Home Halogens Ethanamine, 2-[(8-chlorodibenzo[b,f]thiepin-10-yl)oxy]-N,N-dimethyl-

Ethanamine, 2-[(8-chlorodibenzo[b,f]thiepin-10-yl)oxy]-N,N-dimethyl-

CAS No.:
26615-21-4
Catalog Number:
AG002TV2
Molecular Formula:
C18H18ClNOS
Molecular Weight:
331.8596
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%(HPLC)
In Stock USA
United States
$73
- +
10mg
98%(HPLC)
In Stock USA
United States
$111
- +
25mg
98%(HPLC)
In Stock USA
United States
$235
- +
50mg
98%(HPLC)
In Stock USA
United States
$429
- +
100mg
98%(HPLC)
In Stock USA
United States
$746
- +
Product Description
Catalog Number:
AG002TV2
Chemical Name:
Ethanamine, 2-[(8-chlorodibenzo[b,f]thiepin-10-yl)oxy]-N,N-dimethyl-
CAS Number:
26615-21-4
Molecular Formula:
C18H18ClNOS
Molecular Weight:
331.8596
MDL Number:
MFCD00868143
IUPAC Name:
2-(3-chlorobenzo[b][1]benzothiepin-5-yl)oxy-N,N-dimethylethanamine
InChI:
InChI=1S/C18H18ClNOS/c1-20(2)9-10-21-16-11-13-5-3-4-6-17(13)22-18-8-7-14(19)12-15(16)18/h3-8,11-12H,9-10H2,1-2H3
InChI Key:
HDOZVRUNCMBHFH-UHFFFAOYSA-N
SMILES:
CN(CCOC1=Cc2ccccc2Sc2c1cc(Cl)cc2)C
UNII:
U29O83JAZW
Properties
Complexity:
401  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
331.08g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
331.858g/mol
Monoisotopic Mass:
331.08g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
37.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
Improvement in QTc prolongation induced by zotepine following a switch to perospirone. Psychiatry and clinical neurosciences 20120401
Hyperhidrosis under combination of zotepine and haloperidol alleviated by aripiprazole. Psychiatry and clinical neurosciences 20120401
Valproate and high dosage of zotepine induced acute delirium: a case report. British journal of clinical pharmacology 20120301
Atypical antipsychotic-induced mania/hypomania: a review of recent case reports and clinical studies. International journal of psychiatry in clinical practice 20120301
Second-generation antipsychotic drugs and extrapyramidal side effects: a systematic review and meta-analysis of head-to-head comparisons. Schizophrenia bulletin 20120101
Genome-wide association study of treatment refractory schizophrenia in Han Chinese. PloS one 20120101
Recent advances in imaging of dopaminergic neurons for evaluation of neuropsychiatric disorders. Journal of biomedicine & biotechnology 20120101
Atypical antipsychotic drugs, schizophrenia, and metabolic syndrome in non-Euro-American societies. Clinical neuropharmacology 20120101
A self-limiting case of atypical neuroleptic malignant syndrome associated with zotepine. Journal of clinical psychopharmacology 20111001
Relationship between P-glycoprotein and second-generation antipsychotics. Pharmacogenomics 20110801
Review: clozapine shows some improved clinical efficacy over risperidone and zotepine in treatment of schizophrenia, but robust evidence is lacking. Evidence-based mental health 20110501
Newer molecules in the treatment of schizophrenia: A clinical update. Indian journal of pharmacology 20110401
Risperidone versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20110101
Pharmacotherapy for treatment-resistant schizophrenia. Neuropsychiatric disease and treatment 20110101
Criterion and construct validity of the CogState Schizophrenia Battery in Japanese patients with schizophrenia. PloS one 20110101
Clinical utility of the risperidone formulations in the management of schizophrenia. Neuropsychiatric disease and treatment 20110101
[Hyperprolactinemia in mentally ill patients]. Acta medica portuguesa 20110101
An open, large, 6-month naturalistic study of outcome in schizophrenic outpatients, treated with olanzapine. Human psychopharmacology 20110101
The effect of metformin on anthropometrics and insulin resistance in patients receiving atypical antipsychotic agents: a meta-analysis. The Journal of clinical psychiatry 20101001
Pharmacologic treatment of schizophrenia. Dialogues in clinical neuroscience 20100901
Safety evaluation of zotepine for the treatment of schizophrenia. Expert opinion on drug safety 20100701
Norzotepine, a major metabolite of zotepine, exerts atypical antipsychotic-like and antidepressant-like actions through its potent inhibition of norepinephrine reuptake. The Journal of pharmacology and experimental therapeutics 20100601
Prolonged withdrawal delirium in concomitant diphenhydramine and nefopam dependence: A case report. Progress in neuro-psychopharmacology & biological psychiatry 20100530
A single-blind, comparative study of zotepine versus haloperidol in combination with a mood stabilizer for patients with moderate-to-severe mania. Psychiatry and clinical neurosciences 20100401
QTc prolongation and antipsychotic medications in a sample of 1017 patients with schizophrenia. Progress in neuro-psychopharmacology & biological psychiatry 20100317
Gene expression of NMDA receptor subunits in the cerebellum of elderly patients with schizophrenia. European archives of psychiatry and clinical neuroscience 20100301
Zotepine versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20100120
Amisulpride versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20100101
Quetiapine versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20100101
First-generation vs second-generation antipsychotic drugs: The ongoing saga. Indian journal of psychiatry 20100101
Olanzapine versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20100101
Factors associated with dental caries among institutionalized residents with schizophrenia in Taiwan: a cross-sectional study. BMC public health 20100101
Effects of age of onset on clinical characteristics in schizophrenia spectrum disorders. BMC psychiatry 20100101
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. Annals of general psychiatry 20100101
Emerging role of sertindole in the management of schizophrenia. Neuropsychiatric disease and treatment 20100101
Emerging treatments in the management of schizophrenia - focus on sertindole. Drug design, development and therapy 20100101
Profile of olanzapine long-acting injection for the maintenance treatment of adult patients with schizophrenia. Neuropsychiatric disease and treatment 20100101
Zotepine versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20100101
Clozapine versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20100101
A new strategy for antidepressant prescription. Frontiers in neuroscience 20100101
Huntington's disease: a clinical review. Orphanet journal of rare diseases 20100101
Weight-gain in psychiatric treatment: risks, implications, and strategies for prevention and management. Mens sana monographs 20100101
11-[3-(Dimethyl-amino)prop-yl]-6,11-dihydro-dibenzo[b,e]thiepin-11-ol. Acta crystallographica. Section E, Structure reports online 20100101
Tolerability of zotepine in Indian patients: Preliminary experience. Industrial psychiatry journal 20100101
Increased D-amino acid oxidase expression in the bilateral hippocampal CA4 of schizophrenic patients: a post-mortem study. Journal of neural transmission (Vienna, Austria : 1996) 20091201
Dual acting norepinephrine reuptake inhibitors and 5-HT(2A) receptor antagonists: Identification, synthesis and activity of novel 4-aminoethyl-3-(phenylsulfonyl)-1H-indoles. Bioorganic & medicinal chemistry 20091115
Application of on-line electrochemistry/electrospray/tandem mass spectrometry to a quantification method for the antipsychotic drug zotepine in human serum. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20091001
Effects of zotepine on extracellular levels of monoamine, GABA and glutamate in rat prefrontal cortex. British journal of pharmacology 20090601
Further characterization of the discriminative stimulus properties of the atypical antipsychotic drug clozapine in C57BL/6 mice: role of 5-HT(2A) serotonergic and alpha (1) adrenergic antagonism. Psychopharmacology 20090401
Review of the efficacy of placebo in comparative clinical trials between typical and atypical antipsychotics. Revista brasileira de psiquiatria (Sao Paulo, Brazil : 1999) 20090301
A meta-analysis of head-to-head comparisons of second-generation antipsychotics in the treatment of schizophrenia. The American journal of psychiatry 20090201
Zotepine: a clinical review. Expert opinion on drug metabolism & toxicology 20090201
Sertindole versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20090101
Impaired prefrontal hemodynamic maturation in autism and unaffected siblings. PloS one 20090101
Aripiprazole versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20090101
Ziprasidone versus other atypical antipsychotics for schizophrenia. The Cochrane database of systematic reviews 20090101
Zotepine-induced spontaneous ejaculation. International journal of clinical pharmacology and therapeutics 20081101
Zotepine-induced QTc prolongation. Journal of clinical psychopharmacology 20081001
A pharmacoeconomic analysis of atypical antipsychotics and haloperidol in first-episode schizophrenic patients in taiwan. Journal of clinical psychopharmacology 20080601
Acute and long-term treatment of mania. Dialogues in clinical neuroscience 20080601
[Atypical antipsychotics in first-episode psychosis: a review]. L'Encephale 20080401
Treatment of clozapine-associated tardive dyskinesia. Progress in neuro-psychopharmacology & biological psychiatry 20080215
Cardiac side effects of psychiatric drugs. Human psychopharmacology 20080101
Typical and atypical antipsychotics--the misleading dichotomy. Results from the Working Group 'Drugs in Psychiatry' (AGATE). Neuropsychobiology 20080101
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). BMC psychiatry 20080101
Differences in the effect of second-generation antipsychotics on prolactinaemia: six weeks open-label trial in female in-patients. Neuro endocrinology letters 20071201
Current therapeutic options for Alzheimer's disease. Current genomics 20071201
Early prediction of clinical response in schizophrenia patients receiving the atypical antipsychotic zotepine. The Journal of clinical psychiatry 20071001
Pharmacological causes of hyperprolactinemia. Therapeutics and clinical risk management 20071001
Atypical antipsychotic drugs: current issues of safety and efficacy in the management of schizophrenia. Current opinion in investigational drugs (London, England : 2000) 20070701
Simultaneous prescribing of atypical antipsychotics, conventional antipsychotics and anticholinergics-a European study. Pharmacy world & science : PWS 20070601
Hypothermia following antipsychotic drug use. European journal of clinical pharmacology 20070601
Risk of extrapyramidal syndrome in schizophrenic patients treated with antipsychotics: a population-based study. Clinical pharmacology and therapeutics 20070401
Second-generation antipsychotic agents in the treatment of acute mania: a systematic review and meta-analysis of randomized controlled trials. Archives of general psychiatry 20070401
Long-acting risperidone injection: efficacy, safety, and cost-effectiveness of the first long-acting atypical antipsychotic. Neuropsychiatric disease and treatment 20070201
Are there any differences in the efficacy among second generation antipsychotics in the treatment of schizophrenia and related disorders? Annals of clinical psychiatry : official journal of the American Academy of Clinical Psychiatrists 20070101
Atypical antipsychotics to treat the neuropsychiatric symptoms of dementia. Neuropsychiatric disease and treatment 20061201
Quantitative determination of forty-eight antidepressants and antipsychotics in human serum by HPLC tandem mass spectrometry: a multi-level, single-sample approach. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20061020
Zotepine for schizophrenia. The Cochrane database of systematic reviews 20061018
Efficacy and safety of zotepine for patients with treatment-resistant schizophrenia. Schizophrenia research 20061001
[Trazodone for the treatment of behavioral and psychological symptoms of dementia (BPSD) in Alzheimer's disease: a retrospective study focused on the aggression and negativism in caregiving situations]. No to shinkei = Brain and nerve 20060601
Investigation of the electrochemical oxidation products of zotepine and their fragmentation using on-line electrochemistry/electrospray ionization mass spectrometry. Journal of mass spectrometry : JMS 20060501
Perazine for schizophrenia. The Cochrane database of systematic reviews 20060419
The effects of zotepine in treating psychotic patients with hyperuricaemia: a case series. The international journal of neuropsychopharmacology 20060401
The effectiveness of atypical antipsychotics for the treatment of aggression and psychosis in Alzheimer's disease. The Cochrane database of systematic reviews 20060125
Adverse effects of atypical antipsychotics in the elderly: a review. Drugs & aging 20060101
Effect of zotepine on dopamine, serotonin and noradrenaline release in rat prefrontal cortex. European journal of pharmacology 20051228
Schizophrenia. Clinical evidence 20051201
Effects of zotepine and olanzapine on noradrenaline transporter in cultured bovine adrenal medullary cells. Human psychopharmacology 20051001
Zotepine loading in acute and severely manic patients: a pilot study. Bipolar disorders 20051001
[The serotonin syndrome]. Psychiatrische Praxis 20051001
Trace analysis of zotepine and its active metabolite in plasma by capillary electrophoresis with solid phase extraction and head-column field-amplified sample stacking. Journal of chromatography. A 20050916
Zotepine-induced catatonia as a precursor in the progression to neuroleptic malignant syndrome. Pharmacotherapy 20050801
Antipsychotic and antidepressive effects of second generation antipsychotics: two different pharmacological mechanisms? European archives of psychiatry and clinical neuroscience 20050601
Stable expression of constitutively activated mutant h5HT6 and h5HT7 serotonin receptors: inverse agonist activity of antipsychotic drugs. Psychopharmacology 20050501
The effect of zotepine, risperidone, clozapine and olanzapine on MK-801-disrupted sensorimotor gating. Pharmacology, biochemistry, and behavior 20050401
Unbiased descriptor and parameter selection confirms the potential of proteochemometric modelling. BMC bioinformatics 20050101
Second-generation (atypical) antipsychotics and metabolic effects: a comprehensive literature review. CNS drugs 20050101
Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain. Life sciences 20041126
Zotepine versus placebo in the treatment of schizophrenic patients with stable primary negative symptoms: a randomized double-blind multicenter trial. Pharmacopsychiatry 20041101
Possible induction of mania or hypomania by atypical antipsychotics: an updated review of reported cases. The Journal of clinical psychiatry 20041101
Care maps: atypical antipsychotics. Introduction. Nursing standard (Royal College of Nursing (Great Britain) : 1987) 20040501
Selective optimization of side activities: another way for drug discovery. Journal of medicinal chemistry 20040311
Atypical antipsychotics: pharmacokinetics, therapeutic drug monitoring and pharmacological interactions. Current medicinal chemistry 20040201
Stimulus properties of the 'atypical' antipsychotic zotepine in rats: comparisons with clozapine and quetiapine. Pharmacology, biochemistry, and behavior 20040101
Zotepine for behavioural and psychological symptoms in dementia: an open-label study. CNS drugs 20040101
[Atypical antipsychotics in therapy refractory schizophrenia]. Der Nervenarzt 20040101
Adverse metabolic effects associated with atypical antipsychotics: literature review and clinical implications. Drugs 20040101
Impact of atypical antipsychotics on quality of life in patients with schizophrenia. CNS drugs 20040101
Zotepine for behavioural and psychological symptoms in dementia: an open-label study. CNS drugs 20040101
Schizophrenia. Clinical evidence 20031201
Two case studies of hypothermia induced by an increased dosage of zotepine in a combination therapy. Psychiatry and clinical neurosciences 20030801
A meta-analysis of the efficacy of second-generation antipsychotics. Archives of general psychiatry 20030601
New generation antipsychotics versus low-potency conventional antipsychotics: a systematic review and meta-analysis. Lancet (London, England) 20030510
Zotepine in Huntington's disease. Human psychopharmacology 20030401
Screening, library-assisted identification and validated quantification of fifteen neuroleptics and three of their metabolites in plasma by liquid chromatography/mass spectrometry with atmospheric pressure chemical ionization. Journal of mass spectrometry : JMS 20030301
Protective effect of the antipsychotic drug zotepine on dizocilpine-induced neuropathological changes in rat retrosplenial cortex. European journal of pharmacology 20030214
New generation antipsychotics for first episode schizophrenia. The Cochrane database of systematic reviews 20030101
[Hyperlipidemia--side-effect of the treatment with an atypical antipsychotic (zotepine)?]. Psychiatrische Praxis 20021101
Effects of zotepine on excitatory synaptic responses in the perforant path-dentate gyrus pathway in chronically prepared rabbits. European journal of pharmacology 20021025
Effect of zotepine, olanzapine and risperidone on hostility in schizophrenic patients. Schizophrenia research 20021001
New antipsychotic agents for schizophrenia: pharmacokinetics and metabolism update. Current opinion in investigational drugs (London, England : 2000) 20020701
Comparing the efficacy of atypical antipsychotics in open uncontrolled versus double-blind controlled trials in schizophrenia. Psychopharmacology 20020601
Striatal dopamine-2 receptor occupancy as measured with [123I]iodobenzamide and SPECT predicted the occurrence of EPS in patients treated with atypical antipsychotics and haloperidol. Psychopharmacology 20020601
Variations in prescribing atypical antipsychotic drugs in primary care: cross-sectional study. Pharmacoepidemiology and drug safety 20020601
The effects of neuroleptics on the GABA-induced Cl- current in rat dorsal root ganglion neurons: differences between some neuroleptics. British journal of pharmacology 20020301
Schizophrenia: genesis, receptorology and current therapeutics. Current medicinal chemistry 20020301
Perazine for schizophrenia. The Cochrane database of systematic reviews 20020101
The glial growth factors deficiency and synaptic destabilization hypothesis of schizophrenia. BMC psychiatry 20020101
Strategy for structure elucidation of drug metabolites derived from protonated molecules and (MS)n fragmentation of zotepine, tiaramide and their metabolites. Drug metabolism and pharmacokinetics 20020101
HPLC-ESI-MS/MS determination of zuclopenthixol in a fatal intoxication during psychiatric therapy. Forensic science international 20011201
Efficacy and safety of zotepine for the treatment of Taiwanese schizophrenic patients: a double-blind comparison with haloperidol. Journal of the Formosan Medical Association = Taiwan yi zhi 20011201
[Antipsychotics and phospholipid metabolism in schizophrenia]. Fortschritte der Neurologie-Psychiatrie 20011101
In vivo (123)I IBZM SPECT imaging of striatal dopamine 2 receptor occupancy in schizophrenic patients. Psychopharmacology 20010901
Zotepine in the treatment of acute hospitalized schizophrenic episodes. International clinical psychopharmacology 20010501
Current and novel approaches to the drug treatment of schizophrenia. Journal of medicinal chemistry 20010215
Screening for detection of new antidepressants, neuroleptics, hypnotics, and their metabolites in urine by GC-MS developed using rat liver microsomes. Therapeutic drug monitoring 20010201
Atypical antipsychotics: new directions and new challenges in the treatment of schizophrenia. Annual review of medicine 20010101
Bodyweight gain with atypical antipsychotics. A comparative review. Drug safety 20010101
Inverse agonist activity of atypical antipsychotic drugs at human 5-hydroxytryptamine2C receptors. The Journal of pharmacology and experimental therapeutics 20001001
Further evidence that behavioral tests and neuropeptide mRNA and tissue level alterations can differentiate between typical and atypical antipsychotic drugs. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20000701
Two cases of deep vein thrombosis associated with a combined paroxetine and zotepine therapy. Pharmacopsychiatry 19970501
Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding. Psychopharmacology 19960301
BMY-14802 reversed the sigma receptor agonist-induced neck dystonia in rats. Journal of neural transmission (Vienna, Austria : 1996) 19960101
Zotepine in levodopa-induced Psychosis. Movement disorders : official journal of the Movement Disorder Society 19951101
Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors. The Journal of pharmacology and experimental therapeutics 19940301
Properties