Home Thiazoles 95847-70-4
95847-70-4,MFCD00866976
Catalog No.:AA005WXB

95847-70-4 | 2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide

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5mg
98%
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10mg
98%
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25mg
98%
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$466.00   $327.00
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50mg
98% by HPLC
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100mg
98% by HPLC
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$1,270.00   $889.00
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500mg
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1000mg
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA005WXB
Chemical Name:
2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide
CAS Number:
95847-70-4
Molecular Formula:
C19H23N5O3S
Molecular Weight:
401.4826
MDL Number:
MFCD00866976
SMILES:
O=C1c2ccccc2S(=O)(=O)N1CCCCN1CCN(CC1)c1ncccn1
Properties
Computed Properties
 
Complexity:
638  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
7  
Rotatable Bond Count:
6  
XLogP3:
1.5  

Literature

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Journal: Parkinson's disease 20120101

Title: The 5HT1a receptor agonist 8-Oh DPAT induces protection from lipofuscin accumulation and oxidative stress in the retinal pigment epithelium.

Journal: PloS one 20120101

Title: Clinical utility of vilazodone for the treatment of adults with major depressive disorder and theoretical implications for future clinical use.

Journal: Neuropsychiatric disease and treatment 20120101

Title: Raphe-Hippocampal Serotonin Neurotransmission In The Sex Related Differences of Adaptation to Stress: Focus on Serotonin-1A Receptor.

Journal: Current neuropharmacology 20110901

Title: Early postnatal protein-calorie malnutrition and cognition: a review of human and animal studies.

Journal: International journal of environmental research and public health 20110201

Title: Transcriptional dysregulation of 5-HT1A autoreceptors in mental illness.

Journal: Molecular brain 20110101

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

Journal: Journal of pharmacy & bioallied sciences 20110101

Title: Endocannabinoid system and psychiatry: in search of a neurobiological basis for detrimental and potential therapeutic effects.

Journal: Frontiers in behavioral neuroscience 20110101

Title: Alcohol dysregulates corticotropin-releasing-hormone (CRH) promoter activity by interfering with the negative glucocorticoid response element (nGRE).

Journal: PloS one 20110101

Title: An fMRI study on the role of serotonin in reactive aggression.

Journal: PloS one 20110101

Title: Constructing a semantic predication gold standard from the biomedical literature.

Journal: BMC bioinformatics 20110101

Title: Cellular and mitochondrial effects of alcohol consumption.

Journal: International journal of environmental research and public health 20101201

Title: Cortisol responses to ipsapirone challenge correlate with aggression, while basal cortisol levels correlate with impulsivity, in personality disorder and healthy volunteer subjects.

Journal: Journal of psychiatric research 20101001

Title: A systematic, updated review on the antidepressant agomelatine focusing on its melatonergic modulation.

Journal: Current neuropharmacology 20100901

Title: Modifying 5-HT1A Receptor Gene Expression as a New Target for Antidepressant Therapy.

Journal: Frontiers in neuroscience 20100101

Title: Oppositional effects of serotonin receptors 5-HT1a, 2, and 2c in the regulation of adult hippocampal neurogenesis.

Journal: Frontiers in molecular neuroscience 20100101

Title: Serotonin synthesis, release and reuptake in terminals: a mathematical model.

Journal: Theoretical biology & medical modelling 20100101

Title: Buspirone improves haloperidol-induced Parkinson disease in mice through 5-HT(1A) recaptors.

Journal: Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences 20100101

Title: Physical binding pocket induction for affinity prediction.

Journal: Journal of medicinal chemistry 20091008

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

Journal: Journal of clinical medicine research 20090601

Title: 5-HT7 receptor deletion enhances REM sleep suppression induced by selective serotonin reuptake inhibitors, but not by direct stimulation of 5-HT1A receptor.

Journal: Neuropharmacology 20090201

Title: Effects of ethanol and ipsapirone on the expression of genes encoding anti-apoptotic proteins and an antioxidant enzyme in ethanol-treated neurons.

Journal: Brain research 20090116

Title: Antiaversive effects of cannabinoids: is the periaqueductal gray involved?

Journal: Neural plasticity 20090101

Title: Emotional reactivity and cognitive performance in aversively motivated tasks: a comparison between four rat strains.

Journal: Behavioral and brain functions : BBF 20090101

Title: Cannabis and schizophrenia spectrum disorders: a review of clinical studies.

Journal: Indian journal of psychological medicine 20090101

Title: Differential long-term effects of MDMA on the serotoninergic system and hippocampal cell proliferation in 5-HTT knock-out vs. wild-type mice.

Journal: The international journal of neuropsychopharmacology 20081201

Title: Chronic voluntary ethanol intake hypersensitizes 5-HT(1A) autoreceptors in C57BL/6J mice.

Journal: Journal of neurochemistry 20081201

Title: Synthesis of new arylpiperazinylalkylthiobenzimidazole, benzothiazole, or benzoxazole derivatives as potent and selective 5-HT1A serotonin receptor ligands.

Journal: Journal of medicinal chemistry 20080814

Title: A pharmacological analysis of mice with a targeted disruption of the serotonin transporter.

Journal: Psychopharmacology 20071201

Title: An antidepressant that extends lifespan in adult Caenorhabditis elegans.

Journal: Nature 20071122

Title: Prediction and prevention of suicide in patients with unipolar depression and anxiety.

Journal: Annals of general psychiatry 20070101

Title: Temperature regulation in depression: functional 5HT1A receptor adaptation differentiates antidepressant response.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20061001

Title: Azapirones for generalized anxiety disorder.

Journal: The Cochrane database of systematic reviews 20060719

Title: An integrated in silico 3D model-driven discovery of a novel, potent, and selective amidosulfonamide 5-HT1A agonist (PRX-00023) for the treatment of anxiety and depression.

Journal: Journal of medicinal chemistry 20060601

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20060601

Title: The effects of ethanol and the serotonin(1A) agonist ipsapirone on the expression of the serotonin(1A) receptor and several antiapoptotic proteins in fetal rhombencephalic neurons.

Journal: Brain research 20060530

Title: Potential vascular alpha1-adrenoceptor blocking properties of an array of 5-HT receptor ligands in the rat.

Journal: European journal of pharmacology 20060327

Title: Blunted hormone responses to Ipsapirone are associated with trait impulsivity in personality disorder patients.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20060101

Title: 5-HT1A and 5-HT1B receptor agonists and aggression: a pharmacological challenge of the serotonin deficiency hypothesis.

Journal: European journal of pharmacology 20051205

Title: Sustained pharmacological blockade of NK1 substance P receptors causes functional desensitization of dorsal raphe 5-HT 1A autoreceptors in mice.

Journal: Journal of neurochemistry 20051201

Title: The 5-HT1A receptor and the stimulus effects of LSD in the rat.

Journal: Psychopharmacology 20051001

Title: Ipsapirone and ketanserin protects against circulatory shock, intracranial hypertension, and cerebral ischemia during heatstroke.

Journal: Shock (Augusta, Ga.) 20051001

Title: Signaling pathways involved with serotonin1A agonist-mediated neuroprotection against ethanol-induced apoptosis of fetal rhombencephalic neurons.

Journal: Brain research. Developmental brain research 20050908

Title: Updated overview of the putative role of the serotoninergic system in obsessive-compulsive disorder.

Journal: Neuropsychiatric disease and treatment 20050901

Title: Differential effects of acute diazepam on emotional and neutral memory tasks in acutely hospitalized depressed patients.

Journal: Neuropsychiatric disease and treatment 20050901

Title: Gender-specific 5-HT1A receptor changes in BrdU nuclear labeling patterns in neonatal dentate gyrus.

Journal: Brain research. Developmental brain research 20050609

Title: Efficient single nucleotide polymorphism discovery in laboratory rat strains using wild rat-derived SNP candidates.

Journal: BMC genomics 20050101

Title: Efficacy of open-label venlafaxine in subjects with major depressive disorder: associations with neuroendocrine response to serotonergic and noradrenergic probes.

Journal: Psychiatry research 20040930

Title: Indolebutylamines as selective 5-HT(1A) agonists.

Journal: Journal of medicinal chemistry 20040909

Title: Differential effects of the novel antidepressant agomelatine (S 20098) versus fluoxetine on 5-HT1A receptors in the rat brain.

Journal: Neuropharmacology 20040901

Title: The serotonin-1A agonist ipsapirone prevents ethanol-associated death of total rhombencephalic neurons and prevents the reduction of fetal serotonin neurons.

Journal: Brain research. Developmental brain research 20040621

Title: New arylpiperazine 5-HT(1A) receptor ligands containing the pyrimido[2,1-f]purine fragment: synthesis, in vitro, and in vivo pharmacological evaluation.

Journal: Journal of medicinal chemistry 20040506

Title: Ca2+ responses in Chinese hamster ovary-K1 cells demonstrate an atypical pattern of ligand-induced 5-HT1A receptor activation.

Journal: The Journal of pharmacology and experimental therapeutics 20031101

Title: Effects of serotonin 5-HT(1/2) receptor agonists in a limited-access operant food intake paradigm in the rat.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20031001

Title: Modulation of 5-HT(1A) receptor-mediated Ca(2+) responses by co-expression with various recombinant G(alpha) proteins in CHO-K1 cells.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20030801

Title: Additive neuroprotective effect of Ketanserin and Ipsapirone on the hippocampal damage after transient forebrain ischemia in the Mongolian gerbil.

Journal: Neuroscience letters 20030515

Title: 5-HT1A responsivity in patients with panic disorder before and after treatment with aerobic exercise, clomipramine or placebo.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20030501

Title: Effects of ethanol and ipsapirone on the development of midline raphe glial cells and astrocytes.

Journal: Alcohol (Fayetteville, N.Y.) 20030401

Title: Effects of chronic treatment with ipsapirone and buspirone on the C57BL/6J strain mice under social stress.

Journal: Life sciences 20030214

Title: Neuroendocrine response to meta-chlorophenylpiperazine and ipsapirone in relation to anxiety and aggression.

Journal: Psychiatry research 20021215

Title: Effects of ethanol and 5-HT1A agonists on astroglial S100B.

Journal: Brain research. Developmental brain research 20021215

Title: Serotonergic dysregulation in bipolar disorders: a literature review of serotonergic challenge studies.

Journal: Bipolar disorders 20021201

Title: Effects of short-term administration of valproate on serotonin-1A and dopamine receptor function in healthy human subjects.

Journal: Journal of psychiatry & neuroscience : JPN 20021101

Title: 5-HT1A receptor activation and anti-cataleptic effects: high-efficacy agonists maximally inhibit haloperidol-induced catalepsy.

Journal: European journal of pharmacology 20021025

Title: 5-HT1A receptor-mediated regulation of mitogen-activated protein kinase phosphorylation in rat brain.

Journal: European journal of pharmacology 20021004

Title: Smoking modulates neuroendocrine responses to ipsapirone in patients with panic disorder.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020801

Title: Repeated treatment with antidepressants differentially alters 5-HT1A agonist-stimulated [35S]GTP gamma S binding in rat brain regions.

Journal: Neuropharmacology 20020601

Title: Dissociable hormonal, cognitive and mood responses to neuroendocrine challenge: evidence for receptor-specific serotonergic dysregulation in depressed mood.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020301

Title: Treatment of generalized anxiety disorder.

Journal: The Journal of clinical psychiatry 20020101

Title: Nad-299 antagonises 5-HT-stimulated and spiperone-inhibited [35S]GTPgammaS binding in cloned 5-HT1A receptors.

Journal: Journal of receptor and signal transduction research 20020101

Title: Astrocyte-mediated trophic support of developing serotonin neurons: effects of ethanol, buspirone, and S100B.

Journal: Brain research. Developmental brain research 20011126

Title: 5-HT(1A) receptor dysfunction in female patients with schizophrenia.

Journal: Biological psychiatry 20011115

Title: Kava pyrones exert effects on neuronal transmission and transmembraneous cation currents similar to established mood stabilizers--a review.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20011101

Title: Rapid tryptophan depletion plus a serotonin 1A agonist: competing effects on sleep in healthy men.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20011101

Title: Behavioral effect of 1A-serotonin receptor agonist ipsapirone in mice previously defeated in male-male encounters.

Journal: Bulletin of experimental biology and medicine 20011101

Title: 5-hydroxytryptamine (5-HT)1A autoreceptor adaptive changes in substance P (neurokinin 1) receptor knock-out mice mimic antidepressant-induced desensitization.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20011015

Title: A persistent deficit of serotonin neurons in the offspring of ethanol-fed dams: protective effects of maternal ipsapirone treatment.

Journal: Brain research. Developmental brain research 20010823

Title: Effect of aerobic exercise on behavioral and neuroendocrine responses to meta-chlorophenylpiperazine and to ipsapirone in untrained healthy subjects.

Journal: Psychopharmacology 20010501

Title: Functional consequences of 5-HT transporter gene disruption on 5-HT(1a) receptor-mediated regulation of dorsal raphe and hippocampal cell activity.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010315

Title: S 14506: novel receptor coupling at 5-HT(1A) receptors.

Journal: Neuropharmacology 20010301

Title: Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.

Journal: European journal of pharmacology 19980821

Title: Labelling of recombinant human and native rat serotonin 5-HT1A receptors by a novel, selective radioligand, [3H]-S 15535: definition of its binding profile using agonists, antagonists and inverse agonists.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 19980301

Title: The putative 5-HT1A receptor antagonist DU125530 blocks the discriminative stimulus of the 5-HT1A receptor agonist flesinoxan in pigeons.

Journal: European journal of pharmacology 19970501

Title: Prenatal cocaine decreases the trophic factor S-100 beta and induced microcephaly: reversal by postnatal 5-HT1A receptor agonist.

Journal: Neuroscience letters 19940328

Title: Strychnine seizure potentiation by azaspirodecanedione anxiolytics in rats.

Journal: European journal of pharmacology 19881018

Title: Central action of ipsapirone, a new anxiolytic drug, on serotoninergic, noradrenergic and dopaminergic functions.

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Title: Stephen M. Stahl, et al. Effectiveness of ipsapirone, a 5-HT-1A partial agonist, in major depressive disorder: support for the role of 5-HT-1A receptors in the mechanism of action of serotonergic antidepressants. Int J Neuropsychopharmacol. 1998 Jul;1(1):11-18.

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Tags:95847-70-4 Molecular Formula|95847-70-4 MDL|95847-70-4 SMILES|95847-70-4 2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)benzo[d]isothiazol-3(2H)-one 1,1-dioxide