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Details

Stereochemistry ACHIRAL
Molecular Formula C18H18ClN3O.C4H6O4
Molecular Weight 445.896
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOXAPINE SUCCINATE

SMILES

OC(=O)CCC(O)=O.CN1CCN(CC1)C2=NC3=CC=CC=C3OC4=C2C=C(Cl)C=C4

InChI

InChIKey=YQZBAXDVDZTKEQ-UHFFFAOYSA-N
InChI=1S/C18H18ClN3O.C4H6O4/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;5-3(6)1-2-4(7)8/h2-7,12H,8-11H2,1H3;1-2H2,(H,5,6)(H,7,8)

HIDE SMILES / InChI

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

Molecular Formula C4H6O4
Molecular Weight 118.088
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
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

Approval Year

PubMed

PubMed

TitleDatePubMed
Simultaneous quantitation of loxapine, amoxapine and their 7- and 8-hydroxy metabolites in plasma by high-performance liquid chromatography.
1991 Mar 8
Treatment of the special patient with schizophrenia.
2001 Jun
Treatment-refractory schizophrenia.
2004 Mar
Lack of enhanced effect of antipsychotics combined with fluvoxamine on acetylcholine release in rat prefrontal cortex.
2006 Dec
[Therapeutics approach of adult patients with acute and chronic psychotic states: REALITE survey].
2006 Jul-Aug
Systematic review of antipsychotics for the treatment of hospital-associated delirium in medically or surgically ill patients.
2006 Nov
Loxapine treatment in an autistic child with aggressive behavior: therapeutic challenges.
2006 Oct
Effect of loxapine on electrical brain activity, intracranial pressure, and middle cerebral artery flow velocity in traumatic brain-injured patients.
2007
Risk of extrapyramidal syndrome in schizophrenic patients treated with antipsychotics: a population-based study.
2007 Apr
Risk of death associated with the use of conventional versus atypical antipsychotic drugs among elderly patients.
2007 Feb 27
Correlations between weight changes and lipid profile changes in schizophrenic patients after antipsychotics therapy.
2007 Jan-Feb
Simultaneous determination of methadone, buprenorphine and norbuprenorphine in biological fluids for therapeutic drug monitoring purposes.
2007 Mar 1
Simultaneous analysis of classical neuroleptics, atypical antipsychotics and their metabolites in human plasma.
2007 May
Clozapine: Current perspective.
2007 Oct
Pharmacological causes of hyperprolactinemia.
2007 Oct
Determination of clozapine and its metabolite, norclozapine in various biological matrices using high-performance liquid chromatography.
2007 Oct
Loxapine for schizophrenia.
2007 Oct 17
HPLC analysis of the novel antidepressant duloxetine in human plasma after an original solid-phase extraction procedure.
2007 Sep 1
Analysis of the recent antipsychotic aripiprazole in human plasma by capillary electrophoresis and high-performance liquid chromatography with diode array detection.
2008 Apr 7
HPLC analysis of the antidepressant trazodone and its main metabolite m-CPP in human plasma.
2008 Aug 5
The effect of antipsychotic medication on sexual function and serum prolactin levels in community-treated schizophrenic patients: results from the Schizophrenia Trial of Aripiprazole (STAR) study (NCT00237913).
2008 Dec 22
Modifications of antiepileptic drugs for improved tolerability and efficacy.
2008 Feb 14
Incorporating clinical guidelines through clinician decision-making.
2008 Feb 29
Efficacy and tolerability of second-generation antipsychotics in children and adolescents with schizophrenia.
2008 Jan
Hospitalization risk associated with typical and atypical antipsychotic use in community-dwelling elderly patients.
2008 Oct
Rapid liquid chromatography/tandem mass spectrometer (LCMS) method for clozapine and its metabolite N-desmethyl clozapine (norclozapine) in human serum.
2009
The association between class of antipsychotic and rates of hospitalization: results of a retrospective analysis of data from the 2005 Medicare current beneficiary survey.
2009 Dec
Neuroanatomical, neurochemical, and neurodevelopmental basis of obsessive-compulsive symptoms in schizophrenia.
2009 Jan
Safety and efficacy of antipsychotic drugs for the behavioral and psychological symptoms of dementia.
2009 Jan
Spectroscopic and electrochemical analysis of psychotropic drugs.
2009 Jan
Finding my faith.
2009 Jan
Use and safety of antipsychotic drugs during pregnancy.
2009 May
Psychotic woman with painful abdominal distension. Life-threatening psychotropic drug-induced gastrointestinal hypomotility.
2009 Nov
Bacitracin-sensitive aminopeptidase(s) degradation of methionine(5)-enkephalin by human brain putamen and hippocampus preparations: inhibition by phenothiazine drugs.
2009 Nov-Dec
Current perspectives in the treatment of resistant schizophrenia.
2009 Oct-Dec
Beneficial effects of loxapine on agitation and breathing patterns during weaning from mechanical ventilation.
2010
In vitro aerosol deposition in the oropharyngeal region for Staccato loxapine.
2010 Aug
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Validation of HPLC-MS/MS methods for analysis of loxapine, amoxapine, 7-OH-loxapine, 8-OH-loxapine and loxapine N-oxide in human plasma.
2010 Dec
[Catatonia in a 14 year-old girl: treatment with clorazepam and carbamazepine, a 10-year follow-up].
2010 Feb
Pharmacokinetics of loxapine following inhalation of a thermally generated aerosol in healthy volunteers.
2010 Feb
An overview of Indian research in schizophrenia.
2010 Jan
Simultaneous HPLC determination of 14 tricyclic antidepressants and metabolites in human plasma.
2010 Jan
Pharmacological interventions for borderline personality disorder.
2010 Jun 16
Identifying unexpected therapeutic targets via chemical-protein interactome.
2010 Mar 8
Chem2Bio2RDF: a semantic framework for linking and data mining chemogenomic and systems chemical biology data.
2010 May 17
4-Nitro-2-phenoxy-aniline.
2010 May 8
Olanzapine approved for the acute treatment of schizophrenia or manic/mixed episodes associated with bipolar I disorder in adolescent patients.
2010 Nov 10
A 64-week, multicenter, open-label study of aripiprazole effectiveness in the management of patients with schizophrenia or schizoaffective disorder in a general psychiatric outpatient setting.
2010 Sep 17
In vitro identification of the human cytochrome p450 enzymes involved in the oxidative metabolism of loxapine.
2011 Oct
Patents

Sample Use Guides

In Vivo Use Guide
Adasuve (loxapine inhalation powder), 10 mg by oral inhalation
Route of Administration: Respiratory
Substance Class Chemical
Created
by admin
on Tue Oct 22 06:08:08 UTC 2019
Edited
by admin
on Tue Oct 22 06:08:08 UTC 2019
Record UNII
X59SG0MRYU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LOXAPINE SUCCINATE
MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN  
Official Name English
LOXAPINE SUCCINATE [USP-RS]
Common Name English
LOXAPINE SUCCINATE [ORANGE BOOK]
Common Name English
LOXAPINE SUCCINATE [MART.]
Common Name English
CL 71563
Code English
LOXAPINE SUCCINATE [VANDF]
Common Name English
LOXAPINE SUCCINATE [USAN]
Common Name English
CL-71563
Code English
LOXAPINE SUCCINATE [WHO-DD]
Common Name English
LOXAPINE SUCCINATE [USP]
Common Name English
LOXAPINE SUCCINATE [MI]
Common Name English
LOXITANE
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C29710
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
Code System Code Type Description
MERCK INDEX
M6915
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY Merck Index
ECHA (EC/EINECS)
248-682-0
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
EPA CompTox
27833-64-3
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
EVMPD
SUB02977MIG
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
NCI_THESAURUS
C47590
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
CAS
27833-64-3
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
PUBCHEM
71399
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
ChEMBL
CHEMBL831
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY
RXCUI
6476
Created by admin on Tue Oct 22 06:08:08 UTC 2019 , Edited by admin on Tue Oct 22 06:08:08 UTC 2019
PRIMARY RxNorm
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CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
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IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
ACTIVE MOIETY