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57226-68-3,MFCD01321043
Catalog No.:AA00E8VA

57226-68-3 | 3-Phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine hydrochloride

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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA00E8VA
Chemical Name:
3-Phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine hydrochloride
CAS Number:
57226-68-3
Molecular Formula:
C16H17ClF3NO
Molecular Weight:
331.7605
MDL Number:
MFCD01321043
SMILES:
NCCC(c1ccccc1)Oc1ccc(cc1)C(F)(F)F.Cl
Properties
Computed Properties
 
Complexity:
294  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
1  

Literature

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Journal: Laboratory animals 20121001

Title: Simultaneous determination of 25 common pharmaceuticals in whole blood using ultra-performance liquid chromatography-tandem mass spectrometry.

Journal: Journal of analytical toxicology 20120901

Title: Simultaneous determination of fluoxetine and norfluoxetine enantiomers using isotope discrimination mass spectroscopy solution method and its application in the CYP2C9-mediated stereoselective interactions.

Journal: Journal of chromatography. A 20120504

Title: Trace analysis of fluoxetine and its metabolite norfluoxetine. Part II: Enantioselective quantification and studies of matrix effects in raw and treated wastewater by solid phase extraction and liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20120302

Title: Therapeutic drug monitoring of children and adolescents treated with fluoxetine.

Journal: Pharmacopsychiatry 20120301

Title: Pharmacokinetics of fluoxetine in rhesus macaques following multiple routes of administration.

Journal: Pharmacology 20110901

Title: Trace analysis of fluoxetine and its metabolite norfluoxetine. Part I: development of a chiral liquid chromatography-tandem mass spectrometry method for wastewater samples.

Journal: Journal of chromatography. A 20110819

Title: S-norfluoxetine microinfused into the basolateral amygdala increases allopregnanolone levels and reduces aggression in socially isolated mice.

Journal: Neuropharmacology 20110601

Title: A validated enantioselective assay for the simultaneous quantitation of (R)-, (S)-fluoxetine and (R)-, (S)-norfluoxetine in ovine plasma using liquid chromatography with tandem mass spectrometry (LC/MS/MS).

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110215

Title: The effects of antidepressants on mitochondrial function in a model cell system and isolated mitochondria.

Journal: Neurochemical research 20110201

Title: The pH-dependent toxicity of basic pharmaceuticals in the green algae Scenedesmus vacuolatus can be explained with a toxicokinetic ion-trapping model.

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20110117

Title: Effect of chronic fluoxetine treatment on male and female rat erythrocyte and prefrontal cortex fatty acid composition.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20101001

Title: Comparative bioavailability and tolerability of a single 20-mg dose of two fluoxetine hydrochloride dispersible tablet formulations in fasting, healthy Chinese male volunteers: an open-label, randomized-sequence, two-period crossover study.

Journal: Clinical therapeutics 20101001

Title: Disposition of chiral and racemic fluoxetine and norfluoxetine across childbearing.

Journal: Journal of clinical psychopharmacology 20100801

Title: Sequential metabolism of secondary alkyl amines to metabolic-intermediate complexes: opposing roles for the secondary hydroxylamine and primary amine metabolites of desipramine, (s)-fluoxetine, and N-desmethyldiltiazem.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100601

Title: Three-phase, liquid-phase microextraction combined with high performance liquid chromatography-fluorescence detection for the simultaneous determination of fluoxetine and norfluoxetine in human plasma.

Journal: Journal of pharmaceutical and biomedical analysis 20100105

Title: Gas chromatography-mass spectrometry detection of a norfluoxetine artifact in hydrolyzed urine samples may falsely indicate tranylcypromine ingestion.

Journal: Journal of analytical toxicology 20100101

Title: Unsuspected poor metabolizer phenotypes of fluoxetine in bioavailability/bioequivalence studies from an indian population perspective. Retrospective pharmacokinetic data evaluation.

Journal: Arzneimittel-Forschung 20100101

Title: Determination of fluoxetine and norfluoxetine enantiomers in human plasma by polypyrrole-coated capillary in-tube solid-phase microextraction coupled with liquid chromatography-fluorescence detection.

Journal: Journal of chromatography. A 20091204

Title: Fluoxetine and norfluoxetine revisited: new insights into the electrochemical and spectroscopic properties.

Journal: The journal of physical chemistry. A 20090910

Title: Paradoxical anxiogenic response of juvenile mice to fluoxetine.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20090901

Title: Pharmacokinetics and pharmacodynamics of norfluoxetine in rats: Increasing extracellular serotonin level in the frontal cortex.

Journal: Pharmacology, biochemistry, and behavior 20090501

Title: Enhanced fear responses in mice treated with anabolic androgenic steroids.

Journal: Neuroreport 20090422

Title: SSRIs act as selective brain steroidogenic stimulants (SBSSs) at low doses that are inactive on 5-HT reuptake.

Journal: Current opinion in pharmacology 20090201

Title: Norfluoxetine induces spawning and parturition in estuarine and freshwater bivalves.

Journal: Bulletin of environmental contamination and toxicology 20081201

Title: Uptake and depuration of the anti-depressant fluoxetine by the Japanese medaka (Oryzias latipes).

Journal: Chemosphere 20081201

Title: Fluoxetine inhibition of glycine receptor activity in rat hippocampal neurons.

Journal: Brain research 20081106

Title: Neurosteroid biosynthesis regulates sexually dimorphic fear and aggressive behavior in mice.

Journal: Neurochemical research 20081001

Title: Fatal intoxication with milnacipran.

Journal: Journal of forensic and legal medicine 20080801

Title: Genetic regulation of behavioral and neuronal responses to fluoxetine.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20080501

Title: Simultaneous determination of citalopram, fluoxetine and their main metabolites in human urine samples by solid-phase microextraction coupled with high-performance liquid chromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20080313

Title: The effects of pH on fluoxetine in Japanese medaka (Oryzias latipes): acute toxicity in fish larvae and bioaccumulation in juvenile fish.

Journal: Chemosphere 20080101

Title: Fluoxetine and norfluoxetine analysis by direct injection of human plasma in a column switching liquid chromatographic system.

Journal: Journal of separation science 20080101

Title: Hollow-fibre supported liquid membrane extraction for determination of fluoxetine and norfluoxetine concentration at ultra trace level in sewage samples.

Journal: Journal of separation science 20071001

Title: Analysis of paroxetine, fluoxetine and norfluoxetine in fish tissues using pressurized liquid extraction, mixed mode solid phase extraction cleanup and liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20070907

Title: On-line sample stacking and short-end injection CE for the determination of fluoxetine and norfluoxetine in plasma: Method development and validation using experimental designs.

Journal: Electrophoresis 20070901

Title: The distribution of fluoxetine in human fluids and tissues.

Journal: Journal of analytical toxicology 20070901

Title: Comparative metabolic capabilities and inhibitory profiles of CYP2D6.1, CYP2D6.10, and CYP2D6.17.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070801

Title: The effects of antidepressants on cyclic AMP-response element-driven gene transcription in a model cell system.

Journal: Biochemical pharmacology 20070615

Title: Determination of fluoxetine, norfluoxetine and their enantiomers in rat plasma and brain samples by liquid chromatography with fluorescence detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070601

Title: Solid-phase microextraction-liquid chromatography (SPME-LC) determination of fluoxetine and norfluoxetine in plasma using a heated liquid flow through interface.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070301

Title: Evaluation of the influence of protein precipitation prior to on-line SPE-LC-API/MS procedures using multivariate data analysis.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070115

Title: Drug-induced long QT syndrome: hERG K+ channel block and disruption of protein trafficking by fluoxetine and norfluoxetine.

Journal: British journal of pharmacology 20061101

Title: Neurosteroids regulate mouse aggression induced by anabolic androgenic steroids.

Journal: Neuroreport 20061002

Title: Fluoxetine and norfluoxetine stereospecifically and selectively increase brain neurosteroid content at doses that are inactive on 5-HT reuptake.

Journal: Psychopharmacology 20060601

Title: T-type calcium channels are inhibited by fluoxetine and its metabolite norfluoxetine.

Journal: Molecular pharmacology 20060601

Title: Lack of pharmacokinetic interaction when switching from fluoxetine to milnacipran.

Journal: International clinical psychopharmacology 20060501

Title: Stereoselective disposition of fluoxetine and norfluoxetine during pregnancy and breast-feeding.

Journal: British journal of clinical pharmacology 20060201

Title: Comparison of liquid chromatography with fluorescence detection to liquid chromatography-mass spectrometry for the determination of fluoxetine and norfluoxetine in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060118

Title: Rapid and direct measurement of free concentrations of highly protein-bound fluoxetine and its metabolite norfluoxetine in plasma.

Journal: Rapid communications in mass spectrometry : RCM 20060101

Title: Bioequivalence testing of a new tablet formulation of generic fluoxetine.

Journal: European journal of drug metabolism and pharmacokinetics 20060101

Title: Development of a solid phase extraction for 13 'new' generation antidepressants and their active metabolites for gas chromatographic-mass spectrometric analysis.

Journal: Journal of chromatography. A 20051209

Title: Influence of CYP2C9, 2C19 and 2D6 genetic polymorphisms on the steady-state plasma concentrations of the enantiomers of fluoxetine and norfluoxetine.

Journal: Basic & clinical pharmacology & toxicology 20051101

Title: Norfluoxetine and fluoxetine have similar anticonvulsant and Ca2+ channel blocking potencies.

Journal: Brain research bulletin 20050930

Title: The effects of desmethylimipramine on cyclic AMP-stimulated gene transcription in a model cell system.

Journal: Biochemical pharmacology 20050901

Title: Liquid chromatographic-mass spectrometric method for the determination of fluoxetine and norfluoxetine in human plasma: application to clinical study.

Journal: Farmaco (Societa chimica italiana : 1989) 20050401

Title: Inhibition of the human two-pore domain potassium channel, TREK-1, by fluoxetine and its metabolite norfluoxetine.

Journal: British journal of pharmacology 20050301

Title: Relative rectal bioavailability of fluoxetine in normal volunteers.

Journal: Journal of clinical psychopharmacology 20050201

Title: Determination of select antidepressants in fish from an effluent-dominated stream.

Journal: Environmental toxicology and chemistry 20050201

Title: Bioequivalence study of fluoxetine hydrochloride in healthy volunteers.

Journal: Arzneimittel-Forschung 20050101

Title: Effects of fluoxetine on dopamine D2 receptors in the human brain: a positron emission tomography study with [11C]raclopride.

Journal: The international journal of neuropsychopharmacology 20041201

Title: Pharmacokinetics/pharmacodynamics of desloratadine and fluoxetine in healthy volunteers.

Journal: Journal of clinical pharmacology 20041101

Title: A rapid HPLC-DAD method for the analysis of fluoxetine and norfluoxetine in plasma from overdose patients.

Journal: Journal of pharmaceutical and biomedical analysis 20041029

Title: Effects of norfluoxetine on the action potential and transmembrane ion currents in canine ventricular cardiomyocytes.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20040901

Title: Rapid quantitation of fluoxetine and norfluoxetine in serum by micro-disc solid-phase extraction with high-performance liquid chromatography-ultraviolet absorbance detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040525

Title: Chronic fluoxetine treatment partly attenuates the long-term anxiety and depressive symptoms induced by MDMA ('Ecstasy') in rats.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20040401

Title: Influence of fluoxetine on positive and negative affect in a clinic-based smoking cessation trial.

Journal: Psychopharmacology 20040401

Title: Effect of CYP2D6 and CYP2C9 genotypes on fluoxetine and norfluoxetine plasma concentrations during steady-state conditions.

Journal: European journal of clinical pharmacology 20040201

Title: Stereoselective pharmacokinetics of fluoxetine and norfluoxetine enantiomers in pregnant sheep.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040201

Title: Rapid analysis of fluoxetine and its metabolite in plasma by LC-MS with column-switching approach.

Journal: Analytical and bioanalytical chemistry 20031101

Title: Maternal fluoxetine treatment in the postpartum period: effects on platelet serotonin and plasma drug levels in breastfeeding mother-infant pairs.

Journal: Pediatrics 20031101

Title: Comparative bioavailability of fluoxetine after transdermal and oral administration to healthy cats.

Journal: American journal of veterinary research 20030801

Title: Pharmacokinetics of fluoxetine and norfluoxetine in pregnancy and lactation.

Journal: Clinical pharmacology and therapeutics 20030401

Title: Fluoxetine increases GABA(A) receptor activity through a novel modulatory site.

Journal: The Journal of pharmacology and experimental therapeutics 20030301

Title: Improved enantioselective assay for the determination of fluoxetine and norfluoxetine enantiomers in human plasma by liquid chromatography.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030205

Title: [11C]-DASB, a tool for in vivo measurement of SSRI-induced occupancy of the serotonin transporter: PET characterization and evaluation in cats.

Journal: Synapse (New York, N.Y.) 20030201

Title: Direct stereoselective assay of fluoxetine and norfluoxetine enantiomers in human plasma or serum by two-dimensional gas-liquid chromatography with nitrogen-phosphorus selective detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030115

Title: Determination of fluoxetine and norfluoxetine in human plasma by high-performance liquid chromatography with ultraviolet detection in psychiatric patients.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030105

Title: Determination of fluoxetine and norfluoxetine in rat plasma by HPLC with pre-column derivatization and fluorescence detection.

Journal: Biomedical chromatography : BMC 20030101

Title: Fluoxetine pharmacokinetics in pediatric patients.

Journal: Journal of clinical psychopharmacology 20021201

Title: Simultaneous quantification of citalopram, clozapine, fluoxetine, norfluoxetine, maprotiline, desmethylmaprotiline and trazodone in human serum by HPLC analysis.

Journal: International journal of clinical pharmacology and therapeutics 20021201

Title: Kinetics of allopregnanolone formation catalyzed by human 3 alpha-hydroxysteroid dehydrogenase type III (AKR1C2).

Journal: Biochemistry 20021112

Title: Plasma concentrations of the enantiomers of fluoxetine and norfluoxetine: sources of variability and preliminary observations on relations with clinical response.

Journal: Therapeutic drug monitoring 20021001

Title: Estimates of nursing infant daily dose of fluoxetine through breast milk.

Journal: Biological psychiatry 20020901

Title: Transplacental transfer of citalopram, fluoxetine and their primary demethylated metabolites in isolated perfused human placenta.

Journal: BJOG : an international journal of obstetrics and gynaecology 20020901

Title: Micellar electrokinetic capillary chromatography for the determination of fluoxetine and its metabolite norfluoxetine in biological fluids.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020405

Title: Fluoxetine and norfluoxetine plasma concentrations during relapse-prevention treatment.

Journal: Journal of affective disorders 20020401

Title: Liquid chromatography/tandem mass spectrometry for the determination of fluoxetine and its main active metabolite norfluoxetine in human plasma with deuterated fluoxetine as internal standard.

Journal: Rapid communications in mass spectrometry : RCM 20020101

Title: Fluoxetine and norfluoxetine plasma levels after discontinuing fluoxetine therapy.

Journal: Journal of clinical psychopharmacology 20011201

Title: Fluoxetine and norfluoxetine concentrations in nursing infants and breast milk.

Journal: Biological psychiatry 20011115

Title: Effects of norfluoxetine, the major metabolite of fluoxetine, on the cloned neuronal potassium channel Kv3.1.

Journal: Neuropharmacology 20010901

Title: Effect of the CYP2C19 oxidation polymorphism on fluoxetine metabolism in Chinese healthy subjects.

Journal: British journal of clinical pharmacology 20010701

Title: Identification of the human cytochromes p450 responsible for in vitro formation of R- and S-norfluoxetine.

Journal: The Journal of pharmacology and experimental therapeutics 20010601

Title: Concentrations of the enantiomers of fluoxetine and norfluoxetine after multiple doses of fluoxetine in cytochrome P4502D6 poor and extensive metabolizers.

Journal: Journal of clinical psychopharmacology 20010601

Title: Sensitive liquid chromatographic-tandem mass spectrometric method for the determination of fluoxetine and its primary active metabolite norfluoxetine in human plasma.

Journal: Journal of chromatography. A 20010420

Title: Inhibition of phenytoin hydroxylation in human liver microsomes by several selective serotonin re-uptake inhibitors.

Journal: Epilepsy research 20010401

Title: Fluoxetine pharmacokinetics and effect on CYP2C19 in young and elderly volunteers.

Journal: Journal of clinical psychopharmacology 20010401

Title: Serum concentrations of fluoxetine in the clinical treatment setting.

Journal: Therapeutic drug monitoring 20010401

Title: Effect of venlafaxine versus fluoxetine on metabolism of dextromethorphan, a CYP2D6 probe.

Journal: Journal of clinical pharmacology 20010401

Title: Effect of alosetron on the pharmacokinetics of fluoxetine.

Journal: Journal of clinical pharmacology 20010401

Title: Effects of CYP2C19 genotype and CYP2C9 on fluoxetine N-demethylation in human liver microsomes.

Journal: Acta pharmacologica Sinica 20010101

Title: Determination of fluoxetine and norfluoxetine in human plasma by high-pressure liquid chromatography with fluorescence detection.

Journal: Journal of pharmaceutical and biomedical analysis 19981001

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

Journal: Psychopharmacology 19960801

Title: Delirium during fluoxetine treatment. A case report.

Journal: Annals of clinical psychiatry : official journal of the American Academy of Clinical Psychiatrists 19931201

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Tags:57226-68-3 Molecular Formula|57226-68-3 MDL|57226-68-3 SMILES|57226-68-3 3-Phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-amine hydrochloride