14028-44-5 | Dibenz[b,f][1,4]oxazepine, 2-chloro-11-(1-piperazinyl)-

Packsize	Purity	Availability	Price	Discounted Price
100mg	≥95%	in stock	$42.00	$29.00
250mg	≥95%	in stock	$72.00	$51.00
500mg	≥95%	in stock	$101.00	$71.00
1g	>97.0%(GC)(T)	in stock	$141.00	$99.00

Description

• Catalog Number: AA62303
• Chemical Name: Dibenz[b,f][1,4]oxazepine, 2-chloro-11-(1-piperazinyl)-
• CAS Number: 14028-44-5
• Molecular Formula: C17H16ClN3O
• Molecular Weight: 313.7814
• MDL Number: MFCD00069210
• SMILES: Clc1ccc2c(c1)C(=Nc1c(O2)cccc1)N1CCNCC1
• NSC Number: 759559

Computed Properties

• Complexity: 424
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 22
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 2.6

Literature

• Potential repurposing of known drugs as potent bacterial β-glucuronidase inhibitors.

  Journal of biomolecular screening 20120801

• New pyridobenzoxazepine derivatives derived from 5-(4-methylpiperazin-1-yl)-8-chloro-pyrido[2,3-b][1,5]benzoxazepine (JL13): chemical synthesis and pharmacological evaluation.

  Journal of medicinal chemistry 20120223

• Investigation of the disposition of loxapine, amoxapine and their hydroxylated metabolites in different brain regions, CSF and plasma of rat by LC-MS/MS.

  Journal of pharmaceutical and biomedical analysis 20120125

• A literature review to explore the link between treatment satisfaction and adherence, compliance, and persistence.

  Patient preference and adherence 20120101

• Inhibitory action of antidepressants on mouse Betaine/GABA transporter (BGT1) heterologously expressed in cell cultures.

  International journal of molecular sciences 20120101

• Heart rate-corrected QT interval helps predict mortality after intentional organophosphate poisoning.

  PloS one 20120101

• Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

  PLoS computational biology 20111201

• Efficacy of antidepressants for late-life depression: a meta-analysis and meta-regression of placebo-controlled randomized trials.

  The Journal of clinical psychiatry 20111201

• In vitro identification of the human cytochrome p450 enzymes involved in the oxidative metabolism of loxapine.

  Biopharmaceutics & drug disposition 20111001

• DPP-IV inhibitor may affect spermatogenesis.

  Diabetes research and clinical practice 20110801

• New uses for old drugs: pharmacophore-based screening for the discovery of P-glycoprotein inhibitors.

  Chemical biology & drug design 20110701

• Efficacy of antidepressants for dysthymia: a meta-analysis of placebo-controlled randomized trials.

  The Journal of clinical psychiatry 20110401

• Evaluation of the interaction between β-cyclodextrin and psychotropic drugs by surface plasmon resonance assay with a Biacore ® system.

  Journal of pharmaceutical and biomedical analysis 20110105

• Antidepressant use and colorectal cancer risk: a Danish population-based case-control study.

  British journal of cancer 20110104

• Pharmacotherapy for treatment-resistant schizophrenia.

  Neuropsychiatric disease and treatment 20110101

• Selective serotonin reuptake inhibitors and gastrointestinal bleeding: a case-control study.

  PloS one 20110101

• Antidepressant potential of nitrogen-containing heterocyclic moieties: An updated review.

  Journal of pharmacy & bioallied sciences 20110101

• Review of the safety, efficacy, and side effect profile of asenapine in the treatment of bipolar 1 disorder.

  Patient preference and adherence 20110101

• Amoxapine inhibits delayed outward rectifier K(+) currents in cerebellar granule cells via dopamine receptor and protein kinase A activation.

  Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20110101

• Small molecule inhibitors of the Candida albicans budded-to-hyphal transition act through multiple signaling pathways.

  PloS one 20110101

• Inhibition of G protein-activated inwardly rectifying K+ channels by different classes of antidepressants.

  PloS one 20110101

• A predictive ligand-based Bayesian model for human drug-induced liver injury.

  Drug metabolism and disposition: the biological fate of chemicals 20101201

• Determination of amoxapine and nortriptyline in blood plasma and serum by salt-assisted liquid-liquid microextraction and high-performance liquid chromatography.

  Journal of separation science 20101201

• Validation of HPLC-MS/MS methods for analysis of loxapine, amoxapine, 7-OH-loxapine, 8-OH-loxapine and loxapine N-oxide in human plasma.

  Bioanalysis 20101201

• Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.

  Healthcare informatics research 20101201

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Refractory hypotension during general anaesthesia caused by the long-term use of amoxapine.

  Anaesthesia and intensive care 20100901

• Multiple mechanisms of hERG liability: K+ current inhibition, disruption of protein trafficking, and apoptosis induced by amoxapine.

  Naunyn-Schmiedeberg's archives of pharmacology 20100501

• Syndrome of inappropriate secretion of anti-diuretic hormone in an elderly depressive patient receiving paroxetine: a case report.

  International journal of geriatric psychiatry 20100401

• Seizure risk associated with neuroactive drugs: data from the WHO adverse drug reactions database.

  Seizure 20100301

• A cell protection screen reveals potent inhibitors of multiple stages of the hepatitis C virus life cycle.

  Proceedings of the National Academy of Sciences of the United States of America 20100223

• Amoxapine inhibits the delayed rectifier outward K+ current in mouse cortical neurons via cAMP/protein kinase A pathways.

  The Journal of pharmacology and experimental therapeutics 20100201

• Evaluation and performance of desorption electrospray ionization using a triple quadrupole mass spectrometer for quantitation of pharmaceuticals in plasma.

  Rapid communications in mass spectrometry : RCM 20100201

• Drug-drug interaction between oxycodone and adjuvant analgesics in blood-brain barrier transport and antinociceptive effect.

  Journal of pharmaceutical sciences 20100101

• Direct agonist activity of tricyclic antidepressants at distinct opioid receptor subtypes.

  The Journal of pharmacology and experimental therapeutics 20100101

• Chem2Bio2RDF: a semantic framework for linking and data mining chemogenomic and systems chemical biology data.

  BMC bioinformatics 20100101

• Tricyclic antidepressants and headaches: systematic review and meta-analysis.

  BMJ (Clinical research ed.) 20100101

• Gene expression profile analysis of genes in rat hippocampus from antidepressant treated rats using DNA microarray.

  BMC neuroscience 20100101

• A new strategy for antidepressant prescription.

  Frontiers in neuroscience 20100101

• Hallucinations: Clinical aspects and management.

  Industrial psychiatry journal 20100101

• Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

  Nature chemical biology 20091001

• Accuracy of Veterans Affairs databases for diagnoses of chronic diseases.

  Preventing chronic disease 20091001

• 5-Hydroxytryptamine Receptor Subtypes and their Modulators with Therapeutic Potentials.

  Journal of clinical medicine research 20090601

• Persistence and compliance to antidepressant treatment in patients with depression: a chart review.

  BMC psychiatry 20090101

• Drugs associated with more suicidal ideations are also associated with more suicide attempts.

  PloS one 20090101

• Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles.

  PloS one 20090101

• Amoxapine-induced tardive dyskinesia.

  Indian journal of psychiatry 20090101

• Depression following thrombotic cardiovascular events in elderly medicare beneficiaries: risk of morbidity and mortality.

  Cardiology research and practice 20090101

• Suicidal antidepressant overdoses: a comparative analysis by antidepressant type.

  Journal of medical toxicology : official journal of the American College of Medical Toxicology 20081201

• Functional expression of the glycine transporter 1 on bullfrog retinal cones.

  Neuroreport 20081119

• Effectiveness of a multifactorial cardiovascular risk reduction clinic for diabetes patients with depression.

  Preventing chronic disease 20081001

• Effects of different antidepressant treatments on the core of depression.

  Dialogues in clinical neuroscience 20080901

• Determination of tricyclic antidepressants in human plasma using pipette tip solid-phase extraction and gas chromatography-mass spectrometry.

  Journal of separation science 20080701

• An autopsy case of poisoning with ethanol and psychotropic drugs.

  Soudni lekarstvi 20080401

• Amoxapine-associated acute respiratory distress.

  Respirology (Carlton, Vic.) 20080101

• Amoxapine as an antipsychotic: comparative study versus haloperidol.

  Journal of clinical psychopharmacology 20071201

• Detection and treatment of akathisia in advanced cancer patients during adjuvant analgesic therapy with tricyclic antidepressants: case reports and review of the literature.

  Palliative & supportive care 20071201

• Pharmacological causes of hyperprolactinemia.

  Therapeutics and clinical risk management 20071001

• Prevalence and predictors of antidepressant use in a cohort of pregnant women.

  BJOG : an international journal of obstetrics and gynaecology 20070901

• Quantification of tricyclic antidepressants and monoamine oxidase inhibitors by high-performance liquid chromatography-tandem mass spectrometry in whole blood.

  Journal of analytical toxicology 20070501

• A fatal case of amoxapine poisoning under the influence of chronic use of psychotropic drugs.

  Legal medicine (Tokyo, Japan) 20070301

• Differential distribution of glycine transporters in Müller cells and neurons in amphibian retinas.

  Visual neuroscience 20070101

• Sweet's syndrome--a comprehensive review of an acute febrile neutrophilic dermatosis.

  Orphanet journal of rare diseases 20070101

• Solid-phase extraction and analysis of 20 antidepressant drugs in human plasma by LC/MS with SSI method.

  Forensic science international 20061016

• [Case of amoxapine-induced refractory status epilepticus which was successfully treated with propofol].

  Chudoku kenkyu : Chudoku Kenkyukai jun kikanshi = The Japanese journal of toxicology 20061001

• Pharmacological properties of glycine uptake in the developing rat retina.

  Neurochemistry international 20060901

• [Treatment for irritable bowel syndrome--psychotropic drugs, antidepressants and so on].

  Nihon rinsho. Japanese journal of clinical medicine 20060801

• Novel two-stage screening procedure leads to the identification of a new class of transfection enhancers.

  The journal of gene medicine 20060601

• Risperidone in the treatment of psychotic depression.

  Progress in neuro-psychopharmacology & biological psychiatry 20060601

• Treatments in depression.

  Dialogues in clinical neuroscience 20060601

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Use of antidepressant medications in relation to the incidence of breast cancer.

  British journal of cancer 20060410

• Simultaneous analysis of haloperidol, its three metabolites and two other butyrophenone-type neuroleptics by high performance liquid chromatography with dual ultraviolet detection.

  Biomedical chromatography : BMC 20060201

• A fully automated turbulent-flow liquid chromatography-tandem mass spectrometry technique for monitoring antidepressants in human serum.

  Therapeutic drug monitoring 20060201

• Amoxapine as an atypical antipsychotic: a comparative study vs risperidone.

  Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20051201

• Submissive behavior in mice as a test for antidepressant drug activity.

  Pharmacology, biochemistry, and behavior 20051001

• The pharmacological management of depression.

  Dialogues in clinical neuroscience 20050901

• Facilitation of spontaneous glutamate release by antidepressant drugs in rat locus coeruleus.

  Neuroscience letters 20050210

• Remarkable effect of selegiline (L-deprenyl), a selective monoamine oxidase type-B inhibitor, in a patient with severe refractory depression: a case report.

  Clinical neuropharmacology 20050101

• Bergmann glial GlyT1 mediates glycine uptake and release in mouse cerebellar slices.

  The Journal of physiology 20041101

• Intrathecal tri-cyclic antidepressants produce spinal anesthesia.

  Pain 20041101

• Risk of fetal exposure to tricyclic antidepressants.

  Journal of obstetrics and gynaecology Canada : JOGC = Journal d'obstetrique et gynecologie du Canada : JOGC 20041001

• A novel physiological mechanism of glycine-induced immunomodulation: Na+-coupled amino acid transporter currents in cultured brain macrophages.

  The Journal of physiology 20040815

• Amoxapine in schizophrenia: a negative double-blind controlled trial.

  Journal of clinical psychopharmacology 20040801

• Possible serotonin syndrome arising from an interaction between caffeine and serotonergic antidepressants.

  Human psychopharmacology 20040701

• Photo-distributed neutrophilic drug eruption and adult respiratory distress syndrome associated with antidepressant therapy.

  Journal of cutaneous pathology 20040201

• Pharmacological properties of glycine transport in the frog retina.

  Neurochemical research 20040101

• Survey on schizophrenia treatment in Mexico: perception and antipsychotic prescription patterns.

  BMC psychiatry 20040101

• Current use of selective serotonin reuptake inhibitors and risk of acute myocardial infarction.

  Drug safety 20040101

• Biological pathophysiology of mood disorders special reference to the neurotransmitter receptors.

  Seishin shinkeigaku zasshi = Psychiatria et neurologia Japonica 20040101

• Effects of some antidepressant drugs on tryptaminergic responses of the rat jejunum.

  Pharmacology 20031001

• Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).

  Journal of medicinal chemistry 20030703

• Amoxapine treatment of interfering behaviors in autistic disorder.

  Journal of the American Academy of Child and Adolescent Psychiatry 20030501

• New approaches to augment fungal biotransformation.

  Journal of industrial microbiology & biotechnology 20030501

• Challenges in the treatment of depression with psychotic features.

  Biological psychiatry 20030415

• Amoxapine shows atypical antipsychotic effects in patients with schizophrenia: results from a prospective open-label study.

  Schizophrenia research 20030101

• [Case of prolonged recovery from serotonin syndrome caused by paroxetine].

  Seishin shinkeigaku zasshi = Psychiatria et neurologia Japonica 20030101

• [Depression and epilepsy].

  Revista de neurologia 20020901

• Painful ejaculation and urinary hesitancy in association with antidepressant therapy: relief with tamsulosin.

  European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20020801

• Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

  The Journal of biological chemistry 20020419

• Depressive disorders preceding temporal lobe epilepsy.

  Epilepsy research 20020401

• The role of substance P in depression: therapeutic implications.

  Dialogues in clinical neuroscience 20020301

• The clinical pharmacology of depressive states.

  Dialogues in clinical neuroscience 20020301

• [Unexpected drug-interaction].

  Rinsho byori. The Japanese journal of clinical pathology 20020201

• The effects of tricyclic antidepressants on breast cancer risk.

  British journal of cancer 20020107

• Simultaneous determination of viloxazine, venlafaxine, imipramine, desipramine, sertraline, and amoxapine in whole blood: comparison of two extraction/cleanup procedures for capillary gas chromatography with nitrogen-phosphorus detection.

  Journal of analytical toxicology 20020101

• [Depression in epilepsy: symptom or syndrome?].

  La Clinica terapeutica 20020101

• Inhibition of glucose transport in PC12 cells by the atypical antipsychotic drugs risperidone and clozapine, and structural analogs of clozapine.

  Brain research 20011227

• [Delusional depression].

  Nihon rinsho. Japanese journal of clinical medicine 20010801

• Glycine is taken up through GLYT1 and GLYT2 transporters into mouse spinal cord axon terminals and causes vesicular and carrier-mediated release of its proposed co-transmitter GABA.

  Journal of neurochemistry 20010301

• Further characterization of 5-HT1A receptors in the goldfish retina: role of cyclic AMP in the regulation of the in vitro outgrowth of retinal explants.

  Neurochemical research 20010301

• Amoxapine shows an antipsychotic effect but worsens motor function in patients with Parkinson's disease and psychosis.

  Clinical neuropharmacology 20010101

• Availability of learned helplessness test as a model of depression compared to a forced swimming test in rats.

  Pharmacology 20010101

• Meta-analytical studies on new antidepressants.

  British medical bulletin 20010101

• Quantitative prediction of catalepsy induced by amoxapine, cinnarizine and cyclophosphamide in mice.

  Biopharmaceutics & drug disposition 20000501

• [A case of amoxapine-induced tardive dystonia successfully treated with a low dose anti-cholinergic agent].

  Rinsho shinkeigaku = Clinical neurology 20000401

• A case of neuroleptic malignant syndrome in a patient with hemodialysis.

  International journal of urology : official journal of the Japanese Urological Association 20000201

• Reduction of substance P after chronic antidepressants treatment in the striatum, substantia nigra and amygdala of the rat.

  Brain research 19961111

• Interactions of selective serotonin reuptake inhibitors with the serotonin 5-HT2c receptor.

  Psychopharmacology 19960801

• Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor.

  Journal of neurochemistry 19960101

• Successful treatment of amoxapine-induced refractory status epilepticus with propofol (diprivan).

  Academic emergency medicine : official journal of the Society for Academic Emergency Medicine 19950201

• Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors.

  The Journal of pharmacology and experimental therapeutics 19940301

• Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs.

  Molecular pharmacology 19930301

• [Acute cytolytic hepatitis caused by amoxapine].

  Gastroenterologie clinique et biologique 19930101

• A comparison of the effects of single doses of amoxapine and amitriptyline on autonomic functions in healthy volunteers.

  European journal of clinical pharmacology 19930101

• Simultaneous quantitation of loxapine, amoxapine and their 7- and 8-hydroxy metabolites in plasma by high-performance liquid chromatography.

  Journal of chromatography 19910308

• A possible mechanism of toxicity by the antidepressant amoxapine based on its effects in three in vitro models.

  Toxicology in vitro : an international journal published in association with BIBRA 19890101

• Biochemical evidence that high concentrations of the antidepressant amoxapine may cause inhibition of mitochondrial electron transport.

  Toxicology and applied pharmacology 19880330

• Acute myocardial failure following amoxapine intoxication.

  Journal of clinical psychopharmacology 19880201

• Amoxapine-induced cognitive impairment in two patients.

  The Journal of clinical psychiatry 19870401

• Amoxapine-induced extrapyramidal effects.

  Psychosomatics 19860601

• Serum neuroleptic levels and extrapyramidal side effects in patients treated with amoxapine.

  The Journal of clinical psychiatry 19851001

• Chronic but not acute treatment with antidepressants enhances the electroconvulsive seizure response in rats.

  Neuropharmacology 19851001

• Amoxapine-associated acute renal failure.

  Southern medical journal 19850601

• Amoxapine for the treatment of psychotically depressed subjects. A pilot study.

  The Journal of nervous and mental disease 19850201

• Amoxapine-induced seizures: case reports.

  The Journal of clinical psychiatry 19840801

• Case report of tardive dyskinesia and parkinsonism associated with amoxapine therapy.

  The American journal of psychiatry 19840501

• [Parkinsonian syndrome secondary to amoxapine].

  Presse medicale (Paris, France : 1983) 19840414

• Convulsions associated with amoxapine.

  JAMA 19840203

• Double-blind comparison of amoxapine and imipramine in the treatment of depressed patients.

  The Journal of clinical psychiatry 19840201

• A case of akinesia induced by amoxapine.

  The American journal of psychiatry 19840201

• Amoxapine and extrapyramidal symptoms.

  Southern medical journal 19840101

• Undiagnosed dystonic reaction secondary to amoxapine.

  Psychosomatics 19840101

• Case report of withdrawal dyskinesia associated with amoxapine.

  The American journal of psychiatry 19831101

• Case report of withdrawal dyskinesia associated with amoxapine.

  The American journal of psychiatry 19831001

• Amoxapine and neuroleptic side effects: a case report.

  The American journal of psychiatry 19830901

• Psychotropic-induced ejaculatory disturbances and alpha-adrenergic antagonists.

  The American journal of psychiatry 19830901

• Amoxapine-associated acute renal failure.

  Archives of internal medicine 19830801

• Amoxapine-induced chorea.

  Southern medical journal 19830801

• Akathisia induced by amoxapine.

  The American journal of psychiatry 19830101

• Adverse reactions suggesting amoxapine-induced dopamine blockade.

  The American journal of psychiatry 19821101

• Reversal by bethanechol of sexual dysfunction caused by anticholinergic antidepressants.

  The American journal of psychiatry 19820901

• Seizures associated with amoxapine.

  The American journal of psychiatry 19820601

• Precipitation of mania and visual hallucinations by Amoxapine Hydrochloride.

  Comprehensive psychiatry 19820101

• Atrial flutter with amoxapine: a case report.

  The American journal of psychiatry 19811101