English
Structure via PubChem · Public domain (PubChem)
butaperazine
Sign in to saveButaperazine (Repoise, Tyrylen) is a typical antipsychotic of the phenothiazine class. It was approved in 1967, and possibly discontinued in the 1980s.
Chemical data
- Formula
- C24H31N3OS
- Molecular weight
- 409.6 g/mol
- IUPAC name
- 1-[10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazin-2-yl]butan-1-one
- SMILES
- CCCC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C
- InChIKey
- DVLBYTMYSMAKHP-UHFFFAOYSA-N
- XLogP
- 5
- Polar surface area
- 52.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- 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
- 409.219
Show 4 more facts
- defined daily dose
- 10
- Commons category
- Butaperazine
- chemical formula
- C₂₄H₃₁N₃OS
- canonical SMILES
- CCCC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN4CCN(CC4)C
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- See also
- References
Butaperazine (Repoise, Tyrylen) is a typical antipsychotic of the phenothiazine class. It was approved in 1967, and possibly discontinued in the 1980s.
==Synthesis== class=skin-invert-image|thumb|center|500px|Synthesis of butaperazine Butaperazine can be synthesized starting from 2-butyrylphenothiazine (1). It is prepared in a manner that is comparable to the method used in the synthesis of propiomazine and propiopromazine. The phenothiazine is alkylated with 1-(γ-chloropropyl)-4-methylpiperazine (2), which is prepared in the conventional way by alkylating 1-methylpiperazine with 1-bromo-3-chloropropane.
Excerpted from Wikipedia’s “butaperazine” article, available under the CC BY-SA 4.0 licence.