ethylamines

Summary

Summary: Derivatives of ethylamine (the structural formula CH3CH2NH2).

Top Publications

  1. Bolognesi M, Bartolini M, Tarozzi A, Morroni F, Lizzi F, Milelli A, et al. Multitargeted drugs discovery: balancing anti-amyloid and anticholinesterase capacity in a single chemical entity. Bioorg Med Chem Lett. 2011;21:2655-8 pubmed publisher
    ..By properly combining two or more distinct pharmacological properties in a molecule, we can achieve greater effectiveness compared to single-targeted drugs for investigating AD...
  2. Bolognesi M, Cavalli A, Melchiorre C. Memoquin: a multi-target-directed ligand as an innovative therapeutic opportunity for Alzheimer's disease. Neurotherapeutics. 2009;6:152-62 pubmed publisher
    ..The in vitro and in vivo biological profile of memoquin demonstrates the suitability of the new strategy for obtaining innovative drug candidates for the treatment of neurodegenerative diseases...
  3. Beswick P, Charrier N, Clarke B, Demont E, Dingwall C, Dunsdon R, et al. BACE-1 inhibitors part 3: identification of hydroxy ethylamines (HEAs) with nanomolar potency in cells. Bioorg Med Chem Lett. 2008;18:1022-6 pubmed publisher
    ..Optimization of the non-prime side of our inhibitors and introduction of a 6-membered sultam substituent binding to Asn-294 as well as a fluorine in the C-2 position led to derivatives with nanomolar potency in cell-based assays...
  4. Clarke B, Demont E, Dingwall C, Dunsdon R, Faller A, Hawkins J, et al. BACE-1 inhibitors part 1: identification of novel hydroxy ethylamines (HEAs). Bioorg Med Chem Lett. 2008;18:1011-6 pubmed publisher
    ..These inhibitors were capable of lowering amyloid production in a cell-based assay...
  5. Clarke B, Demont E, Dingwall C, Dunsdon R, Faller A, Hawkins J, et al. BACE-1 inhibitors part 2: identification of hydroxy ethylamines (HEAs) with reduced peptidic character. Bioorg Med Chem Lett. 2008;18:1017-21 pubmed publisher
    ..Inhibitors with nanosmolar potency and high selectivity were identified. Depending on the nature of the P(1)(') and P(2)(') substituents, two different binding modes were observed in X-ray co-crystal structures...
  6. Cavalli A, Bolognesi M, Capsoni S, Andrisano V, Bartolini M, Margotti E, et al. A small molecule targeting the multifactorial nature of Alzheimer's disease. Angew Chem Int Ed Engl. 2007;46:3689-92 pubmed
  7. Bolognesi M, Simoni E, Rosini M, Minarini A, Tumiatti V, Melchiorre C. Multitarget-directed ligands: innovative chemical probes and therapeutic tools against Alzheimer's disease. Curr Top Med Chem. 2011;11:2797-806 pubmed
    ..Herein, we discuss several examples of both types of compounds, taken from our own research and derived from the leads memoquin, lipocrine and bis(7)tacrine. ..
  8. Paternostro G, Vignola C, Bartsch D, Omens J, McCulloch A, Reed J. Age-associated cardiac dysfunction in Drosophila melanogaster. Circ Res. 2001;88:1053-8 pubmed
  9. Jenck F, Moreau J, Berendsen H, Boes M, Broekkamp C, Martin J, et al. Antiaversive effects of 5HT2C receptor agonists and fluoxetine in a model of panic-like anxiety in rats. Eur Neuropsychopharmacol. 1998;8:161-8 pubmed

More Information

Publications62

  1. Johansen C, Van Den Hurk A, Pyke A, Zborowski P, Phillips D, Mackenzie J, et al. Entomological investigations of an outbreak of Japanese encephalitis virus in the Torres Strait, Australia, in 1998. J Med Entomol. 2001;38:581-8 pubmed
    ..This suggests that the New Guinea mainland is the likely source of incursions of JE virus in Australia...
  2. O Guinn M, Turell M. Effect of triethylamine on the recovery of selected South American alphaviruses, flaviviruses, and bunyaviruses from mosquito (Diptera: Culicidae) pools. J Med Entomol. 2002;39:806-8 pubmed
    ..The elimination of the need for a cold chain, without compromising virus recovery, increases the feasibility of conducting research projects requiring the isolation of live virus from mosquitoes in remote tropical environments...
  3. Nic Dhonnchadha B, Bourin M, Hascoet M. Anxiolytic-like effects of 5-HT2 ligands on three mouse models of anxiety. Behav Brain Res. 2003;140:203-14 pubmed
  4. Overstreet D, Knapp D, Moy S, Breese G. A 5-HT1A agonist and a 5-HT2c antagonist reduce social interaction deficit induced by multiple ethanol withdrawals in rats. Psychopharmacology (Berl). 2003;167:344-52 pubmed
    ..The deficits in social interaction behavior following withdrawal from continuous ethanol exposure can be reduced following acute treatments with 5-HT(2C) antagonists or 5-HT(1A) agonists...
  5. Gee P, Tallon C, Long N, Moore G, Boet R, Jackson S. Use of recreational drug 1,3 Dimethylamylamine (DMAA) [corrected] associated with cerebral hemorrhage. Ann Emerg Med. 2012;60:431-4 pubmed publisher
    ..DMAA is a sympathomimetic and potent pressor agent. This report describes 3 cases of cerebral hemorrhage in adults after the use of DMAA. The status of this substance as a synthetic or naturally occurring compound is also discussed...
  6. Raff A, Lieu S, Melamed M, Quan Z, Ponda M, Meyer T, et al. Relationship of impaired olfactory function in ESRD to malnutrition and retained uremic molecules. Am J Kidney Dis. 2008;52:102-10 pubmed publisher
    ..This study examines the relationship of impaired olfactory function to malnutrition and levels of the retained uremic solutes monomethylamine, ethylamine, indoxyl sulfate, and P-cresol sulfate...
  7. Wu J, Wang M, Wang L, Wang J, Jiang L. How the bicyclo[4.1.0] substrate isomerizes into 4,5-dihydrobenzo[b]furan: the contribution from W(CO)5 and NEt3. J Org Chem. 2013;78:10812-20 pubmed publisher
    ..NEt3 mainly has an effect in the 6-[W]?11-[W] stage, in which it mainly plays proton-transfer bridge and proton-adsorption roles. ..
  8. Cheng P, Jiang Z, Wang R, Zhang X, Wang Q, Zheng Y, et al. Synthesis and biological evaluation of N-acetyl-beta-aryl-1,2-didehydroethylamines as new HIV-1 RT inhibitors in vitro. Bioorg Med Chem Lett. 2007;17:4476-80 pubmed
    ..2 with CC50 value of >0.787 mM in C8166 cells. This structure-activity relationship (SAR) study provided a new lead for design and discovery of more potent and selective analogues act as NNRTIs...
  9. Fletcher P, Tampakeras M, Sinyard J, Higgins G. Opposing effects of 5-HT(2A) and 5-HT(2C) receptor antagonists in the rat and mouse on premature responding in the five-choice serial reaction time test. Psychopharmacology (Berl). 2007;195:223-34 pubmed
    ..Serotonin (5-HT) has been linked to impulsivity with recent data suggesting that different receptor sub-types exert opposing influences on this behaviour...
  10. Fayed A, Weshahy S, Shehata M, Hassan N, Pauwels J, Hoogmartens J, et al. Separation and determination of clopidogrel and its impurities by capillary electrophoresis. J Pharm Biomed Anal. 2009;49:193-200 pubmed publisher
    ..It offered a limit of detection (LOD) of 0.13 microg/ml, a limit of quantitation (LOQ) of 0.4 microg/ml, and a linearity range of 0.4-300 microg/ml. Commercial bulk samples were analyzed using the developed method...
  11. Bolognesi M, Cavalli A, Bergamini C, Fato R, Lenaz G, Rosini M, et al. Toward a rational design of multitarget-directed antioxidants: merging memoquin and lipoic acid molecular frameworks. J Med Chem. 2009;52:7883-6 pubmed publisher
    ..They also displayed a balanced inhibitory profile against amyloid-beta aggregation and acetylcholinesterase, emerging as promising molecules for neuroprotectant lead discovery...
  12. Tahara Y, Yasuoka J, Sawada S, Sasaki Y, Akiyoshi K. Effective CpG DNA delivery using amphiphilic cycloamylose nanogels. Biomater Sci. 2015;3:256-64 pubmed publisher
    ..These results suggest that the complex of native CpG DNA with cationic nanogels is a promising strategy for nucleic acid adjuvants. ..
  13. Mei H, Xie C, Wu L, Soloshonok V, Han J, Pan Y. Asymmetric Mannich reactions of imidazo[2,1-b]thiazole-derived nucleophiles with (S(S))-N-tert-butanesulfinyl (3,3,3)-trifluoroacetaldimine. Org Biomol Chem. 2013;11:8018-21 pubmed publisher
    ..This method presents a general approach for the preparation of a new type of biologically relevant compounds containing pharmacophoric imidazo[2,1-b]thiazole and (trifluoro)ethylamine groups. ..
  14. Van Norman J, Sieburth L. Dissecting the biosynthetic pathway for the bypass1 root-derived signal. Plant J. 2007;49:619-28 pubmed
    ..Together, our results suggest that bps1 roots produce a novel mobile carotenoid-derived signaling compound...
  15. Price S, Davies D, Rowlinson R, Copley C, Roche A, Falkenberg F, et al. Characterization of renal papillary antigen 1 (RPA-1), a biomarker of renal papillary necrosis. Toxicol Pathol. 2010;38:346-58 pubmed publisher
    ..This study demonstrates that RPA-1 is an excellent marker of RPN that can be used to detect this toxicity in preclinical safety testing...
  16. Liu P, Sheu J, Lin P, Lin C, Liu Y, Ho L, et al. Expression of Nur77 induced by an n-butylidenephthalide derivative promotes apoptosis and inhibits cell growth in oral squamous cell carcinoma. Invest New Drugs. 2012;30:79-89 pubmed publisher
    ..These results indicate that PCH4 may serve as a potential anti-tumor drug for OSCC therapy...
  17. Danjou P, Wallyn D, Cazier Dennin F, Delattre F. Ultrasound-promoted tosylation of oligo(ethylene glycols). Ultrason Sonochem. 2012;19:1201-4 pubmed publisher
    ..This straightforward method represents an eco-friendly alternative to the traditional tosylation by pyridine synthesis...
  18. Katritzky A, Tala S, Abo Dya N, Gyanda K, El Gendy B, Abdel Samii Z, et al. Selective synthesis and structural elucidation of S-acyl- and N-acylcysteines. J Org Chem. 2009;74:7165-7 pubmed publisher
    ..Structures 7b, 7d and 8b, 8d are supported by 2D NMR spectroscopic methods including gDQCOSY, gHMQC, gHMBC, and (1)H-(15)N CIGAR-gHMBC experiments. The structure of compound 8d was also supported by single-crystal X-ray diffraction...
  19. Caban M, Czerwicka M, Łukaszewicz P, Migowska N, Stepnowski P, Kwiatkowski M, et al. A new silylation reagent dimethyl(3,3,3-trifluoropropyl)silyldiethylamine for the analysis of estrogenic compounds by gas chromatography-mass spectrometry. J Chromatogr A. 2013;1301:215-24 pubmed publisher
    ..Finally, the proposed method was successfully applied to the analysis of selected estrogenic compounds in real seawater and wastewater samples in Poland. ..
  20. Pennington L, Whittington D, Bartberger M, Jordan S, Monenschein H, Nguyen T, et al. Hydroxyethylamine-based inhibitors of BACE1: P?-P? macrocyclization can improve potency, selectivity, and cell activity. Bioorg Med Chem Lett. 2013;23:4459-64 pubmed publisher
    ..X-ray crystal structures of three of these novel macrocyclic inhibitors bound to BACE1 revealed their binding conformations and interactions with the enzyme...
  21. Barea C, Pabon A, Galiano S, Perez Silanes S, Gonzalez G, Deyssard C, et al. Antiplasmodial and leishmanicidal activities of 2-cyano-3-(4-phenylpiperazine-1-carboxamido) quinoxaline 1,4-dioxide derivatives. Molecules. 2012;17:9451-61 pubmed publisher
    ..None of the tested compounds was efficient against Plasmodium, but two of them showed good activity against Leishmania. Toxicity on VERO was correlated with leishmanicidal properties...
  22. Zheng J, Zhang Y, Xu W, Luo Y, Hao J, Shen X, et al. Zinc protects HepG2 cells against the oxidative damage and DNA damage induced by ochratoxin A. Toxicol Appl Pharmacol. 2013;268:123-31 pubmed publisher
    ..Thus, the addition of zinc can potentially be used to reduce the OTA toxicity of contaminated feeds...
  23. Chi Y, Dong Y, Chen G. Inhibited Ru(bpy)3 2+ electrochemiluminescence related to electrochemical oxidation activity of inhibitors. Anal Chem. 2007;79:4521-8 pubmed
  24. Yan M, Shan X, Wu F, Xia X, Wang K, Xu K, et al. Electron momentum spectroscopy study on valence electronic structures of ethylamine. J Phys Chem A. 2009;113:507-12 pubmed publisher
    ..Furthermore, the ionization potentials and pole strengths for the inner valence orbitals are reported for the first time...
  25. Charrier N, Clarke B, Cutler L, Demont E, Dingwall C, Dunsdon R, et al. Second generation of BACE-1 inhibitors. Part 1: The need for improved pharmacokinetics. Bioorg Med Chem Lett. 2009;19:3664-8 pubmed publisher
    ..In this Letter, we describe the reasons that led us to favor a second generation of inhibitors for further in vivo studies...
  26. Kumar A, Park J. Azithromycin as a new chiral selector in capillary electrophoresis. J Chromatogr A. 2011;1218:1314-7 pubmed publisher
    ..The results show that AZM is a viable chiral selector in CE for the enantioseparation of the type of chiral drugs investigated...
  27. Bhattacharya A, Rana K, Pannecouque C, De Clercq E. An efficient synthesis of a hydroxyethylamine (HEA) isostere and its ?-aminophosphonate and phosphoramidate derivatives as potential anti-HIV agents. ChemMedChem. 2012;7:1601-11 pubmed publisher
  28. Vandenboer T, Markovic M, Petroff A, Czar M, Borduas N, Murphy J. Ion chromatographic separation and quantitation of alkyl methylamines and ethylamines in atmospheric gas and particulate matter using preconcentration and suppressed conductivity detection. J Chromatogr A. 2012;1252:74-83 pubmed publisher
    ..These results highlight a need for very sensitive and selective detection of methyl and ethyl amines in addition to NH(3) in continuous online monitoring strategies...
  29. Sarkar S, Isenberg B, Hodis E, Leach J, Desai T, Wong J. Fabrication of a layered microstructured polycaprolactone construct for 3-D tissue engineering. J Biomater Sci Polym Ed. 2008;19:1347-62 pubmed publisher
    ..Such 3-D tissue mimics fabricated with precise cellular organization will enable systematic testing of the effects of cellular orientation on the functional and mechanical properties of tissue-engineered blood vessels...
  30. Osted A, Kongsted J, Christiansen O. Theoretical study of the electronic gas-phase spectrum of glycine, alanine, and related amines and carboxylic acids. J Phys Chem A. 2005;109:1430-40 pubmed
    ..Finally, calculations on protonated amino acids are presented showing an isolation of the n(O) --> pi*(CO) from higher lying states by as much as 1.9 eV for alanine...
  31. Beyeler A, Kadiri N, Navailles S, Boujema M, Gonon F, Moine C, et al. Stimulation of serotonin2C receptors elicits abnormal oral movements by acting on pathways other than the sensorimotor one in the rat basal ganglia. Neuroscience. 2010;169:158-70 pubmed publisher
    ..These results suggest that oral dyskinesia induced by 5-HT(2C) agonists are not restricted to aberrant signalling in the orofacial motor circuit and demonstrate discrete modifications in associative territories...
  32. Bednarski M, Otto M, Dudek M, Kołaczkowski M, Bucki A, Siwek A, et al. Synthesis and Pharmacological Activity of a New Series of 1-(1H-Indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol Analogs. Arch Pharm (Weinheim). 2016;349:211-23 pubmed publisher
  33. Getlik M, Wilson B, Morshed M, Watson I, Tang D, Subramanian P, et al. Rearrangement of 4-amino-3-halo-pyridines by nucleophilic aromatic substitution. J Org Chem. 2013;78:5705-10 pubmed publisher
    ..The presented rearrangement reaction, in which the presumed N-acylated intermediate reacts intramolecularly via nucleophilic aromatic substitution, results in a formal two-carbon insertion...
  34. Prakash J, Schmitt S, Dou Q, Kodanko J. Inhibition of the purified 20S proteasome by non-heme iron complexes. Metallomics. 2012;4:174-8 pubmed publisher
    ..Inhibition of the 20S proteasome by 4 was not blocked by reactive oxygen species scavengers, consistent with a unique oxidant being responsible for the time-dependent inhibition observed...
  35. Suzuki H, Suzuki T, Ichimura T, Ikesue K, Sakai M. Reaction dynamics of excited ketoprofen with triethylamine. J Phys Chem B. 2007;111:3062-8 pubmed
    ..Furthermore, 3-EBPH was found to make a complex with TEA, whose equilibrium constant was obtained to be 18 +/- 2 M(-1). The complex formation ability of 3-EBPH was discussed compared with benzophenone ketyl radical (BPH)...
  36. Gétaz D, Gencoglu M, Forrer N, Morbidelli M. Effect of high pH column regeneration on the separation performances in reversed phase chromatography of peptides. J Chromatogr A. 2010;1217:3531-7 pubmed publisher
    ..e. peptides) are suppressed. In these conditions, the peptide adsorption and the impurity selectivity is not changing upon high pH column regeneration and the separation performance is not affected...
  37. Diezi S, Ferri D, Vargas A, Mallat T, Baiker A. The origin of chemo- and enantioselectivity in the hydrogenation of diketones on platinum. J Am Chem Soc. 2006;128:4048-57 pubmed
    ..The present study illustrates the fundamental role played by the metal surface and indicates that also the enol form can be the reactive species in the hydrogenation of the activated ketone on chirally modified Pt...
  38. Hiranita T, Soto P, Tanda G, Katz J. Reinforcing effects of sigma-receptor agonists in rats trained to self-administer cocaine. J Pharmacol Exp Ther. 2010;332:515-24 pubmed publisher
  39. Calcagno E, Carli M, Baviera M, Invernizzi R. Endogenous serotonin and serotonin2C receptors are involved in the ability of M100907 to suppress cortical glutamate release induced by NMDA receptor blockade. J Neurochem. 2009;108:521-32 pubmed publisher
  40. Yoon H, Morimoto Y, Lee Y, Nam W, Fukuzumi S. Electron-transfer properties of a nonheme manganese(IV)-oxo complex acting as a stronger one-electron oxidant than the iron(IV)-oxo analogue. Chem Commun (Camb). 2012;48:11187-9 pubmed publisher
    ..As a result, an electron transfer process in N-dealkylation has been detected by a transient radical cation intermediate, para-Me-DMA?(+), in the oxidation of para-Me-DMA by [(Bn-TPEN)Mn(IV)(O)](2+)...
  41. Daniels A, Ayala E, Chen W, Coop A, Matsumoto R. N-[2-(m-methoxyphenyl)ethyl]-N-ethyl-2-(1-pyrrolidinyl)ethylamine (UMB 116) is a novel antagonist for cocaine-induced effects. Eur J Pharmacol. 2006;542:61-8 pubmed
    ..All three compounds significantly (P<0.05) altered the locomotor stimulatory effects of cocaine, with UMB115 and UMB116 exhibiting attenuating actions. Together, the studies suggest UMB116 as a novel cocaine antagonist...
  42. Zhang X, Song X, Li H, Zhang S, Chen X, Yu X, et al. An organocatalytic cascade approach toward polysubstituted quinolines and chiral 1,4-dihydroquinolines-unanticipated effect of N-protecting groups. Angew Chem Int Ed Engl. 2012;51:7282-6 pubmed publisher
    ..In contrast, chiral 1,4-dihydroquinolines are obtained with an electron-withdrawing sulfonyl group (left)...
  43. Quarta D, Naylor C, Stolerman I. The serotonin 2C receptor agonist Ro-60-0175 attenuates effects of nicotine in the five-choice serial reaction time task and in drug discrimination. Psychopharmacology (Berl). 2007;193:391-402 pubmed
    ..There is evidence that serotonin(2C) (5-HT(2C)) receptors can modulate some behavioural effects of nicotine, but the generality of this action is not known...
  44. Okasaka Y, Kitano H. Direct spectroscopic observation of binding of sugars to polymers having phenylboronic acids substituted with an ortho-phenylazo group. Colloids Surf B Biointerfaces. 2010;79:434-9 pubmed publisher
    ..These results indicated the usefulness of the DMAPAA/AzoPBA copolymer for the sensing of sugars in the weakly alkaline region near the physiological pH...
  45. Gocmen J, Buyukkocak U, Caglayan O. In vitro antibacterial activity of some systemic and topical antihistaminic preparations. Clin Invest Med. 2009;32:E232 pubmed
    ..In vitro antibacterial activity of topical and systemic antihistaminic preparations containing different active substrates against the standard strains of two bacteria was evaluated...
  46. Bahrami G, Mohammadi B, Sisakhtnezhad S. High-performance liquid chromatographic determination of inactive carboxylic acid metabolite of clopidogrel in human serum: Application to a bioequivalence study. J Chromatogr B Analyt Technol Biomed Life Sci. 2008;864:168-72 pubmed publisher
    ..The validated method was applied in a randomized cross-over bioequivalence study of two different clopidogrel preparations in 24 healthy volunteers...
  47. Hardy E, Kamphuis T, Japaridze A, Wilschut J, Winterhalter M. Nanoaggregates of micropurified lipopolysaccharide identified using dynamic light scattering, zeta potential measurement, and TLR4 signaling activity. Anal Biochem. 2012;430:203-13 pubmed publisher
  48. Truong V, Ménard M, Ménard M, Dion I. Asymmetric syntheses of 1-aryl-2,2,2-trifluoroethylamines via diastereoselective 1,2-addition of arylmetals to 2-methyl-N-(2,2,2-trifluoroethylidene)propane-2-sulfinamide. Org Lett. 2007;9:683-5 pubmed
    ..Acidic methanolysis of 5a-g provided the desired 1-aryl-2,2,2-trifluoroethylamine hydrochloride compounds 6a-g. [reaction: see text]...
  49. Shetlar M, HOM K, Venditto V. Photohydrate-mediated reactions of uridine, 2'-deoxyuridine and 2'-deoxycytidine with amines at near neutral pH. Photochem Photobiol. 2013;89:869-77 pubmed publisher
    ..These results may have relevance for obtaining a complete understanding of the biological effects of producing Urd and dCyd photohydrates in a cellular environment...
  50. Lagière M, Navailles S, Mignon L, Roumegous A, Chesselet M, De Deurwaerdere P. The enhanced oral response to the 5-HT2 agonist Ro 60-0175 in parkinsonian rats involves the entopeduncular nucleus: electrophysiological correlates. Exp Brain Res. 2013;230:513-24 pubmed publisher
    ..Such an effect was also observed when the agonist (0.2 ?g/20 nl) was locally applied onto EPN neurons. These data demonstrate the contribution of EPN to hypersensitized responses to 5-HT agonists in a rat model of PD. ..
  51. Tan E, Miyakawa M, Bunzow J, Grandy D, Scanlan T. Exploring the structure-activity relationship of the ethylamine portion of 3-iodothyronamine for rat and mouse trace amine-associated receptor 1. J Med Chem. 2007;50:2787-98 pubmed
    ..Additionally, we have discovered that a naphthyl group is an excellent isosteric replacement for the iodophenyl ring of 1...
  52. Jhung S, Jin T, Hwang J, Chang J. Phase transformations and phase-selective syntheses of aluminophosphate molecular sieves. J Nanosci Nanotechnol. 2007;7:2734-40 pubmed
  53. Mishra A, Pfeuffer J, Mishra R, Engelmann J, Mishra A, Ugurbil K, et al. A new class of Gd-based DO3A-ethylamine-derived targeted contrast agents for MR and optical imaging. Bioconjug Chem. 2006;17:773-80 pubmed
    ..Our results indicate that DO3A-ethylamine is a multipurpose precursor, from which various targeted contrast agents can be synthesized after a single-step conjugation with organic/bioorganic molecules...