phenethylamines

Summary

Summary: A group of compounds that are derivatives of beta- aminoethylbenzene which is structurally and pharmacologically related to amphetamine. (From Merck Index, 11th ed)

Top Publications

  1. Ferenbach D, Hughes J. Adenosine A(2A) agonists as therapy for glomerulonephritis. Kidney Int. 2011;80:329-31 pubmed publisher
    ..The role of A(2A)R activation in determining outcome in renal inflammation is discussed...
  2. Hu L, Zhou T, Ahn J, Wang S, Zhou J, Hu Y, et al. Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands. Biochem J. 2009;424:39-45 pubmed publisher
    ..The findings of the present study not only shed light on the pharmacological species difference of TAAR1, but also raise new possibilities about the mechanism of some of the imidazoline-related agents...
  3. Impellizzeri D, Di Paola R, Esposito E, Mazzon E, Paterniti I, Melani A, et al. CGS 21680, an agonist of the adenosine (A2A) receptor, decreases acute lung inflammation. Eur J Pharmacol. 2011;668:305-16 pubmed publisher
    ..Thus, based on these findings we propose that adenosine A(2A) receptor agonists such as CGS 21680 may be useful in the treatment of various inflammatory diseases...
  4. Garcia G, Truong L, Chen J, Johnson R, Feng L. Adenosine A(2A) receptor activation prevents progressive kidney fibrosis in a model of immune-associated chronic inflammation. Kidney Int. 2011;80:378-88 pubmed publisher
    ..Thus, A(2A)R activation can arrest GN and prevent progressive fibrosis in established pathological lesions. ..
  5. Zhang L, Yang N, Wang S, Huang B, Li F, Tan H, et al. Adenosine 2A receptor is protective against renal injury in MRL/lpr mice. Lupus. 2011;20:667-77 pubmed publisher
    ..Adenosine is considered as a potent endogenous anti-inflammatory and immunosuppressive molecule. We examined the roles of A2A-adenosine receptor (A(2A)R) in the progression of lupus nephritis...
  6. Ettrup A, Hansen M, Santini M, Paine J, Gillings N, Palner M, et al. Radiosynthesis and in vivo evaluation of a series of substituted 11C-phenethylamines as 5-HT (2A) agonist PET tracers. Eur J Nucl Med Mol Imaging. 2011;38:681-93 pubmed publisher
    ..Here, we present the in vivo validation of nine novel 5-HT(2A) receptor agonist PET tracers in the pig brain...
  7. Genovese T, Melani A, Esposito E, Paterniti I, Mazzon E, Di Paola R, et al. Selective adenosine A(2a) receptor agonists reduce the apoptosis in an experimental model of spinal cord trauma. J Biol Regul Homeost Agents. 2010;24:73-86 pubmed
    ..In conclusion, our results demonstrate that treatment with adenosine A2A receptor agonists prevents the apoptotic process that is an important step of secondary damage after SCI...
  8. Everitt H, Moss Morris R, Sibelli A, Tapp L, Coleman N, Yardley L, et al. Management of irritable bowel syndrome in primary care: feasibility randomised controlled trial of mebeverine, methylcellulose, placebo and a patient self-management cognitive behavioural therapy website. (MIBS trial). BMC Gastroenterol. 2010;10:136 pubmed publisher
    ..We have developed a web-based CBT self-management programme, Regul8, based on an existing evidence based self-management manual and in partnership with patients. This could increase access with minimal increased costs...
  9. Fehler M, Broadley K, Ford W, Kidd E. Identification of trace-amine-associated receptors (TAAR) in the rat aorta and their role in vasoconstriction by ?-phenylethylamine. Naunyn Schmiedebergs Arch Pharmacol. 2010;382:385-98 pubmed publisher
    ..The presence of TAAR-1 suggests that vasoconstriction may be via these receptors; however, the potency order differed from that reported for transfected cells expressing rat TAAR-1...

More Information

Publications62

  1. Broadley K. The vascular effects of trace amines and amphetamines. Pharmacol Ther. 2010;125:363-75 pubmed publisher
    ..The review also considers their clinical relevance as constituents of the diet, as therapeutic agents (ritodrine, phenylpropanolamine, and pseudoephedrine) and as drugs of abuse (amphetamine, 'ecstasy') and their mechanisms of action...
  2. Schmitt K, Mamidyala S, Biswas S, Dutta A, Reith M. Bivalent phenethylamines as novel dopamine transporter inhibitors: evidence for multiple substrate-binding sites in a single transporter. J Neurochem. 2010;112:1605-18 pubmed publisher
    ..Our results strongly indicate the existence of multiple DAT substrate-interaction sites, implying that it is possible to design novel types of DAT inhibitors based upon the 'multivalent ligand' strategy...
  3. Panas H, Lynch L, Vallender E, Xie Z, Chen G, Lynn S, et al. Normal thermoregulatory responses to 3-iodothyronamine, trace amines and amphetamine-like psychostimulants in trace amine associated receptor 1 knockout mice. J Neurosci Res. 2010;88:1962-9 pubmed publisher
    ..Accordingly, TAAR1-directed compounds will likely not affect thermoregulation nor are they likely to be cryogens...
  4. Ma G, Bavadekar S, Schaneberg B, Khan I, Feller D. Effects of synephrine and beta-phenethylamine on human alpha-adrenoceptor subtypes. Planta Med. 2010;76:981-6 pubmed publisher
    ..Both, synephrine and beta-phenethylamine, may act as antagonists of pre-synaptic alpha(2A/2C)-ARs present in nerve terminals...
  5. Mazzon E, Esposito E, Impellizzeri D, Di Paola R, Melani A, Bramanti P, et al. CGS 21680, an agonist of the adenosine (A2A) receptor, reduces progression of murine type II collagen-induced arthritis. J Rheumatol. 2011;38:2119-29 pubmed publisher
  6. Miller G, Verrico C, Jassen A, Konar M, Yang H, Panas H, et al. Primate trace amine receptor 1 modulation by the dopamine transporter. J Pharmacol Exp Ther. 2005;313:983-94 pubmed publisher
  7. Wiese S, Jablonka S, Holtmann B, Orel N, Rajagopal R, Chao M, et al. Adenosine receptor A2A-R contributes to motoneuron survival by transactivating the tyrosine kinase receptor TrkB. Proc Natl Acad Sci U S A. 2007;104:17210-5 pubmed
  8. Karcz Kubicha M, Antoniou K, Terasmaa A, Quarta D, Solinas M, Justinova Z, et al. Involvement of adenosine A1 and A2A receptors in the motor effects of caffeine after its acute and chronic administration. Neuropsychopharmacology. 2003;28:1281-91 pubmed
  9. Herbert A, Kidd E, Broadley K. Dietary trace amine-dependent vasoconstriction in porcine coronary artery. Br J Pharmacol. 2008;155:525-34 pubmed publisher
  10. Kennedy T, Jones R, Darnley S, Seed P, Wessely S, Chalder T. Cognitive behaviour therapy in addition to antispasmodic treatment for irritable bowel syndrome in primary care: randomised controlled trial. BMJ. 2005;331:435 pubmed
    ..To assess the efficacy of cognitive behaviour therapy delivered in primary care for treating irritable bowel syndrome...
  11. Hasko G, Xu D, Lu Q, Németh Z, Jabush J, Berezina T, et al. Adenosine A2A receptor activation reduces lung injury in trauma/hemorrhagic shock. Crit Care Med. 2006;34:1119-25 pubmed
    ..The current study was designed to evaluate the effect of A(2A) receptor activation on organ injury and inflammation in the setting of global ischemia/reperfusion elicited by trauma/hemorrhagic shock and resuscitation...
  12. O Driscoll C, Gorman A. Hypoxia induces neurite outgrowth in PC12 cells that is mediated through adenosine A2A receptors. Neuroscience. 2005;131:321-9 pubmed
    ..Thus, exposure to hypoxia at critical stages of development may contribute to aberrant neurite outgrowth and could be a factor in the pathogenesis of certain delayed developmental neurological disorders...
  13. Regaya I, Pham T, Andreotti N, Sauze N, Carrega L, Martin Eauclaire M, et al. Small conductance calcium-activated K+ channels, SkCa, but not voltage-gated K+ (Kv) channels, are implicated in the antinociception induced by CGS21680, a A2A adenosine receptor agonist. Life Sci. 2004;76:367-77 pubmed
    ..Lei-Dab 7 was more potent than apamin in this regard. We conclude that SKCa but not Kv channels are implicated in CGS 21680-induced antinociception...
  14. Wirkner K, Gerevich Z, Krause T, Günther A, Köles L, Schneider D, et al. Adenosine A2A receptor-induced inhibition of NMDA and GABAA receptor-mediated synaptic currents in a subpopulation of rat striatal neurons. Neuropharmacology. 2004;46:994-1007 pubmed
  15. Backes B, Longenecker K, Hamilton G, Stewart K, Lai C, Kopecka H, et al. Pyrrolidine-constrained phenethylamines: The design of potent, selective, and pharmacologically efficacious dipeptidyl peptidase IV (DPP4) inhibitors from a lead-like screening hit. Bioorg Med Chem Lett. 2007;17:2005-12 pubmed
    A novel series of pyrrolidine-constrained phenethylamines were developed as dipeptidyl peptidase IV (DPP4) inhibitors for the treatment of type 2 diabetes...
  16. Yang M, Soohoo D, Soelaiman S, Kalla R, Zablocki J, Chu N, et al. Characterization of the potency, selectivity, and pharmacokinetic profile for six adenosine A2A receptor antagonists. Naunyn Schmiedebergs Arch Pharmacol. 2007;375:133-44 pubmed
    ..Among the six A2A-antagonists, KW-6002 is the best for use in in vivo animal studies, particularly for a CNS target, based on its bioavailability, half life, and brain penetration...
  17. Broadley K, Akhtar Anwar M, Herbert A, Fehler M, Jones E, Davies W, et al. Effects of dietary amines on the gut and its vasculature. Br J Nutr. 2009;101:1645-52 pubmed publisher
    ..Restriction of blood flow elsewhere diverts blood to the gut to aid digestion. Thus, trace amines in the diet may promote the digestive process through stimulation of the gut and improved gastrointestinal circulation...
  18. Churchwell M, Holder C, Little D, Preece S, Smith D, Doerge D. Liquid chromatography/electrospray tandem mass spectrometric analysis of incurred ractopamine residues in livestock tissues. Rapid Commun Mass Spectrom. 2002;16:1261-5 pubmed
    ..The high sensitivity and specificity for measurement and confirmation of ractopamine residues suggests this method will be applicable for regulatory residue surveillance programs...
  19. Winter J. Hallucinogens as discriminative stimuli in animals: LSD, phenethylamines, and tryptamines. Psychopharmacology (Berl). 2009;203:251-63 pubmed publisher
    ..Stimulus control by hallucinogens has provided an intuitively attractive approach to the study of these agents in nonverbal species...
  20. Liu H, Ji M, Luo X, Shen J, Huang X, Hua W, et al. New p-methylsulfonamido phenylethylamine analogues as class III antiarrhythmic agents: design, synthesis, biological assay, and 3D-QSAR analysis. J Med Chem. 2002;45:2953-69 pubmed
    ..0 x 10(-8)mol/L in increasing the ERP by 10 ms, which is slightly lower than that of 2. The results showed that the 3D-QSAR models are reliable and can be extended to design new antiarrhythmic agents...
  21. Wyatt A, Steinert J, Wheeler Jones C, Morgan A, Sugden D, Pearson J, et al. Early activation of the p42/p44MAPK pathway mediates adenosine-induced nitric oxide production in human endothelial cells: a novel calcium-insensitive mechanism. FASEB J. 2002;16:1584-94 pubmed
  22. Zhao L, Yang X, Xu R, Wu J, Gu S, Zhang L, et al. Safety, tolerability and pharmacokinetics of phenoprolamine hydrochloride floating sustained-release tablets in healthy Chinese subjects. Int J Pharm. 2009;377:99-104 pubmed publisher
    ..Oral dosing regimen selected for subsequent Phase II/III clinical trials was 60 mg of PHFST, b.i.d., and dose up to 120 mg, b.i.d. - may be used to achieve better antihypertensive effect...
  23. Miyazaki N, Nakatsuka T, Takeda D, Nohda K, Inoue K, Yoshida M. Adenosine modulates excitatory synaptic transmission and suppresses neuronal death induced by ischaemia in rat spinal motoneurones. Pflugers Arch. 2008;457:441-51 pubmed publisher
    ..Moreover, this study has provided a cellular basis for an involvement of A(1) receptors in the neuroprotective actions of adenosine...
  24. Ezeamuzie C, Philips E. Positive coupling of atypical adenosine A3 receptors on human eosinophils to adenylyl cyclase. Biochem Biophys Res Commun. 2003;300:712-8 pubmed
    ..We conclude that in human eosinophils, an atypical form of A(3) receptors positively coupled to AC may exist. The resulting cAMP generation may underlie the anti-inflammatory actions of A(3) agonists in eosinophils...
  25. Berry M. Mammalian central nervous system trace amines. Pharmacologic amphetamines, physiologic neuromodulators. J Neurochem. 2004;90:257-71 pubmed
    ..These effects are seen as an altered neuronal sensitivity to monoamine neurotransmitters, with no change in neuronal excitability in the absence of neurotransmitter...
  26. Mori Y, Higuchi M, Masuyama N, Gotoh Y. Adenosine A2A receptor facilitates calcium-dependent protein secretion through the activation of protein kinase A and phosphatidylinositol-3 kinase in PC12 cells. Cell Struct Funct. 2004;29:101-10 pubmed
  27. Chou S, Lee Y, Chen H, Chiang M, Lai H, Chang H, et al. CGS21680 attenuates symptoms of Huntington's disease in a transgenic mouse model. J Neurochem. 2005;93:310-20 pubmed
    ..Since AMPK is a master switch for energy metabolism, modulation of energy dysfunction caused by the mutant Htt might contribute to the beneficial effects of CGS. Collectively, CGS is a potential drug candidate for the treatment of HD...
  28. Genovese T, Melani A, Esposito E, Mazzon E, Di Paola R, Bramanti P, et al. The selective adenosine A2A receptor agonist CGS 21680 reduces JNK MAPK activation in oligodendrocytes in injured spinal cord. Shock. 2009;32:578-85 pubmed publisher
    ..A reducing effect of JNK activation in oligodendrocytes might account for protective effect of the A2A agonist against SCI-induced demyelination...
  29. Kaitaniemi S, Elovaara H, Grön K, Kidron H, Liukkonen J, Salminen T, et al. The unique substrate specificity of human AOC2, a semicarbazide-sensitive amine oxidase. Cell Mol Life Sci. 2009;66:2743-57 pubmed publisher
    ..Characterization of AOC2 will help in evaluating the contribution of this enzyme to the pathological processes attributed to the SSAO activity and in designing specific inhibitors for the individual members of the SSAO family...
  30. Wainscott D, Little S, Yin T, Tu Y, Rocco V, He J, et al. Pharmacologic characterization of the cloned human trace amine-associated receptor1 (TAAR1) and evidence for species differences with the rat TAAR1. J Pharmacol Exp Ther. 2007;320:475-85 pubmed
    ..This unique pharmacologic profile suggests the potential for development of TAAR-selective agonists and antagonists to study their physiologic roles...
  31. Nguyen D, Montesinos M, Williams A, Kelly M, Cronstein B. Th1 cytokines regulate adenosine receptors and their downstream signaling elements in human microvascular endothelial cells. J Immunol. 2003;171:3991-8 pubmed
  32. Wang J, Zhang S, Shen J. Technical note: a monoclonal antibody-based immunoassay for determination of ractopamine in swine feeds. J Anim Sci. 2006;84:1248-51 pubmed
    ..The ELISA was more sensitive and rapid and less expensive than the HPLC method and could be used for ractopamine screening in swine feeds before confirmation and quantification by other methods, such as HPLC...
  33. Xu X, Sun M, Zhi F, Hu Y. Floating matrix dosage form for phenoporlamine hydrochloride based on gas forming agent: in vitro and in vivo evaluation in healthy volunteers. Int J Pharm. 2006;310:139-45 pubmed
    ..3% HPMC K4M) showed the best bioequivalency to the reference tablet (the relative bioavailability was 1.11+/-0.19)...
  34. Gloriam D, Bjarnadóttir T, Yan Y, Postlethwait J, Schioth H, Fredriksson R. The repertoire of trace amine G-protein-coupled receptors: large expansion in zebrafish. Mol Phylogenet Evol. 2005;35:470-82 pubmed
    ..The evolutionary history of the TA-receptors is more complex than for most other GPCR families and here we suggest a mechanism by which they may have arisen...
  35. Hove Madsen L, Prat Vidal C, Llach A, Ciruela F, Casado V, Lluis C, et al. Adenosine A2A receptors are expressed in human atrial myocytes and modulate spontaneous sarcoplasmic reticulum calcium release. Cardiovasc Res. 2006;72:292-302 pubmed
    ..While the adenosine A(2A) receptor (A(2A)R) is known to regulate cyclic AMP levels, expression and function of this receptor in human cardiac myocytes has not been investigated...
  36. Taplin F, O Donnell D, Kubic T, Leona M, Lombardi J. Application of Raman spectroscopy, surface-enhanced Raman scattering (SERS), and density functional theory for the identification of phenethylamines. Appl Spectrosc. 2013;67:1150-9 pubmed publisher
    ..We also present a set of discriminant bands, useful for distinguishing the three compounds, despite their structural similarities. ..
  37. Gonzalez J, Johnson S, Stelzleni A, Thrift T, Savell J, Warnock T, et al. Effect of ractopamine-HCl supplementation for 28 days on carcass characteristics, muscle fiber morphometrics, and whole muscle yields of six distinct muscles of the loin and round. Meat Sci. 2010;85:379-84 pubmed publisher
    ..Muscle fiber size within the six muscles was unchanged (P>0.05) by RAC. Thus, RAC improves carcass parameters without a negative impact on tenderness...
  38. Rocha L, Bridi A, Foury A, Mormede P, Weschenfelder A, Devillers N, et al. Effects of ractopamine administration and castration method on the response to preslaughter stress and carcass and meat quality in pigs of two Piétrain genotypes. J Anim Sci. 2013;91:3965-77 pubmed publisher
  39. Liu H, Liu D, Fang G, Liu F, Liu C, Yang Y, et al. A novel dual-function molecularly imprinted polymer on CdTe/ZnS quantum dots for highly selective and sensitive determination of ractopamine. Anal Chim Acta. 2013;762:76-82 pubmed publisher
    ..90×10(-8) mol L(-1), respectively, with limits of detection of 1.47×10(-10) and 8.30×10(-11) mol L(-1), the relative standard deviations for six repeat experiments of RAC (2.90×10(-9) mol L(-1)) were below 2.83% and 7.11%...
  40. Chou M, Chen C, Liu C, Chen S, Wu S, Yang Y. Concentrations of rivastigmine and NAP 226-90 and the cognitive response in Taiwanese Alzheimer's disease patients. J Alzheimers Dis. 2012;31:857-64 pubmed publisher
    ..An optimal concentration of rivastigmine should be quantified for each patient because of differential cognitive responses...
  41. Pedersen H, Steffensen S, Christophersen C. Cinnamoylphenethylamine 1H-NMR chemical shifts: a concise reference for ubiquitous compounds. Nat Prod Commun. 2010;5:1259-62 pubmed
    ..The compounds isomerize rapidly in UV light, producing a characteristic upfield shift of the olefinic protons consistent with distorted planarity of the cis cinnamate, and this requires special attention during preparative work...
  42. Sauer A, Kaplan R, Xue J, Dorsey P, Hayes M, Shah S, et al. Electrocardiographic markers of repolarization heterogeneity during dofetilide or sotalol initiation for paroxysmal atrial fibrillation. Am J Cardiol. 2014;113:2030-5 pubmed publisher
    ..A shorter baseline QTc is associated with an increased ?QTc; however, there is no independent relation between baseline T-wave markers of repolarization heterogeneity and ?QTc...
  43. Zhu Y, Liu L, Peng X, Ding X, Yang G, Li T. Role of adenosine A2A receptor in organ-specific vascular reactivity following hemorrhagic shock in rats. J Surg Res. 2013;184:951-8 pubmed publisher
    ..However, the contributions of A2ARs to organ-specific vascular reactivity and the protection of vascular responsiveness following shock are currently unknown...
  44. Wang P, Zhu H, Zhang W, Ye Z, Zhu R, Su X. Synthesis of ractopamine molecularly imprinted membrane and its application in the rapid determination of three ?-agonists in porcine urine samples. J Sep Sci. 2013;36:1455-62 pubmed publisher
    ..3 to 10.8%, and from 5.3 to 8.5%, respectively. The presented method was applied to test 50 real porcine urine samples. It was demonstrated to be more sensitive and robust for the determination of RAC, RIT, and FOM in porcine urine...
  45. Zhang Q, Ni Y, Kokot S. Molecular spectroscopic studies on the interaction between ractopamine and bovine serum albumin. J Pharm Biomed Anal. 2010;52:280-8 pubmed publisher
  46. Ferrero D, Lemon J, Fluegge D, Pashkovski S, Korzan W, Datta S, et al. Detection and avoidance of a carnivore odor by prey. Proc Natl Acad Sci U S A. 2011;108:11235-40 pubmed publisher
    ..These data show how a single, volatile chemical detected in the environment can drive an elaborate danger-associated behavioral response in mammals...
  47. Bryant T, Engle T, Galyean M, Wagner J, Tatum J, Anthony R, et al. Effects of ractopamine and trenbolone acetate implants with or without estradiol on growth performance, carcass characteristics, adipogenic enzyme activity, and blood metabolites in feedlot steers and heifers. J Anim Sci. 2010;88:4102-19 pubmed publisher
    ..These data suggest that the effects of implant and RAC on growth and carcass traits are independent and that USDA quality grade and marbling score can differ significantly among carcasses with similar calculated EBF values...
  48. Saiz J, Gomis Tena J, Monserrat M, Ferrero J, Cardona K, Chorro J. Effects of the antiarrhythmic drug dofetilide on transmural dispersion of repolarization in ventriculum. A computer modeling study. IEEE Trans Biomed Eng. 2011;58:43-53 pubmed publisher
    ..However, reduced repolarization reserve favors the induction of EADs, even under normal coupling conditions...
  49. Stams T, Oros A, der Nagel R, Beekman J, Chamberlin P, Dittrich H, et al. Effects of K201 on repolarization and arrhythmogenesis in anesthetized chronic atrioventricular block dogs susceptible to dofetilide-induced torsade de pointes. Eur J Pharmacol. 2011;672:126-34 pubmed publisher
    ..In conclusion, both doses of K201 showed a class III effect. No relevant antiarrhythmic effects against dofetilide-induced torsade de pointes were seen. Only at the higher dose a proarrhythmic signal was observed...
  50. Bourgonje V, Schoenmakers M, Beekman J, van der Nagel R, Houtman M, Miedema L, et al. Relevance of calmodulin/CaMKII activation for arrhythmogenesis in the AV block dog. Heart Rhythm. 2012;9:1875-83 pubmed publisher
    ..CaMKII is also believed to be involved in acute modulation of ion channels...
  51. Fischer W, Neubert R, Brandsch M. Transport of phenylethylamine at intestinal epithelial (Caco-2) cells: mechanism and substrate specificity. Eur J Pharm Biopharm. 2010;74:281-9 pubmed publisher
    ..The transport characteristics do not correspond to those of the known carriers for organic cations of the SLC22, SLC44, SLC47 and other families...
  52. Edrington T, Farrow R, Loneragan G, Ives S, Engler M, Wagner J, et al. Influence of beta-agonists (ractopamine HCl and zilpaterol HCl) on fecal shedding of Escherichia coli O157:H7 in feedlot cattle. J Food Prot. 2009;72:2587-91 pubmed
    ..1%). The current research showed minimal effects of beta-agonists on fecal shedding of E. coli O157:H7 and indicated that these compounds (fed immediately prior to slaughter) are not a cause for concern from a food safety standpoint...
  53. Rajkumar M, Li Y, Chen S. Electrochemical detection of toxic ractopamine and salbutamol in pig meat and human urine samples by using poly taurine/zirconia nanoparticles modified electrodes. Colloids Surf B Biointerfaces. 2013;110:242-7 pubmed publisher
    ..It also exhibits two well-separated anodic oxidation peaks for uric acid and salbutamol in salbutamol-spiked human urine samples. ..