylaminopropyl chloride [109-54-6] (2) Sodium hydride suspension
Excerpted from Wikipedia’s “prothipendyl” article, available under the CC BY-SA 4.0 licence.