Home Amines 94-07-5
94-07-5,MFCD00002370
Catalog No.:AA003UEI

94-07-5 | 4-[1-hydroxy-2-(methylamino)ethyl]phenol

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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003UEI
Chemical Name:
4-[1-hydroxy-2-(methylamino)ethyl]phenol
CAS Number:
94-07-5
Molecular Formula:
C9H13NO2
Molecular Weight:
167.2050
MDL Number:
MFCD00002370
SMILES:
CNC[C@@H](c1ccc(cc1)O)O
Properties
Properties
 
BP:
295.79°C (rough estimate)  
Form:
Solid  
MP:
187 °C (dec.)(lit.)  
Refractive Index:
1.4680 (estimate)  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
122  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-0.6  

Literature

Title: Synephrine and phenylephrine act as α-amylase, α-glycosidase, acetylcholinesterase, butyrylcholinesterase, and carbonic anhydrase enzymes inhibitors.

Journal: Journal of biochemical and molecular toxicology 20171101

Title: Design, synthesis and biological activity of flavonoid derivatives as selective agonists for neuromedin U 2 receptor.

Journal: Bioorganic & medicinal chemistry 20141101

Title: Synephrine inhibits eotaxin-1 expression via the STAT6 signaling pathway.

Journal: Molecules (Basel, Switzerland) 20140808

Title: p-Synephrine suppresses lipopolysaccharide-induced acute lung injury by inhibition of the NF-κB signaling pathway.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20140601

Title: p-Synephrine: a novel agonist for neuromedin U2 receptor.

Journal: Biological & pharmaceutical bulletin 20140101

Title: Simultaneous determination of synephrine, arecoline, and norisoboldine in Chinese patent medicine Si-Mo-Tang oral liquid preparation by strong cation exchange high performance liquid chromatography.

Journal: Pharmaceutical biology 20120701

Title: Physiological effects following administration of Citrus aurantium for 28 days in rats.

Journal: Toxicology and applied pharmacology 20120615

Title: Effects of Citrus aurantium (bitter orange) fruit extracts and p-synephrine on metabolic fluxes in the rat liver.

Journal: Molecules (Basel, Switzerland) 20120516

Title: Analysis of octopamine in human doping control samples.

Journal: Biomedical chromatography : BMC 20120501

Title: Dietary supplements for improving body composition and reducing body weight: where is the evidence?

Journal: International journal of sport nutrition and exercise metabolism 20120401

Title: Toxicological effects of a mixture used in weight loss products: p-synephrine associated with ephedrine, salicin, and caffeine.

Journal: International journal of toxicology 20120301

Title: p-Synephrine stimulates glucose consumption via AMPK in L6 skeletal muscle cells.

Journal: Biochemical and biophysical research communications 20120224

Title: Molecularly imprinted polymers for selective extraction of synephrine from Aurantii Fructus Immaturus.

Journal: Analytical and bioanalytical chemistry 20120101

Title: Detection of hazardous weight-loss substances in adulterated slimming formulations using ultra-high-pressure liquid chromatography with diode-array detection.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20120101

Title: Citrus aurantium flavonoids inhibit adipogenesis through the Akt signaling pathway in 3T3-L1 cells.

Journal: BMC complementary and alternative medicine 20120101

Title: Pathogenesis of migraine: role of neuromodulators.

Journal: Headache 20120101

Title: A review of the human clinical studies involving Citrus aurantium (bitter orange) extract and its primary protoalkaloid p-synephrine.

Journal: International journal of medical sciences 20120101

Title: A gustatory receptor involved in host plant recognition for oviposition of a swallowtail butterfly.

Journal: Nature communications 20111115

Title: The safety of Citrus aurantium (bitter orange) and its primary protoalkaloid p-synephrine.

Journal: Phytotherapy research : PTR 20111001

Title: Gas-phase spectroscopy of synephrine by laser desorption supersonic jet technique.

Journal: The journal of physical chemistry. A 20110922

Title: Isopropylnorsynephrine is a stronger lipolytic agent in human adipocytes than synephrine and other amines present in Citrus aurantium.

Journal: Journal of physiology and biochemistry 20110901

Title: Structural isomerization of synephrine influences its uptake and ensuing glutathione depletion in rat-isolated cardiomyocytes.

Journal: Archives of toxicology 20110801

Title: Synephrine: from trace concentrations to massive consumption in weight-loss.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110601

Title: Developmental toxicity of Citrus aurantium in rats.

Journal: Birth defects research. Part B, Developmental and reproductive toxicology 20110601

Title: [Determination of synephrine and arecoline contents in Xiao'er Xiaoji Zhike oral liquid].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110501

Title: Cytotoxicity, antiviral and antimicrobial activities of alkaloids, flavonoids, and phenolic acids.

Journal: Pharmaceutical biology 20110401

Title: Preparation and evaluation of a monolithic molecularly imprinted polymer for the chiral separation of neurotransmitters and their analogues by capillary electrochromatography.

Journal: Journal of chromatography. A 20110211

Title: Investigation of polar stationary phases for the separation of sympathomimetic drugs with nano-liquid chromatography in hydrophilic interaction liquid chromatography mode.

Journal: Analytica chimica acta 20110124

Title: Rapid simultaneous determination of amines and organic acids in citrus using high-performance liquid chromatography.

Journal: Talanta 20110115

Title: Experience (mostly negative) with the use of sympathomimetic agents for weight loss.

Journal: Journal of obesity 20110101

Title: Synephrine: from trace concentrations to massive consumption in weight-loss.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20110101

Title: Different influences on tacrolimus pharmacokinetics by coadministrations of zhi ke and zhi shi in rats.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: A high-performance liquid chromatography:chemiluminescence method for potential determination of vardenafil in dietary supplement.

Journal: Journal of automated methods & management in chemistry 20110101

Title: Effect of acute administration of an herbal preparation on blood pressure and heart rate in humans.

Journal: International journal of medical sciences 20110101

Title: Effects of p-synephrine alone and in combination with selected bioflavonoids on resting metabolism, blood pressure, heart rate and self-reported mood changes.

Journal: International journal of medical sciences 20110101

Title: Electrophysiological effects of trace amines on mesencephalic dopaminergic neurons.

Journal: Frontiers in systems neuroscience 20110101

Title: Evodia rutaecarpa and Three Major Alkaloids Abrogate Influenza A Virus (H1N1)-Induced Chemokines Production and Cell Migration.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: A review of the receptor-binding properties of p-synephrine as related to its pharmacological effects.

Journal: Oxidative medicine and cellular longevity 20110101

Title: 'Ephedra-free' diet pill-induced psychosis.

Journal: Psychosomatics 20110101

Title: Differential modulation of Beta-adrenergic receptor signaling by trace amine-associated receptor 1 agonists.

Journal: PloS one 20110101

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

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: PCR amplification and cloning of tyrosine decarboxylase involved in synephrine biosynthesis in Citrus.

Journal: New biotechnology 20100930

Title: Development and validation of a GC/IT-MS method for simultaneous quantitation of para and meta-synephrine in biological samples.

Journal: Journal of pharmaceutical and biomedical analysis 20100905

Title: R-(-)-beta-O-methylsynephrine, a natural product, inhibits VEGF-induced angiogenesis in vitro and in vivo.

Journal: Biochemical and biophysical research communications 20100813

Title: Fast CE analysis of adrenergic amines in different parts of Citrus aurantium fruit and dietary supplements.

Journal: Journal of separation science 20100801

Title: Effects of synephrine and beta-phenethylamine on human alpha-adrenoceptor subtypes.

Journal: Planta medica 20100701

Title: Analysis of adulterated herbal medicines and dietary supplements marketed for weight loss by DOSY 1H-NMR.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20100701

Title: Study on the racemization of synephrine by off-column chiral high-performance liquid chromatography.

Journal: Journal of chromatography. A 20100521

Title: Influence of different organic fertilizers on quality parameters and the delta(15)N, delta(13)C, delta(2)H, delta(34)S, and delta(18)O values of orange fruit (Citrus sinensis L. Osbeck).

Journal: Journal of agricultural and food chemistry 20100324

Title: Determination of Citrus aurantium protoalkaloids using HPLC with acidic potassium permanganate chemiluminescence detection.

Journal: Talanta 20100315

Title: Lack of evidence that p-synephrine is responsible for STEMI.

Journal: Texas Heart Institute journal 20100101

Title: The dopamine metabolite 3-methoxytyramine is a neuromodulator.

Journal: PloS one 20100101

Title: Comparison of the effects of dietary factors in the management and prophylaxis of migraine.

Journal: Journal of pain research 20100101

Title: Ventricular fibrillation associated with use of synephrine containing dietary supplement.

Journal: Military medicine 20091201

Title: Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands.

Journal: The Biochemical journal 20091023

Title: synephrine, a component of Evodiae Fructus, constricts isolated rat aorta via adrenergic and serotonergic receptors.

Journal: Journal of pharmacological sciences 20090901

Title: (R,R)-Disynephrine ether bis-(hydrogen sulfate).

Journal: Acta crystallographica. Section E, Structure reports online 20090801

Title: Subchronic toxicity of Citrus aurantium L. (Rutaceae) extract and p-synephrine in mice.

Journal: Regulatory toxicology and pharmacology : RTP 20090701

Title: Application of ionic liquids in high performance reversed-phase chromatography.

Journal: International journal of molecular sciences 20090601

Title: Identification of anti-asthmatic compounds in Pericarpium citri reticulatae and evaluation of their synergistic effects.

Journal: Acta pharmacologica Sinica 20090501

Title: Goshuyuto, a traditional Japanese medicine, and aqueous extracts of Evodiae Fructus constrict isolated rat aorta via adrenergic and/or serotonergic receptors.

Journal: Biological & pharmaceutical bulletin 20090201

Title: Screening for in vivo (anti)estrogenic activity of ephedrine and p-synephrine and their natural sources Ephedra sinica Stapf. (Ephedraceae) and Citrus aurantium L. (Rutaceae) in rats.

Journal: Archives of toxicology 20090101

Title: Selectivity and potential interference from phenolic compounds in chemiluminescence methods for the determination of synephrine.

Journal: Luminescence : the journal of biological and chemical luminescence 20090101

Title: Effect of constituents from Fructus Aurantii Immaturus and Radix Paeoniae Alba on gastrointestinal movement.

Journal: Planta medica 20090101

Title: Thermogenic effect of an acute ingestion of a weight loss supplement.

Journal: Journal of the International Society of Sports Nutrition 20090101

Title: Examination of a pre-exercise, high energy supplement on exercise performance.

Journal: Journal of the International Society of Sports Nutrition 20090101

Title: Dietary supplement increases plasma norepinephrine, lipolysis, and metabolic rate in resistance trained men.

Journal: Journal of the International Society of Sports Nutrition 20090101

Title: Effect of the dietary supplement Meltdown on catecholamine secretion, markers of lipolysis, and metabolic rate in men and women: a randomized, placebo controlled, cross-over study.

Journal: Lipids in health and disease 20090101

Title: Analysis of synephrine in da-cheng-qi decoction by HPLC employing precolumn derivatization with 9-fluorenylmethyl chloroformate.

Journal: Journal of chromatographic science 20090101

Title: Therapeutic and adverse effects of a non-steroidal glucocorticoid receptor ligand in a mouse model of multiple sclerosis.

Journal: PloS one 20090101

Title: Thermogenic effect of meltdown RTD energy drink in young healthy women: a double blind, cross-over design study.

Journal: Lipids in health and disease 20090101

Title: STEMI in a 24-year-old man after use of a synephrine-containing dietary supplement: a case report and review of the literature.

Journal: Texas Heart Institute journal 20090101

Title: Malignant hypertension and acute aortic dissection associated with caffeine-based ephedra-free dietary supplements: a case report.

Journal: Cases journal 20090101

Title: Effects of chemopreventive citrus phytochemicals on human P-glycoprotein and multidrug resistance protein 1.

Journal: European journal of pharmacology 20081214

Title: Synephrine content of juice from Satsuma mandarins (Citrus unshiu Marcovitch).

Journal: Journal of agricultural and food chemistry 20081008

Title: Determination of ephedrine alkaloids in Ephedra natural products using HPLC on a pentafluorophenylpropyl stationary phase.

Journal: Journal of pharmaceutical and biomedical analysis 20080929

Title: Concentrations of p-synephrine in fruits and leaves of Citrus species (Rutaceae) and the acute toxicity testing of Citrus aurantium extract and p-synephrine.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080801

Title: Certification of standard reference materials containing bitter orange.

Journal: Analytical and bioanalytical chemistry 20080701

Title: Sensitive determination of norepinephrine, synephrine, and isoproterenol by capillary electrophoresis with indirect electrochemiluminescence detection.

Journal: Journal of separation science 20080701

Title: Vasospasm and stroke attributable to ephedra-free xenadrine: case report.

Journal: Military medicine 20080701

Title: Citrus aurantium--beware of the bitter orange.

Journal: South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde 20080701

Title: Human pharmacology of a performance-enhancing dietary supplement under resting and exercise conditions.

Journal: British journal of clinical pharmacology 20080601

Title: Coronary spasm and thrombosis in a bodybuilder using a nutritional supplement containing synephrine, octopamine, tyramine and caffeine.

Journal: South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde 20080501

Title: The acute effects of the thermogenic supplement Meltdown on energy expenditure, fat oxidation, and hemodynamic responses in young, healthy males.

Journal: Journal of the International Society of Sports Nutrition 20080101

Title: Trace amine-associated receptor 1-Family archetype or iconoclast?

Journal: Pharmacology & therapeutics 20071201

Title: Lipolysis induced by segment wall extract from Satsuma mandarin orange (Citrus unshu Mark).

Journal: Journal of nutritional science and vitaminology 20071201

Title: Mass spectrometric determination of the predominant adrenergic protoalkaloids in bitter orange (Citrus aurantium).

Journal: Journal of agricultural and food chemistry 20071128

Title: Simultaneous determination of flavonoid and alkaloid compounds in Citrus herbs by high-performance liquid chromatography-photodiode array detection-electrospray mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071001

Title: Temperature effects on the enantioselectivity of basic analytes in capillary EKC using sulfated beta-CDs as chiral selectors.

Journal: Electrophoresis 20071001

Title: Fast high-performance liquid chromatography analysis of phenethylamine alkaloids in Citrus natural products on a pentafluorophenylpropyl stationary phase.

Journal: Journal of chromatography. A 20070921

Title: Determination of bitter orange alkaloids in dietary supplement Standard Reference Materials by liquid chromatography with atmospheric-pressure ionization mass spectrometry.

Journal: Analytical and bioanalytical chemistry 20070901

Title: Chromatographic and electrophoretic methods for the analysis of phenethylamine [corrected] alkaloids in Citrus aurantium.

Journal: Journal of chromatography. A 20070817

Title: Two-chiral component microemulsion EKC - chiral surfactant and chiral oil. Part 2: diethyl tartrate.

Journal: Electrophoresis 20070801

Title: Influence of microemulsion chirality on chromatographic figures of merit in EKC: results with novel three-chiral-component microemulsions and comparison with one- and two-chiral-component microemulsions.

Journal: Electrophoresis 20070801

Title: Determination of Bitter Orange alkaloids in dietary supplements standard reference materials by liquid chromatography with ultraviolet absorbance and fluorescence detection.

Journal: Journal of chromatography. A 20070713

Title: Determination of synephrine in weight-loss products using high performance liquid chromatography with acidic potassium permanganate chemiluminescence detection.

Journal: Analytica chimica acta 20070612

Title: Two-chiral-component microemulsion electrokinetic chromatography-chiral surfactant and chiral oil: part 1. dibutyl tartrate.

Journal: Electrophoresis 20070601

Title: A case of severe exercise-induced rhabdomyolysis associated with a weight-loss dietary supplement.

Journal: Military medicine 20070601

Title: Biochemistry of neuromodulation in primary headaches: focus on anomalies of tyrosine metabolism.

Journal: Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20070501

Title: Detection and validated quantification of nine herbal phenalkylamines and methcathinone in human blood plasma by LC-MS/MS with electrospray ionization.

Journal: Journal of mass spectrometry : JMS 20070201

Title: Anti-inflammatory effects and mechanisms of the ethanol extract of Evodia rutaecarpa and its bioactive components on neutrophils and microglial cells.

Journal: European journal of pharmacology 20070126

Title: Chemiluminescence of synephrine based on the cerium(IV)-rhodamine B system.

Journal: Luminescence : the journal of biological and chemical luminescence 20070101

Title: Determination of synephrine in bitter orange raw materials, extracts, and dietary supplements by liquid chromatography with ultraviolet detection: single-laboratory validation.

Journal: Journal of AOAC International 20070101

Title: Simultaneous analysis of adrenergic amines and flavonoids in citrus peel jams and fruit juices by liquid chromatography: part 2.

Journal: Journal of AOAC International 20070101

Title: Evaluation of the stimulant content of dietary supplements marketed as 'ephedra-free'.

Journal: Journal of herbal pharmacotherapy 20070101

Title: Effects of ingesting JavaFit Energy Extreme functional coffee on aerobic and anaerobic fitness markers in recreationally-active coffee consumers.

Journal: Journal of the International Society of Sports Nutrition 20070101

Title: In vitro anticholinesterase activity of various alkaloids.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101

Title: [A systemic approach to the diagnosis and treatment of allergic conjunctivitis].

Journal: Dakar medical 20070101

Title: Reporting associations between dietary supplements and adverse events.

Journal: Mayo Clinic proceedings 20061201

Title: Chemical and biological comparisons on Evodia with two related species of different locations and conditions.

Journal: Journal of ethnopharmacology 20061124

Title: A new method for fabrication of an integrated indium tin oxide electrode on electrophoresis microchips with amperometric detection and its application for determination of synephrine and hesperidin in pericarpium citri reticulatae.

Journal: Electrophoresis 20061101

Title: Consumption of dietary supplements containing Citrus aurantium (bitter orange)--2004 California Behavioral Risk Factor Surveillance Survey (BRFSS).

Journal: The Annals of pharmacotherapy 20061001

Title: Determination of octopamine, synephrine and tyramine in Citrus herbs by ionic liquid improved 'green' chromatography.

Journal: Journal of chromatography. A 20060901

Title: Strategies for enantioseparations of catecholamines and structurally related compounds by capillary zone electrophoresis using sulfated beta-cyclodextrins as chiral selectors.

Journal: Electrophoresis 20060901

Title: [Determination of three chemical components in Fructus aurantii immaturus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060901

Title: Abnormal platelet trace amine profiles in migraine with and without aura.

Journal: Cephalalgia : an international journal of headache 20060801

Title: A rapid and simple procedure for the determination of synephrine in dietary supplements by gas chromatography-mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20060616

Title: Metabolic and physiological effects of ingesting extracts of bitter orange, green tea and guarana at rest and during treadmill walking in overweight males.

Journal: International journal of obesity (2005) 20060501

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

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

Title: Metal content of ephedra-containing dietary supplements and select botanicals.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20060401

Title: Variant angina associated with bitter orange in a dietary supplement.

Journal: Mayo Clinic proceedings 20060401

Title: Response of CEDIA amphetamines assay after a single dose of bitter orange.

Journal: Therapeutic drug monitoring 20060401

Title: Applications of LC-MS in the study of the uptake, distribution, metabolism and excretion of bioactive polyphenols from dietary supplements.

Journal: Life sciences 20060327

Title: Acute tubular necrosis associated with chromium picolinate-containing dietary supplement.

Journal: The Annals of pharmacotherapy 20060301

Title: Development and validation of HPLC methods for the analysis of phenethylamine and indoloquinazoline alkaloids in Evodia species.

Journal: Journal of separation science 20060301

Title: Citrus aurantium and synephrine alkaloids in the treatment of overweight and obesity: an update.

Journal: Obesity reviews : an official journal of the International Association for the Study of Obesity 20060201

Title: An isotopically labeled internal standard liquid chromatography-tandem mass spectrometry method for determination of ephedrine alkaloids and synephrine in dietary supplements.

Journal: Journal of agricultural and food chemistry 20060125

Title: Quantitative and qualitative analysis of flavonoid markers in Frucus aurantii of different geographical origin by capillary electrophoresis with electrochemical detection.

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

Title: Sensitive determination of synephrine by flow-injection chemiluminescence.

Journal: Luminescence : the journal of biological and chemical luminescence 20060101

Title: Blood pressure and heart rate effects following a single dose of bitter orange.

Journal: The Annals of pharmacotherapy 20060101

Title: Analysis of ephedra-free labeled dietary supplements sold in the San Francisco Bay area in 2003.

Journal: Journal of herbal pharmacotherapy 20060101

Title: Thermogenic effect from nutritionally enriched coffee consumption.

Journal: Journal of the International Society of Sports Nutrition 20060101

Title: A rapid liquid chromatography electrospray ionization mass spectrometry(n) method for evaluation of synephrine in Citrus aurantium L. samples.

Journal: Journal of agricultural and food chemistry 20051228

Title: Rational method development strategies on a fluorinated liquid chromatography stationary phase: mobile phase ion concentration and temperature effects on the separation of ephedrine alkaloids.

Journal: Journal of chromatography. A 20051118

Title: Hemodynamic effects of ephedra-free weight-loss supplements in humans.

Journal: The American journal of medicine 20050901

Title: Anti-obese action of raspberry ketone.

Journal: Life sciences 20050527

Title: Determination of ephedrine alkaloids in dietary supplement standard reference materials.

Journal: Analytical chemistry 20050515

Title: Simultaneous determination of Ephedra sinica and Citrus aurantium var. amara alkaloids by ion-pair chromatography.

Journal: Talanta 20050515

Title: The presence of trace amines in postmortem cerebrospinal fluid in humans.

Journal: Journal of forensic sciences 20050501

Title: Enantioselective LC analysis of synephrine in natural products on a protein-based chiral stationary phase.

Journal: Journal of pharmaceutical and biomedical analysis 20050429

Title: Nitrogen metabolism components as a tool to discriminate between organic and conventional citrus fruits.

Journal: Journal of agricultural and food chemistry 20050406

Title: Exactly which synephrine alkaloids does Citrus aurantium (bitter orange) contain?

Journal: International journal of obesity (2005) 20050401

Title: Ischemic stroke associated with use of an ephedra-free dietary supplement containing synephrine.

Journal: Mayo Clinic proceedings 20050401

Title: Molecular mechanisms of toxicity of important food-borne phytotoxins.

Journal: Molecular nutrition & food research 20050201

Title: Comment on Citrus aurantium Minireview.

Journal: Experimental biology and medicine (Maywood, N.J.) 20050201

Title: Simultaneous quantification of adrenergic amines and flavonoids in C. aurantium, various Citrus species, and dietary supplements by liquid chromatography.

Journal: Journal of AOAC International 20050101

Title: Synephrine is not Neo-Synephrine.

Journal: Mayo Clinic proceedings 20041201

Title: Bitter orange weight loss products may not be safe.

Journal: Health news (Waltham, Mass.) 20041201

Title: Safety and efficacy of citrus aurantium for weight loss.

Journal: The American journal of cardiology 20041115

Title: Quantitative and qualitative HPLC analysis of thermogenic weight loss products.

Journal: Die Pharmazie 20041101

Title: Products containing bitter orange or synephrine: suspected cardiovascular adverse reactions.

Journal: CMAJ : Canadian Medical Association journal = journal de l'Association medicale canadienne 20041012

Title: Elusive amines and cluster headache: mutational analysis of trace amine receptor cluster on chromosome 6q23.

Journal: Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20041001

Title: Contributions of biochemistry to the pathogenesis of primary headaches.

Journal: Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20041001

Title: Citrus aurantium, an ingredient of dietary supplements marketed for weight loss: current status of clinical and basic research.

Journal: Experimental biology and medicine (Maywood, N.J.) 20040901

Title: Characterization studies and cytotoxicity assays of Pt(II) and Pd(II) dithiocarbamate complexes by means of FT-IR, NMR spectroscopy and mass spectrometry.

Journal: Journal of inorganic biochemistry 20040601

Title: [Determination of synephrine and N-methyltyramine in Pericarpium Citri Reticulatae viride by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040601

Title: Elevated levels of circulating trace amines in primary headaches.

Journal: Neurology 20040525

Title: Possible association of acute lateral-wall myocardial infarction and bitter orange supplement.

Journal: The Annals of pharmacotherapy 20040501

Title: High-performance liquid chromatography methods for the analysis of adrenergic amines and flavanones in Citrus aurantium L. var. amara.

Journal: Phytochemical analysis : PCA 20040101

Title: Ephedra-free is not danger-free.

Journal: Science (New York, N.Y.) 20030919

Title: Determination of ephedrine alkaloids and synephrine in dietary supplements by column-switching cation exchange high-performance liquid chromatography with scanning-wavelength ultraviolet and fluorescence detection.

Journal: Journal of agricultural and food chemistry 20030910

Title: Electrical storm: case series and review of management.

Journal: Journal of cardiovascular pharmacology and therapeutics 20030901

Title: Moderate weight-lowering effect of octopamine treatment in obese Zucker rats.

Journal: Journal of physiology and biochemistry 20030901

Title: HPLC electrochemical detection of trace amines in human plasma and platelets and expression of mRNA transcripts of trace amine receptors in circulating leukocytes.

Journal: Neuroscience letters 20030731

Title: Biological activities of the shrub Salsola tuberculatiformis Botsch.: contraceptive or stress alleviator?

Journal: BioEssays : news and reviews in molecular, cellular and developmental biology 20030601

Title: Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase.

Journal: Pharmacogenetics 20030601

Title: Elusive amines and primary headaches: historical background and prospectives.

Journal: Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20030501

Title: Octopaminergic agonists for the cockroach neuronal octopamine receptor.

Journal: Journal of insect science (Online) 20030101

Title: Determination of adrenergic agonists from extracts and herbal products of Citrus aurantium L. var. amara by LC.

Journal: Journal of pharmaceutical and biomedical analysis 20020801

Title: Determination of hesperidin and synephrine in Pericarpium Citri Reticulatae by capillary electrophoresis with electrochemical detection.

Journal: Analytical and bioanalytical chemistry 20020601

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

Journal: The Journal of biological chemistry 20020419

Title: [Studies on chemical constituents from the flower of Citrus aurantium].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20011201

Title: Seville (sour) orange juice: synephrine content and cardiovascular effects in normotensive adults.

Journal: Journal of clinical pharmacology 20011001

Title: Reactions of amino alcohols in superacid: the direct observation of dicationic intermediates and their application in synthesis.

Journal: Organic letters 20010823

Title: Synthesis of lipids in the fat body of Gryllus bimaculatus: age-dependency and regulation by adipokinetic hormone.

Journal: Archives of insect biochemistry and physiology 20010801

Title: Characterization of antidepressant-like effects of p-synephrine stereoisomers.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010701

Title: Hemodynamic effects of synephrine treatment in portal hypertensive rats.

Journal: Japanese journal of pharmacology 20010201

Title: Thomas JE, et al. STEMI in a 24-year-old man after use of a synephrine-containing dietary supplement: a case report and review of the literature. Tex Heart Inst J. 2009;36(6):586-90.

Title: Huang YT, et al. Hemodynamic effects of synephrine treatment in portal hypertensive rats. Jpn J Pharmacol. 2001 Feb;85(2):183-8.

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Tags:94-07-5 Molecular Formula|94-07-5 MDL|94-07-5 SMILES|94-07-5 4-[1-hydroxy-2-(methylamino)ethyl]phenol