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loxapine

Structure via PubChem · Public domain (PubChem)

EntityQ58614· pop 22· linked from 2,713 articles

Also known as Adasuve®, CL-62362, CL-71563, Loxapac®, Loxitane®, SUM-3170, Loxapina, Cloxazepine

Loxapine, sold under the brand names Loxitane and Adasuve (inhalation only) among others, is a tricyclic antipsychotic medication used primarily in the treatment of schizophrenia and bipolar disorder. It is a member of the dibenzoxazepine class and structurally very similar to clozapine. Several researchers have argued that loxapine, initially classified as a typical antipsychotic, behaves as an atypical antipsychotic.

Key facts

Drug.UNII
LER583670J
Drug.KEGG
D02340
Drug.ChEBI
50841
Drug.ChEMBL
831
Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
408581688
Drug.image
Loxapine.svg
Drug.image_class
skin-invert-image
Drug.width
200
Drug.image2
Loxapine ball-and-stick model from xtal 1977.png
Drug.image_class2
bg-transparent
Drug.width2
200
Drug.tradename
Loxitane, Adasuve
Drug.MedlinePlus
a682311
Drug.licence_EU
yes
Drug.DailyMedID
Loxapine
Drug.licence_US
Loxapine

via Wikipedia infobox

Chemical data

Formula
C18H18ClN3O
Molecular weight
327.8 g/mol
IUPAC name
8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepine
SMILES
CN1CCN(CC1)C2=NC3=CC=CC=C3OC4=C2C=C(C=C4)Cl
InChIKey
XJGVXQDUIWGIRW-UHFFFAOYSA-N
XLogP
3.1
Polar surface area
28.1 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Research

892 papers

via PubMed

Wikidata facts

Mass
327.114
Has use
medication
Show 7 more facts
chemical formula
C₁₈H₁₈ClN₃O
Commons category
Loxapine
legal status (medicine)
boxed warning
medical condition treated
schizophreniform disorder
canonical SMILES
CN1CCN(CC1)C2=NC3=CC=CC=C3OC4=C2C=C(C=C4)Cl
subject has role
antipsychotics
significant drug interaction
sodium oxybate
Sources (4)

via Wikidata · CC0

~6 min read

Encyclopedic overview

10 sections
Contents
  • Medical uses
  • Available forms
  • Side effects
  • Pharmacology
  • Mechanism of action
  • Use as an inhaled agitation medication
  • Pharmacokinetics
  • Chemistry
  • References
  • External links

Loxapine, sold under the brand names Loxitane and Adasuve (inhalation only) among others, is a tricyclic antipsychotic medication used primarily in the treatment of schizophrenia and bipolar disorder. It is a member of the dibenzoxazepine class and structurally very similar to clozapine. Several researchers have argued that loxapine, initially classified as a typical antipsychotic, behaves as an atypical antipsychotic.

Loxapine may be metabolized by N-demethylation to amoxapine, a tricyclic antidepressant.

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

Gallery (5)