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Details

Stereochemistry ACHIRAL
Molecular Formula C18H18ClN3O
Molecular Weight 327.808
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOXAPINE

SMILES

CN1CCN(CC1)C2=NC3=CC=CC=C3OC4=CC=C(Cl)C=C24

InChI

InChIKey=XJGVXQDUIWGIRW-UHFFFAOYSA-N
InChI=1S/C18H18ClN3O/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3

HIDE SMILES / InChI

Molecular Formula C18H18ClN3O
Molecular Weight 327.808
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Loxapine is a dibenzoxazepine tricyclic antipsychotic agent, available for oral and inhalatory administration, classified as a typical antipsychotic. Loxapine acts as an antagonist at central serotonin and dopamine receptors. Adasuve (loxapine inhalation powder) is a prescription medicine that is used to treat acute agitation in adults with schizophrenia or bipolar I disorder.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
18.0 nM [Ki]
10.0 nM [Ki]
21.0 nM [Ki]
9.0 nM [Ki]
15.0 nM [Ki]
117.0 nM [Ki]
250.0 nM [Ki]
2.0 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
LOXITANE
Primary
Adasuve
Primary
Adasuve

Cmax

ValueDoseCo-administeredAnalytePopulation
257 ng/mL
10 mg single, respiratory
LOXAPINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
188 ng × h/mL
10 mg single, respiratory
LOXAPINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
7.61 h
10 mg single, respiratory
LOXAPINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
3.4%
10 mg single, respiratory
LOXAPINE plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Adasuve (loxapine inhalation powder), 10 mg by oral inhalation
Route of Administration: Respiratory
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
LER583670J
Record Status Validated (UNII)
Record Version