Metiapine

From Wikipedia, the free encyclopedia

Drug classTypical antipsychotic
CAS Number
PubChem CID
ChemSpider
Metiapine
Clinical data
Drug classTypical antipsychotic
Identifiers
  • 8-methyl-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzothiazepine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H21N3S
Molar mass323.46 g·mol−1
3D model (JSmol)
  • CC1=CC2=C(C=C1)SC3=CC=CC=C3N=C2N4CCN(CC4)C
  • InChI=1S/C19H21N3S/c1-14-7-8-17-15(13-14)19(22-11-9-21(2)10-12-22)20-16-5-3-4-6-18(16)23-17/h3-8,13H,9-12H2,1-2H3
  • Key:IOEPXYJOHIZYGQ-UHFFFAOYSA-N

Metiapine is a typical antipsychotic medication of the dibenzothiazepine group.[1][2] There is scarce research on the safety and efficacy of metiapine in humans, though limited human trials exist.[2]

Metiapine has been investigated for the treatment of schizophrenia.[2]

Side effects

Like other typical antipsychotics, it has a high rate of extrapyramidal side effects.[3]

Pharmacology

Metiapine has strong antidopaminergic effects and is classified as a typical (i.e., first-generation) antipsychotic.[3]

Chemistry

Metiapine is a dibenzothiazepine derivative.[2] Like clothiapine, metiapine has a sulfur atom replacing the nitrogen atom found in dibenzodiazepine derivative antipsychotics like clozapine.[3]

Synthesis

Metiapine can be synthesized through the following mechanism:[4]

Metiapine Synthesis

History

Research

References

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