thiopropazate

Also known as 2-(4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazinyl)ethyl acetate, Thiopropazat, N-(beta-Acetoxyethyl)-N'-(gamma-(2'-chloro-10'-phenothiazinyl)propyl)piperazine, 4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazineethanol acetate, 2-Chloro-10-(3-(1-(2-acetoxyethyl)-4-piperazinyl)propyl)phenothiazine, 10-(3-(1-(2-Acetoxyethyl)-4-piperazinyl)propyl)-2-chlorophenothiazine, 1-(2-Acetoxyethyl)-4-(3-(2-chloro-10-phenothiazinyl)propyl)piperazine

Thiopropazate (Artalan, Dartal, Dartalan, Dartan) is a typical antipsychotic of the phenothiazine class. It is a prodrug to perphenazine.

Chemical data

Formula: C23H28ClN3O2S
Molecular weight: 446 g/mol
IUPAC name: 2-[4-[3-(2-chlorophenothiazin-10-yl)propyl]piperazin-1-yl]ethyl acetate
SMILES: CC(=O)OCCN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl
InChIKey: AIUHRQHVWSUTGJ-UHFFFAOYSA-N
XLogP: 4.8
Polar surface area: 61.3 Å²
H-bond donors: 0
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: psychosis

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 445.159

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chemical formula: C₂₃H₂₈ClN₃O₂S
defined daily dose: 60
canonical SMILES: CC(=O)OCCN1CCN(CC1)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl
World Health Organisation international non-proprietary name: thiopropazate
Commons category: Thiopropazate

Sources (3)

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Encyclopedic overview

3 sections

Contents

Synthesis
See also
References

Thiopropazate (Artalan, Dartal, Dartalan, Dartan) is a typical antipsychotic of the phenothiazine class. It is a prodrug to perphenazine.

Thiopropazate is manufactured by Searle (US, UK) & Boehringer Mannheim (Germany) Thiopropazate is sold by Chembase, AAA Chemistry, ZINC, AKos Consulting & Solutions, Boc Sciences, ChemFrog, and ChemMol

Excerpted from Wikipedia’s “thiopropazate” article, available under the CC BY-SA 4.0 licence.

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