Melting point	138-140 ºC

Symbol(GHS)	Xi
Hazard Codes	R36/37/38
SDS/MSDS	S26;S37/39

Source	SDS/MSDS Samples
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Peer-Reviewed Papers

Precursors and metabolites of phenylethylamine, m and p-tyramine and tryptamine in human lumbar and cisternal cerebrospinal fluid.S N Young et al.Journal of neurology, neurosurgery, and psychiatry, 45(7), 633-639 (1982-07-01) Monitoring neonatal fungal infection with metabolomics.Angelica Dessì et al.The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians, 27 Suppl 2, 34-38 (2014-10-07) Nematicidal activities of 4-hydroxyphenylacetic acid and oidiolactone D produced by the fungus Oidiodendron sp.Kouhei Ohtani et al.Zeitschrift fur Naturforschung. C, Journal of biosciences, 66(1-2), 31-34 (2011-04-12) [Studies on the chemical constituents of extract with water from Forsythia suspensa].Lan Luan et al.Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 33(2), 220-221 (2010-06-26) Competing pathways in the photo-Favorskii rearrangement and release of esters: studies on fluorinated p-hydroxyphenacyl-caged GABA and glutamate phototriggers.Kenneth Stensrud et al.The Journal of organic chemistry, 74(15), 5219-5227 (2009-07-04) Effects of anticonvulsant treatment and low levels of folate and thiamine on amine metabolites in cerebrospinal fluid.M I Botez et al.Brain : a journal of neurology, 114 ( Pt 1A), 333-348 (1991-02-01) Decreased serum levels of D-serine in patients with schizophrenia: evidence in support of the N-methyl-D-aspartate receptor hypofunction hypothesis of schizophrenia.Kenji Hashimoto et al.Archives of general psychiatry, 60(6), 572-576 (2003-06-11) Chlorogenic acid, quercetin-3-rutinoside and black tea phenols are extensively metabolized in humans.Margreet R Olthof et al.The Journal of nutrition, 133(6), 1806-1814 (2003-05-29) Grape Extract Activates Brown Adipose Tissue Through Pathway Involving the Regulation of Gut Microbiota and Bile Acid.Xue Han et al.Molecular nutrition & food research, 64(10), e2000149-e2000149 (2020-04-06) Biocontrol ability of Lysobacter antibioticus HS124 against Phytophthora blight is mediated by the production of 4-hydroxyphenylacetic acid and several lytic enzymes.Hyun-Sun Ko et al.Current microbiology, 59(6), 608-615 (2009-09-04) Anti-hyperglycemic effect of Opuntia streptacantha Lem.Adolfo Andrade-Cetto et al.Journal of ethnopharmacology, 133(2), 940-943 (2010-11-30) Prediction of skeletal muscle and fat mass in patients with advanced cancer using a metabolomic approach.Cynthia Stretch et al.The Journal of nutrition, 142(1), 14-21 (2011-12-14) The transcriptional regulator CprK detects chlorination by combining direct and indirect readout mechanisms.Laura R Kemp et al.Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 368(1616), 20120323-20120323 (2013-03-13) Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.Andrew M Jenner et al.Free radical biology & medicine, 38(6), 763-772 (2005-02-22) Plasma and cerebrospinal fluid amino acids in epileptic patients.Sirpa Rainesalo et al.Neurochemical research, 29(1), 319-324 (2004-03-03) Metabolism of [2-14C]p-hydroxyphenyl acetic acid in rat, monkey and human hepatocytes and in bile-duct cannulated rats.Lian Zhou et al.Xenobiotica; the fate of foreign compounds in biological systems, 41(4), 312-319 (2010-12-15) Hydroxytyrosol from tyrosol using hydroxyphenylacetic acid-induced bacterial cultures and evidence of the role of 4-HPA 3-hydroxylase.Pierre-Pol Liebgott et al.Research in microbiology, 160(10), 757-766 (2009-10-20) A metabolite profiling approach to identify biomarkers of flavonoid intake in humans.Wai Mun Loke et al.The Journal of nutrition, 139(12), 2309-2314 (2009-10-09) Polymethacrylate monolithic columns for hydrophilic interaction liquid chromatography prepared using a secondary surface polymerization.Sinéad Currivan et al.Journal of chromatography. A, 1402, 82-93 (2015-05-30) Application of solid phase extraction and high-performance liquid chromatography to qualitative and quantitative analysis of nucleotides and nucleosides in human cerebrospinal fluid.Joanna Czarnecka et al.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 822(1-2), 85-90 (2005-07-05) Reduced cerebrospinal fluid 5-hydroxyindoleacetic acid and homovanillic acid in children with epilepsy.B A Shaywitz et al.Neurology, 25(1), 72-79 (1975-01-01) SPE-NMR metabolite sub-profiling of urine.Doris M Jacobs et al.Analytical and bioanalytical chemistry, 404(8), 2349-2361 (2012-08-31) The effect of vigabatrin (gamma-vinyl GABA) on cerebral blood flow and metabolism.M V Spanaki et al.Neurology, 53(7), 1518-1522 (1999-10-26) Determination of p-hydroxyphenylacetic acid in cerebrospinal fluid by high-performance liquid chromatography with electrochemical detection.K Kobayashi et al.Clinica chimica acta; international journal of clinical chemistry, 123(1-2), 161-168 (1982-08-04) Quercetin-dependent inhibition of nitration induced by peroxidase/H2O2/nitrite systems in human saliva and characterization of an oxidation product of quercetin formed during the inhibition.Sachiko Hirota et al.Journal of agricultural and food chemistry, 53(9), 3265-3272 (2005-04-28) Korean J. 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Role of the metal center in decomposition kinetics and nitration.C Quijano et al.The Journal of biological chemistry, 276(15), 11631-11638 (2001-01-21) Study on urinary metabolic profile of phenylketonuria by micellar electrokinetic capillary chromatography with dual electrochemical detection--potential clinical application in fast diagnosis of phenylketonuria.Dongli Zhang et al.Analytica chimica acta, 694(1-2), 61-66 (2011-05-14) Comparative metabolite profiling and fingerprinting of medicinal licorice roots using a multiplex approach of GC-MS, LC-MS and 1D NMR techniques.Mohamed A Farag et al.Phytochemistry, 76, 60-72 (2012-02-18) Detection of propan-1,2-diol in neonatal brain by in vivo proton magnetic resonance spectroscopy.E B Cady et al.Magnetic resonance in medicine, 32(6), 764-767 (1994-12-01) gamma-Glutamylglutamine and taurine concentrations are decreased in the cerebrospinal fluid of drug-naive patients with schizophrenic disorders.K Q Do et al.Journal of neurochemistry, 65(6), 2652-2662 (1995-12-01) [P-hydroxyphenylacetic acid concentrations in cerebrospinal fluid].K Kobayashi et al.No to shinkei = Brain and nerve, 34(8), 769-774 (1982-08-01) Route of administration determines the anxiolytic activity of the flavonols kaempferol, quercetin and myricetin--are they prodrugs?Cica Vissiennon et al.The Journal of nutritional biochemistry, 23(7), 733-740 (2011-08-16) High glycine levels are associated with prepulse inhibition deficits in chronic schizophrenia patients.Uriel Heresco-Levy et al.Schizophrenia research, 91(1-3), 14-21 (2007-02-06) Inactivation of cystathionine beta-synthase with peroxynitrite.Laura Celano et al.Archives of biochemistry and biophysics, 491(1-2), 96-105 (2009-09-08) Monoamine metabolites and amino acids in serum from schizophrenic patients before and during sulpiride treatment.G Alfredsson et al.Psychopharmacology, 99(3), 322-327 (1989-01-01) In the NadR regulon, adhesins and diverse meningococcal functions are regulated in response to signals in human saliva.Luca Fagnocchi et al.Journal of bacteriology, 194(2), 460-474 (2011-11-15) Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment.C Härnryd et al.Psychopharmacology, 64(2), 131-134 (1979-08-08) Catecholamine metabolite excretion in spina bifida.B McKibbin et al.Journal of clinical pathology, 22(6), 687-689 (1969-11-01) A general separation method of phenolic acids using pH-zone-refining counter-current chromatography and its application to oat bran.Genlai Dong et al.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 992, 36-42 (2015-05-06) Quorum sensing activity in Ophiostoma ulmi: effects of fusel oils and branched chain amino acids on yeast-mycelial dimorphism.A Berrocal et al.Journal of applied microbiology, 113(1), 126-134 (2012-04-24) Photoremovable protecting groups: development and applications.Jakob Wirz Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 11(3), 445-445 (2012-02-22) Microbial metabolites of proanthocyanidins reduce chemical carcinogen-induced DNA damage in human lung epithelial and fetal hepatic cells in vitro.W P D Wass Thilakarathna et al.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 125, 479-493 (2019-02-09) Yoghurt impacts on the excretion of phenolic acids derived from colonic breakdown of orange juice flavanones in humans.Suri Roowi et al.Molecular nutrition & food research, 53 Suppl 1, S68-S75 (2009-05-06) Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.Rohan A Davis et al.Bioorganic & medicinal chemistry, 18(1), 14-18 (2009-12-08) Catecholamines and congenital pain insensitivity.I Raw et al.Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 17(3-4), 271-279 (1984-01-01) Structural insight into the mechanism of DNA-binding attenuation of the Neisserial adhesin repressor NadR by the small natural ligand 4-hydroxyphenylacetic acid.Sébastien Brier et al.Biochemistry, 51(34), 6738-6752 (2012-07-28) Applications of p-hydroxyphenacyl (pHP) and coumarin-4-ylmethyl photoremovable protecting groups.Richard S Givens et al.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 11(3), 472-488 (2012-02-22) Label-free fluorescence method for screening G-quadruplex ligands.Lihui Fu et al.Analytical biochemistry, 421(1), 198-202 (2011-11-15) Journal of the Chemical Society. Perkin Transactions 1, 3005-3005 (1991) Urinary excretion of conjugated homovanillic acid, 3,4-dihydroxyphenylacetic acid, p-hydroxyphenylacetic acid, and vanillic acid by persons on their usual diet and patients with neuroblastoma.F A Muskiet et al.Clinical chemistry, 25(7), 1281-1284 (1979-07-01) Low CSF GABA concentration in children with febrile convulsions, untreated epilepsy, and meningitis.D Rating et al.Journal of neurology, 230(4), 217-225 (1983-01-01) Ultra high performance liquid chromatography with mass spectrometry method for the simultaneous determination of phenolic constituents in honey from various floral sources using multiwalled carbon nanotubes as extraction sorbents.Saikh Mohammad Wabaidur et al.Journal of separation science, 38(15), 2597-2606 (2015-05-20) Quantitative analysis for organic acids in biological samples: batch isolation followed by gas chromatographic-mass spectrometric analysis.G Hoffmann et al.Clinical chemistry, 35(4), 587-595 (1989-04-01) Stability and anti-topoisomerase activity of phenolic compounds of Capsicum annuum "Serrano" after gastrointestinal digestion and in vitro colonic fermentation.Alicia P Cárdenas-Castro et al.International journal of food sciences and nutrition, 71(7), 826-838 (2020-03-07) Urinary and plasma organic acids and amino acids in chronic fatigue syndrome.Mark G Jones et al.Clinica chimica acta; international journal of clinical chemistry, 361(1-2), 150-158 (2005-07-05) The metabolic fate of red wine and grape juice polyphenols in humans assessed by metabolomics.Ferdinand A van Dorsten et al.Molecular nutrition & food research, 54(7), 897-908 (2009-12-17) Haemocytes play a commensal rôle in the synthesis of the dihydroxybenzoate required as a precursor for sclerotization of the egg case (ootheca) in the cockroach Periplaneta americana (L).D L Whitehead Bulletin of entomological research, 101(3), 251-258 (2010-08-19) Urinary excretion of the nitrotyrosine metabolite 3-nitro-4-hydroxyphenylacetic acid in preterm and term infants.Thomas Hoehn et al.Neonatology, 93(2), 73-76 (2007-08-09) Human salivary peroxidase-catalyzed oxidation of nitrite and nitration of salivary components 4-hydroxyphenylacetic acid and proteins.Umeo Takahama et al.Archives of oral biology, 48(10), 679-690 (2003-09-16) Design and synthesis of novel bone-targeting dual-action pro-drugs for the treatment and reversal of osteoporosis.Steve Arns et al.Bioorganic & medicinal chemistry, 20(6), 2131-2140 (2012-02-22) Modeling the solubility of pharmaceuticals in pure solvents and solvent mixtures for drug process design.Feelly Ruether et al.Journal of pharmaceutical sciences, 98(11), 4205-4215 (2009-03-14) Bioavailability and catabolism of green tea flavan-3-ols in humans.Daniele Del Rio et al.Nutrition (Burbank, Los Angeles County, Calif.), 26(11-12), 1110-1116 (2010-01-19) Enzyme-enhanced fluorescence detection of DNA on etched optical fibers.Shu-yan Niu et al.Biosensors & bioelectronics, 24(9), 2943-2946 (2009-03-25) Revealing hydrogen peroxide as an external stressor in macrophyte-dominated coastal ecosystems.Isla M Twigg et al.Oecologia, 193(3), 583-591 (2020-06-20) The presence of 4-hydroxyphenylacetic acid in human saliva and the possibility of its nitration by salivary nitrite in the stomach.Umeo Takahama et al.FEBS letters, 518(1-3), 116-118 (2002-05-09) Alternative activation of macrophages and pulmonary fibrosis are modulated by scavenger receptor, macrophage receptor with collagenous structure.Shubha Murthy et al.FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(8), 3527-3536 (2015-05-09) Dietary supplementation with cocoa flavanols does not alter colon tissue profiles of native flavanols and their microbial metabolites established during habitual dietary exposure in C57BL/6J mice.Katheryn M Goodrich et al.Journal of agricultural and food chemistry, 62(46), 11190-11199 (2014-10-23) Nitration of the salivary component 4-hydroxyphenylacetic acid in the human oral cavity: enhancement of nitration under acidic conditions.Umeo Takahama et al.European journal of oral sciences, 117(5), 555-562 (2009-09-18) Detection of autosomal dominant polycystic kidney disease by NMR spectroscopic fingerprinting of urine.Wolfram Gronwald et al.Kidney international, 79(11), 1244-1253 (2011-03-11) Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.Rohan A Davis et al.Journal of medicinal chemistry, 54(6), 1682-1692 (2011-02-22) Organic acids in the second morning urine in a healthy Swiss paediatric population.Olivier Boulat et al.Clinical chemistry and laboratory medicine, 41(12), 1642-1658 (2004-01-08) Kinetic cooperativity of tyrosinase. A general mechanism.Jose Luis Muñoz-Muñoz et al.Acta biochimica Polonica, 58(3), 303-311 (2011-09-03) pH-dependent studies reveal an efficient hydroxylation mechanism of the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase.Nantidaporn Ruangchan et al.The Journal of biological chemistry, 286(1), 223-233 (2010-10-30) Excretion of amines and their metabolites by two patients in hepatic coma treated with L-dopa.G M Tyce et al.Clinical pharmacology and therapeutics, 34(3), 390-398 (1983-09-01) Metabolite profile of cerebrospinal fluid in patients with spina bifida: a proton magnetic resonance spectroscopy study.Kamalesh Pal et al.Spine, 30(3), E68-E72 (2005-02-01) Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.F Guneral et al.Clinical chemistry, 40(6), 862-866 (1994-06-01)

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