Home Amines 156-28-5
156-28-5,MFCD00012893
Catalog No.:AA001OCH

156-28-5 | Benzeneethanamine, hydrochloride (1:1)

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  • Technical Information
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Technical Information
Catalog Number:
AA001OCH
Chemical Name:
Benzeneethanamine, hydrochloride (1:1)
CAS Number:
156-28-5
Molecular Formula:
C8H12ClN
Molecular Weight:
157.6406
MDL Number:
MFCD00012893
SMILES:
NCCc1ccccc1.Cl
NSC Number:
138569
Properties
Properties
 
Form:
Solid  
MP:
220-222 °C(lit.)  
Storage:
Room Temperature;Keep in dry area;  

Computed Properties
 
Complexity:
65  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  

Literature

Title: Direct benzylic metalation of a phenethylamine derivative: potassium as the key to both generation and stabilization of a labile anion.

Journal: Chemical communications (Cambridge, England) 20121107

Title: Synthesis, characterization and biological screening of sulfonamides derived form 2-phenylethylamine.

Journal: Pakistan journal of pharmaceutical sciences 20121001

Title: Quantitative real-time monitoring of chemical reactions by autosampling flow injection analysis coupled with atmospheric pressure chemical ionization mass spectrometry.

Journal: Analytical chemistry 20120904

Title: Hexahomotrioxacalix[3]arene derivatives as ionophores for molecular recognition of dopamine, serotonin and phenylethylamine.

Journal: Organic & biomolecular chemistry 20120621

Title: [Emergency of synthetic drugs in the general landscape of addiction].

Journal: La Revue du praticien 20120501

Title: Cross-reactivities of various phenethylamine-type designer drugs to immunoassays for amphetamines, with special attention to the evaluation of the one-step urine drug test Instant-View™, and the Emit® assays for use in drug enforcement.

Journal: Forensic science international 20120410

Title: Molecular cloning and expression of gene encoding aromatic amino acid decarboxylase in 'Vidal blanc' grape berries.

Journal: Molecular biology reports 20120401

Title: Vasoconstrictor and vasodilator responses to tryptamine of rat-isolated perfused mesentery: comparison with tyramine and β-phenylethylamine.

Journal: British journal of pharmacology 20120401

Title: Improving the reproducibility in capillary electrophoresis by incorporating current drift in mobility and peak area calculations.

Journal: Electrophoresis 20120301

Title: Tyramine and phenylethylamine biosynthesis by food bacteria.

Journal: Critical reviews in food science and nutrition 20120101

Title: [The development of selective α2-receptor agonists].

Journal: Pharmazie in unserer Zeit 20111101

Title: How and why do transition dipole moment orientations depend on conformer structure?

Journal: The journal of physical chemistry. A 20110901

Title: The effects of pargyline and 2-phenylethylamine on D1-like dopamine receptor binding.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20110701

Title: Molecular dynamics-based simulation of trace amine membrane permeability.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20110701

Title: Functional group dependence of solute partitioning to various locations within a DOPC bilayer: a comparison of molecular dynamics simulations with experiment.

Journal: Journal of pharmaceutical sciences 20110601

Title: Chiral monofluorobenzyl carbanions: synthesis of enantiopure β-fluorinated β-phenylethylamines.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110523

Title: Conformational equilibrium and hydrogen bonding in liquid 2-phenylethylamine explored by Raman spectroscopy and theoretical calculations.

Journal: The journal of physical chemistry. A 20110414

Title: Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT (2A) agonist PET tracers.

Journal: European journal of nuclear medicine and molecular imaging 20110401

Title: Development of an ionic liquid-based ultrasonic-assisted liquid-liquid microextraction method for sensitive determination of biogenic amines: application to the analysis of octopamine, tyramine and phenethylamine in beer samples.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110315

Title: Acute liver failure following recreational use of psychotropic 'head shop' compounds.

Journal: Irish journal of medical science 20110301

Title: Binding to extracellular matrix proteins and formation of biogenic amines by food-associated coagulase-negative staphylococci.

Journal: International journal of food microbiology 20110227

Title: Detection of the reaction intermediates catalyzed by a copper amine oxidase.

Journal: Journal of synchrotron radiation 20110101

Title: Some new psychoactive substances: precursor chemicals and synthesis-driven end-products.

Journal: Drug testing and analysis 20110101

Title: On the formation and nature of the imidazoline I2 binding site on human monoamine oxidase-B.

Journal: Pharmacological research 20101201

Title: Molecularly imprinted poly[bis(2,2'-bithienyl)methane] film with built-in molecular recognition sites for a piezoelectric microgravimetry chemosensor for selective determination of dopamine.

Journal: Bioelectrochemistry (Amsterdam, Netherlands) 20101101

Title: 2-Phenylethylamine, a constituent of chocolate and wine, causes mitochondrial complex-I inhibition, generation of hydroxyl radicals and depletion of striatal biogenic amines leading to psycho-motor dysfunctions in Balb/c mice.

Journal: Neurochemistry international 20101101

Title: Identification of trace-amine-associated receptors (TAAR) in the rat aorta and their role in vasoconstriction by β-phenylethylamine.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20101001

Title: Facile synthesis of octahydrobenzo[h]isoquinolines: novel and highly potent D1 dopamine agonists.

Journal: Bioorganic & medicinal chemistry 20100915

Title: Novel ELISAs for screening of the biogenic amines GABA, glycine, beta-phenylethylamine, agmatine, and taurine using one derivatization procedure of whole urine samples.

Journal: Analytical chemistry 20100801

Title: Combined treatment with MAO-A inhibitor and MAO-B inhibitor increases extracellular noradrenaline levels more than MAO-A inhibitor alone through increases in beta-phenylethylamine.

Journal: European journal of pharmacology 20100710

Title: Normal thermoregulatory responses to 3-iodothyronamine, trace amines and amphetamine-like psychostimulants in trace amine associated receptor 1 knockout mice.

Journal: Journal of neuroscience research 20100701

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

Journal: Planta medica 20100701

Title: Trace amines depress D(2)-autoreceptor-mediated responses on midbrain dopaminergic cells.

Journal: British journal of pharmacology 20100701

Title: 2-(Phenylethyl)ammonium hydrogensquarate hemihydrate: crystal structure, solid-state IR-spectroscopic and theoretical characterization.

Journal: Amino acids 20100601

Title: Selective electrochemical discrimination between dopamine and phenethylamine-derived psychotropic drugs using electrodes modified with an acyclic receptor containing two terminal 3-alkoxy-5-nitroindazole rings.

Journal: The Analyst 20100601

Title: High-level expression and purification of rat monoamine oxidase A (MAO A) in Pichia pastoris: comparison with human MAO A.

Journal: Protein expression and purification 20100401

Title: Transport of phenylethylamine at intestinal epithelial (Caco-2) cells: mechanism and substrate specificity.

Journal: European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20100201

Title: Behavioral disinhibition and reduced anxiety-like behaviors in monoamine oxidase B-deficient mice.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20091201

Title: Discriminative stimulus effects of psychostimulants and hallucinogens in S(+)-3,4-methylenedioxymethamphetamine (MDMA) and R(-)-MDMA trained mice.

Journal: The Journal of pharmacology and experimental therapeutics 20091101

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: Self-assembly of 3,5-bis(ethoxycarbonyl)pyrazolate anions and ammonium cations of beta-phenylethylamine or homoveratrylamine into hetero-double-stranded helical structures.

Journal: Organic & biomolecular chemistry 20090821

Title: The unique substrate specificity of human AOC2, a semicarbazide-sensitive amine oxidase.

Journal: Cellular and molecular life sciences : CMLS 20090801

Title: Effects of dietary amines on the gut and its vasculature.

Journal: The British journal of nutrition 20090601

Title: Effect of beta-phenylethylamine on extracellular concentrations of dopamine in the nucleus accumbens and prefrontal cortex.

Journal: Brain research 20090507

Title: First evidence of a membrane-bound, tyramine and beta-phenylethylamine producing, tyrosine decarboxylase in Enterococcus faecalis: a two-dimensional electrophoresis proteomic study.

Journal: Proteomics 20090501

Title: Formation of styrene during the Maillard reaction is negligible.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20090501

Title: Social modulation of associative fear learning by pheromone communication.

Journal: Learning & memory (Cold Spring Harbor, N.Y.) 20090101

Title: A phase 1 trial of pharmacologic interactions between transdermal selegiline and a 4-hour cocaine infusion.

Journal: BMC clinical pharmacology 20090101

Title: Voltage-sensitivity at the human dopamine D2S receptor is agonist-specific.

Journal: Biochemical and biophysical research communications 20081226

Title: Spectral and thermal studies with anti-fungal aspects of some organotin(IV) complexes with nitrogen and sulphur donor ligands derived from 2-phenylethylamine.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20081115

Title: Multi-compound electrophoretic assays for tyramine oxidase with a UV area detector imaging multiple windows on a looped capillary.

Journal: Journal of chromatography. A 20081003

Title: Dietary trace amine-dependent vasoconstriction in porcine coronary artery.

Journal: British journal of pharmacology 20081001

Title: Pharmacological characterization of membrane-expressed human trace amine-associated receptor 1 (TAAR1) by a bioluminescence resonance energy transfer cAMP biosensor.

Journal: Molecular pharmacology 20080901

Title: Chronic phenethylamine hallucinogen treatment alters behavioral sensitivity to a metabotropic glutamate 2/3 receptor agonist.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20080801

Title: Area-specific differences in transmitter release in central catecholaminergic neurons of spontaneously hypertensive rats.

Journal: Hypertension (Dallas, Tex. : 1979) 20080801

Title: Beta-phenylethylamine inhibits K+ currents in neocortical neurons of the rat: a possible mechanism of beta-phenylethylamine-induced seizures.

Journal: The Tohoku journal of experimental medicine 20080801

Title: Further insight into the mechanism of stereoselective proton abstraction by bacterial copper amine oxidase.

Journal: Biochemistry 20080722

Title: The role of lipophilicity in determining binding affinity and functional activity for 5-HT2A receptor ligands.

Journal: Bioorganic & medicinal chemistry 20080415

Title: Genetic analyses and molecular characterization of the pathways involved in the conversion of 2-phenylethylamine and 2-phenylethanol into phenylacetic acid in Pseudomonas putida U.

Journal: Environmental microbiology 20080201

Title: Wireless voltammetry recording in unanesthetised behaving rats.

Journal: Neuroscience research 20080101

Title: 'Research chemicals': tryptamine and phenethylamine use among high-risk youth.

Journal: Substance use & misuse 20080101

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: Conformational study of 2-phenylethylamine by molecular-beam Fourier transform microwave spectroscopy.

Journal: Physical chemistry chemical physics : PCCP 20070828

Title: Simultaneous determination of 13 amphetamine related drugs in human whole blood using an enhanced polymer column and gas chromatography-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070801

Title: Furo-fused BINOL based crown as a fluorescent chiral sensor for enantioselective recognition of phenylethylamine and ethyl ester of valine.

Journal: The Journal of organic chemistry 20070720

Title: Support vector machine for SAR/QSAR of phenethyl-amines.

Journal: Acta pharmacologica Sinica 20070701

Title: Lyophilized bovine pericardium treated with a phenethylamine-diepoxide as an alternative to preventing calcification of cardiovascular bioprosthesis: preliminary calcification results.

Journal: Artificial organs 20070401

Title: Pharmacologic characterization of the cloned human trace amine-associated receptor1 (TAAR1) and evidence for species differences with the rat TAAR1.

Journal: The Journal of pharmacology and experimental therapeutics 20070101

Title: Alternate binding mode of C-terminal phenethylamine analogs of G(t)alpha(340-350) to photoactivated rhodopsin.

Journal: Chemical biology & drug design 20061201

Title: Studies on the metabolism and toxicological detection of the designer drug 4-ethyl-2,5-dimethoxy-beta-phenethylamine (2C-E) in rat urine using gas chromatographic-mass spectrometric techniques.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20061002

Title: Alternatives for coupling sequential injection systems to commercial capillary electrophoresis-mass spectrometry equipment.

Journal: Journal of chromatography. A 20060915

Title: First genetic characterization of a bacterial beta-phenylethylamine biosynthetic enzyme in Enterococcus faecium RM58.

Journal: FEMS microbiology letters 20060501

Title: Metabolic transformation plays a primary role in the psychostimulant-like discriminative-stimulus effects of selegiline [(R)-(-)-deprenyl].

Journal: The Journal of pharmacology and experimental therapeutics 20060401

Title: [Mescaline and the San Pedro cactus ritual: archaeological and ethnographic evidence in northern Peru].

Journal: Revista de neurologia 20060401

Title: The reversed binding of beta-phenethylamine inhibitors of DPP-IV: X-ray structures and properties of novel fragment and elaborated inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20060315

Title: Matrix effects on accurate mass measurements of low-molecular weight compounds using liquid chromatography-electrospray-quadrupole time-of-flight mass spectrometry.

Journal: Journal of mass spectrometry : JMS 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: Importance of entropy in the conformational equilibrium of phenylalanine: a matrix-isolation infrared spectroscopy and density functional theory study.

Journal: The journal of physical chemistry. A 20060223

Title: Determination of biogenic amines in chocolate by ion chromatographic separation and pulsed integrated amperometric detection with implemented wave-form at Au disposable electrode.

Journal: Journal of chromatography. A 20051209

Title: 2-Phenylethylamine in combination with l-deprenyl lowers the striatal level of dopamine and prolongs the duration of the stereotypy in mice.

Journal: Pharmacology, biochemistry, and behavior 20051101

Title: Characterization of the oxidase activity in mammalian catalase.

Journal: The Journal of biological chemistry 20051021

Title: Beta-phenylethylamine stimulates striatal acetylcholine release through activation of the AMPA glutamatergic pathway.

Journal: Biological & pharmaceutical bulletin 20050901

Title: Effects of beta-phenylethylamine on dopaminergic neurons of the ventral tegmental area in the rat: a combined electrophysiological and microdialysis study.

Journal: The Journal of pharmacology and experimental therapeutics 20050801

Title: Responses of the silkworm tyramine receptor to 2-phenylethylamines and 5-phenyloxazoles.

Journal: Archives of insect biochemistry and physiology 20050701

Title: Primate trace amine receptor 1 modulation by the dopamine transporter.

Journal: The Journal of pharmacology and experimental therapeutics 20050601

Title: The repertoire of trace amine G-protein-coupled receptors: large expansion in zebrafish.

Journal: Molecular phylogenetics and evolution 20050501

Title: Trace amines depress GABA B response in dopaminergic neurons by inhibiting G-betagamma-gated inwardly rectifying potassium channels.

Journal: Molecular pharmacology 20050401

Title: Carbon position-specific isotope analysis of alanine and phenylalanine analogues exhibiting nonideal pyrolytic fragmentation.

Journal: Analytical chemistry 20050315

Title: N-Alkylation of phenethylamine and tryptamine.

Journal: Bioorganic & medicinal chemistry letters 20050201

Title: A rapid, sensitive electron-capture gas chromatographic procedure for analysis of metabolites of N-methyl,N-propargylphenylethylamine, a potential neuroprotective agent.

Journal: Journal of pharmacological and toxicological methods 20050101

Title: Enzymatic oxidation of 2-phenylethylamine to phenylacetic acid and 2-phenylethanol with special reference to the metabolism of its intermediate phenylacetaldehyde.

Journal: Basic & clinical pharmacology & toxicology 20041201

Title: Is monoamine oxydase-B a modifying gene and phenylethylamine a harmful compound in phenylketonuria?

Journal: Molecular genetics and metabolism 20041201

Title: Inhibition of brain mitochondrial respiration by dopamine and its metabolites: implications for Parkinson's disease and catecholamine-associated diseases.

Journal: Journal of neurochemistry 20041101

Title: Dopamine transporter-dependent and -independent actions of trace amine beta-phenylethylamine.

Journal: Journal of neurochemistry 20041001

Title: Distribution of two triamines, spermidine and homospermidine, and an aromatic amine, 2-phenylethylamine, within the phylum Bacteroidetes.

Journal: The Journal of general and applied microbiology 20041001

Title: Mammalian central nervous system trace amines. Pharmacologic amphetamines, physiologic neuromodulators.

Journal: Journal of neurochemistry 20040701

Title: A new trend in drugs-of-abuse; the 2C-series of phenethylamine designer drugs.

Journal: Pharmacy world & science : PWS 20040401

Title: Metabolism of 2-phenylethylamine and phenylacetaldehyde by precision-cut guinea pig fresh liver slices.

Journal: European journal of drug metabolism and pharmacokinetics 20040101

Title: Metabolism of 2-phenylethylamine to phenylacetic acid, via the intermediate phenylacetaldehyde, by freshly prepared and cryopreserved guinea pig liver slices.

Journal: In vivo (Athens, Greece) 20040101

Title: Evidence that dioxygen and substrate activation are tightly coupled in dopamine beta-monooxygenase. Implications for the reactive oxygen species.

Journal: The Journal of biological chemistry 20031212

Title: Stereochemistry of 2-phenylethylamine oxidation catalyzed by bacterial copper amine oxidase.

Journal: Bioscience, biotechnology, and biochemistry 20031201

Title: A new formulation of selegiline: improved bioavailability and selectivity for MAO-B inhibition.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20031101

Title: Chemical and kinetic reaction mechanisms of quinohemoprotein amine dehydrogenase from Paracoccus denitrificans.

Journal: Biochemistry 20030923

Title: Neurophysiological correlates of affiliative behaviour between humans and dogs.

Journal: Veterinary journal (London, England : 1997) 20030501

Title: Dopaminergic supersensitivity in G protein-coupled receptor kinase 6-deficient mice.

Journal: Neuron 20030424

Title: Novel dual inhibitors of AChE and MAO derived from hydroxy aminoindan and phenethylamine as potential treatment for Alzheimer's disease.

Journal: Journal of medicinal chemistry 20021121

Title: Content of biogenic amines in a Chardonnay wine obtained through spontaneous and inoculated fermentations.

Journal: Journal of agricultural and food chemistry 20020814

Title: Probing the catalytic mechanism of Escherichia coli amine oxidase using mutational variants and a reversible inhibitor as a substrate analogue.

Journal: The Biochemical journal 20020801

Title: Monoamine-dependent production of reactive oxygen species catalyzed by pseudoperoxidase activity of human hemoglobin.

Journal: Bioscience, biotechnology, and biochemistry 20020601

Title: [Decreased beta-phenylethylamine in urine of children with attention deficit hyperactivity disorder and autistic disorder].

Journal: No to hattatsu = Brain and development 20020501

Title: Phenylethylamine induces an increase in cytosolic Ca2+ in yeast.

Journal: Bioscience, biotechnology, and biochemistry 20020501

Title: Increased baroreceptor response in mice deficient in monoamine oxidase A and B.

Journal: American journal of physiology. Heart and circulatory physiology 20020301

Title: Rat striatal monoamine oxidase-B inhibition by l-deprenyl and rasagiline: its relationship to 2-phenylethylamine-induced stereotypy and Parkinson's disease.

Journal: Parkinsonism & related disorders 20020301

Title: Psychomotor stimulant effects of beta-phenylethylamine in monkeys treated with MAO-B inhibitors.

Journal: Psychopharmacology 20011201

Title: High performance liquid chromatography with UV detection for the simultaneous determination of sympathomimetic amines using 4-(4,5-diphenyl-1H-imidazole-2-yl)benzoyl chloride as a label.

Journal: Biomedical chromatography : BMC 20011001

Title: The involvement of two p450 enzymes, CYP83B1 and CYP83A1, in auxin homeostasis and glucosinolate biosynthesis.

Journal: Plant physiology 20010901

Title: Following the trace of elusive amines.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20010814

Title: Effects of carboxyl-terminal truncations on the activity and solubility of human monoamine oxidase B.

Journal: The Journal of biological chemistry 20010803

Title: Involvement of adrenal medulla grafts in the open field behavior.

Journal: Behavioural brain research 20010601

Title: Evolution of microbial populations and biogenic amine production in dry sausages produced in Southern Italy.

Journal: Journal of applied microbiology 20010601

Title: beta-Phenylethylamine modulates acetylcholine release in the rat striatum: involvement of a dopamine D(2) receptor mechanism.

Journal: European journal of pharmacology 20010420

Title: Mechanisms of inverse agonism of antipsychotic drugs at the D(2) dopamine receptor: use of a mutant D(2) dopamine receptor that adopts the activated conformation.

Journal: Journal of neurochemistry 20010401

Title: Beta-phenylethylamines and the isoquinoline alkaloids.

Journal: Natural product reports 20010401

Title: Substrate and inhibitor specificities for human monoamine oxidase A and B are influenced by a single amino acid.

Journal: The Journal of biological chemistry 20010330

Title: Monoamine oxidase in developing rat renal cortex: effect of dexamethasone treatment.

Journal: European journal of pharmacology 20010309

Title: The phenylacetyl-CoA catabolon: a complex catabolic unit with broad biotechnological applications.

Journal: Molecular microbiology 20010301

Title: Platelet monoamine oxidase B and plasma beta-phenylethylamine in Parkinson's disease.

Journal: Journal of neurology, neurosurgery, and psychiatry 20010201

Title: A molecular approach to the study of structure-activity correlation for some amphetamines.

Journal: Journal of psychoactive drugs 20010101

Title: Phenibut (beta-phenyl-GABA): a tranquilizer and nootropic drug.

Journal: CNS drug reviews 20010101

Title: Why do some dietary migraine patients claim they get headaches from placebos?

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20000501

Title: Pharmacokinetic aspects of deprenyl effects.

Journal: Polish journal of pharmacology and pharmacy 19840101

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Tags:156-28-5 Molecular Formula|156-28-5 MDL|156-28-5 SMILES|156-28-5 Benzeneethanamine, hydrochloride (1:1)