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1-Ethyl-1,4-diazepane | CAS:3619-73-6
1-Ethyl-1,4-diazepane
  • Name:1-Ethyl-1,4-diazepane
  • CAS:3619-73-6
  • Synonyms:1-Ethylhexahydro-1H-1,4-diazepine
  • Molecular Formula:C7H16N2
  • Molecular Weight:128.22
  • EINESC:

Description

Properties

Boiling point 175 ºC
Flash point 59 ºC
Density 0.861

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Articles
Peer-Reviewed Papers
Escherichia coli "Marionette" strains with 12 highly optimized small-molecule sensors.Adam J Meyer et al.Nature chemical biology, 15(2), 196-204 (2018-11-28) Genome-based discovery of a novel membrane-bound 1,6-dihydroxyphenazine prenyltransferase from a marine actinomycete.Philipp Zeyhle et al.PloS one, 9(6), e99122-e99122 (2014-06-04) Naringenin neutralises oxidative stress and nerve growth factor discrepancy in experimental diabetic neuropathy.Salim S Al-Rejaie et al.Neurological research, 37(10), 924-933 (2015-07-19) Naringenin attenuates CCl4 -induced hepatic inflammation by the activation of an Nrf2-mediated pathway in rats.Mohammad Ali Esmaeili et al.Clinical and experimental pharmacology & physiology, 41(6), 416-422 (2014-04-02) Human intestinal microbial metabolism of naringin.Wei Zou et al.European journal of drug metabolism and pharmacokinetics, 40(3), 363-367 (2014-06-18) Inhibitory effects of naringenin on tumor growth in human cancer cell lines and sarcoma S-180-implanted miceKanno S, et al. Biological & Pharmaceutical Bulletin, 28(3), 527-530 (2005) Simultaneous determination of linarin, naringenin and formononetin in rat plasma by LC-MS/MS and its application to a pharmacokinetic study after oral administration of Bushen Guchi Pill.Panpan Guo et al.Biomedical chromatography : BMC, 29(2), 246-253 (2014-06-13) Flavonoids as a scaffold for development of novel anti-angiogenic agents: An experimental and computational enquiry.R N Gacche et al.Archives of biochemistry and biophysics, 577-578, 35-48 (2015-05-06) Effects of flavonoids on senescence-associated secretory phenotype formation from bleomycin-induced senescence in BJ fibroblasts.Hyun Lim et al.Biochemical pharmacology, 96(4), 337-348 (2015-06-21) Fisetin, a dietary flavonoid, induces apoptosis of cancer cells by inhibiting HSF1 activity through blocking its binding to the hsp70 promoter.Joo Ae Kim et al.Carcinogenesis, 36(6), 696-706 (2015-04-05) Naringenin suppresses K562 human leukemia cell proliferation and ameliorates Adriamycin-induced oxidative damage in polymorphonuclear leukocytes.Rui-Fang Li et al.Experimental and therapeutic medicine, 9(3), 697-706 (2015-02-11) Sensitive and Rapid UHPLC-MS/MS for the Analysis of Tomato Phenolics in Human Biological Samples.Miriam Martínez-Huélamo et al.Molecules (Basel, Switzerland), 20(11), 20409-20425 (2015-11-19) Urinary excretion of Citrus flavanones and their major catabolites after consumption of fresh oranges and pasteurized orange juice: A randomized cross-over study.Julian K Aschoff et al.Molecular nutrition & food research, 60(12), 2602-2610 (2016-08-05) High gastrointestinal permeability and local metabolism of naringenin: influence of antibiotic treatment on absorption and metabolism.Naiara Orrego-Lagarón et al.The British journal of nutrition, 114(2), 169-180 (2015-06-18) Study on formability of solid nanosuspensions during solidification: II novel roles of freezing stress and cryoprotectant property.Peng-Fei Yue et al.International journal of pharmaceutics, 475(1-2), 35-48 (2014-08-27) Naringenin Supplementation to a Chow Diet Enhances Energy Expenditure and Fatty Acid Oxidation, and Reduces Adiposity in Lean, Pair-Fed Ldlr-/- Mice.Amy C Burke et al.Molecular nutrition & food research, 63(6), e1800833-e1800833 (2018-12-24) Preparation and evaluation of surface-bonded tricationic ionic liquid silica as stationary phases for high-performance liquid chromatography.Lizhen Qiao et al.Journal of chromatography. A, 1396, 62-71 (2015-04-22) Simultaneous extraction and biotransformation process to obtain high bioactivity phenolic compounds from Brazilian citrus residues.Jose Valdo Madeira et al.Biotechnology progress, 31(5), 1273-1279 (2015-06-18) Naringenin enhances the regression of atherosclerosis induced by a chow diet in Ldlr-/- mice.Amy C Burke et al.Atherosclerosis, 286, 60-70 (2019-05-19) Preparation and Characterization of Naringenin-Loaded Elastic Liposomes for Topical Application.Ming-Jun Tsai et al.PloS one, 10(7), e0131026-e0131026 (2015-07-15) Screening of natural compounds that targets glutamate racemase of Mycobacterium tuberculosis reveals the anti-tubercular potential of flavonoids.Alka Pawar et al.Scientific reports, 10(1), 949-949 (2020-01-24) Controlling transgene expression in subcutaneous implants using a skin lotion containing the apple metabolite phloretin.Marc Gitzinger et al.Proceedings of the National Academy of Sciences of the United States of America, 106(26), 10638-10643 (2009-06-25) Identification of diet-derived constituents as potent inhibitors of intestinal glucuronidation.Brandon T Gufford et al.Drug metabolism and disposition: the biological fate of chemicals, 42(10), 1675-1683 (2014-07-11) Orange juice-derived flavanone and phenolic metabolites do not acutely affect cardiovascular risk biomarkers: a randomized, placebo-controlled, crossover trial in men at moderate risk of cardiovascular disease.Manuel Y Schär et al.The American journal of clinical nutrition, 101(5), 931-938 (2015-03-20) Functional Characterization of Cucurbitadienol Synthase and Triterpene Glycosyltransferase Involved in Biosynthesis of Mogrosides from Siraitia grosvenorii.Longhai Dai et al.Plant & cell physiology, 56(6), 1172-1182 (2015-03-12) The Flavone Luteolin Suppresses SREBP-2 Expression and Post-Translational Activation in Hepatic Cells.Tsz Yan Wong et al.PloS one, 10(8), e0135637-e0135637 (2015-08-25) Identification of a Highly Specific Isoflavone 7-O-glucosyltransferase in the soybean (Glycine max (L.) Merr.).Ayuta Funaki et al.Plant & cell physiology, 56(8), 1512-1520 (2015-05-29) Amino acid, mineral, and polyphenolic profiles of black vinegar, and its lipid lowering and antioxidant effects in vivo.Chung-Hsi Chou et al.Food chemistry, 168, 63-69 (2014-08-31) Investigations of analyte-specific response saturation and dynamic range limitations in atmospheric pressure ionization mass spectrometry.Clint M Alfaro et al.Analytical chemistry, 86(21), 10639-10645 (2014-10-01) Ougan (Citrus reticulata cv. Suavissima) flavedo extract suppresses cancer motility by interfering with epithelial-to-mesenchymal transition in SKOV3 cells.Linlin Chang et al.Chinese medicine, 10, 14-14 (2015-07-02) Xanthohumol Improves Diet-induced Obesity and Fatty Liver by Suppressing Sterol Regulatory Element-binding Protein (SREBP) Activation.Shingo Miyata et al.The Journal of biological chemistry, 290(33), 20565-20579 (2015-07-05) The citrus flavanone naringenin impairs dengue virus replication in human cells.Sandra Frabasile et al.Scientific reports, 7, 41864-41864 (2017-02-06) Simultaneous quantification of 25 active constituents in the total flavonoids extract from Herba Desmodii Styracifolii by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry.Panpan Guo et al.Journal of separation science, 38(7), 1156-1163 (2015-01-27) Role of flavonoids on oxidative stress and mineral contents in the retinoic acid-induced bone loss model of rat.Nada Oršolić et al.European journal of nutrition, 53(5), 1217-1227 (2013-11-26) Relaxant effect of flavonoid naringenin on contractile activity of rat colonic smooth muscle.ZiHuan Yang et al.Journal of ethnopharmacology, 155(2), 1177-1183 (2014-07-06) Metabolite profile, antioxidant capacity, and inhibition of digestive enzymes in infusions of peppermint (Mentha piperita) grown under drought stress.Marely G Figueroa-Pérez et al.Journal of agricultural and food chemistry, 62(49), 12027-12033 (2014-12-03) Optimization of microwave-assisted extraction of polyphenols from herbal teas and evaluation of their in vitro hypochlorous acid scavenging activity.Burcu Bekdeşer et al.Journal of agricultural and food chemistry, 62(46), 11109-11115 (2014-11-05) Normal or High Polyphenol Concentration in Orange Juice Affects Antioxidant Activity, Blood Pressure, and Body Weight in Obese or Overweight Adults.Oscar D Rangel-Huerta et al.The Journal of nutrition, 145(8), 1808-1816 (2015-07-03) Efficient nickel (ii) naringenin-oxime complex catalyzed Mizoroki-Heck cross-coupling reaction in the presence of hydrazine hydrateSong JY, et al. New. J. Chem., 41(20), 12288-12292 (2017) The Flavone Luteolin Suppresses SREBP-2 Expression and Post-Translational Activation in Hepatic Cells.Tsz Yan Wong et al.PloS one, 10(8), e0135637-e0135637 (2015-08-25) Development and validation of a sensitive liquid chromatography-tandem mass spectrometry method for the determination of naringin and its metabolite, naringenin, in human plasma.Xin Xiong et al.Journal of chromatographic science, 52(7), 654-660 (2013-07-11) Bioactive compounds from culinary herbs inhibit a molecular target for type 2 diabetes management, dipeptidyl peptidase IV.Bower AM, Real Hernandez LM, Berhow MA, et al. Journal of Agricultural and Food Chemistry, 62(26), 6147-6158 (2014) Naringenin causes ASK1-induced apoptosis via reactive oxygen species in human pancreatic cancer cellsPark HJ, et al. Food And Chemical Toxicology, 99(6), 1-8 (2017) Herbal tea extracts inhibit Cytochrome P450 3A4 in vitro.Sophie Dufay et al.The Journal of pharmacy and pharmacology, 66(10), 1478-1490 (2014-05-16) Investigations of analyte-specific response saturation and dynamic range limitations in atmospheric pressure ionization mass spectrometry.Clint M Alfaro et al.Analytical chemistry, 86(21), 10639-10645 (2014-10-01) A chiral separation strategy for acidic drugs in capillary electrochromatography using both chlorinated and nonchlorinated polysaccharide-based selectors.Dima Albals et al.Electrophoresis, 35(19), 2807-2818 (2014-07-02) Amino acid, mineral, and polyphenolic profiles of black vinegar, and its lipid lowering and antioxidant effects in vivo.Chung-Hsi Chou et al.Food chemistry, 168, 63-69 (2014-08-31) Identification and functional analysis of 2-hydroxyflavanone C-glucosyltransferase in soybean (Glycine max).Yoshihiro Hirade et al.FEBS letters, 589(15), 1778-1786 (2015-05-17) The tomato sauce making process affects the bioaccessibility and bioavailability of tomato phenolics: a pharmacokinetic study.Miriam Martínez-Huélamo et al.Food chemistry, 173, 864-872 (2014-12-04) DAXX-inducing phytoestrogens inhibit ER+ tumor initiating cells and delay tumor development.Daniel S Peiffer et al.NPJ breast cancer, 6, 37-37 (2020-08-31) Antiviral activity of Paulownia tomentosa against enterovirus 71 of hand, foot, and mouth disease.Ping Ji et al.Biological & pharmaceutical bulletin, 38(1), 1-6 (2015-03-07) Naringenin prevents obesity, hepatic steatosis, and glucose intolerance in male mice independent of fibroblast growth factor 21.Julia M Assini et al.Endocrinology, 156(6), 2087-2102 (2015-03-17) Assessment of variability in lignan and fatty acid content in the germplasm of Sesamum indicum L.Aejaz Ahmad Dar et al.Journal of food science and technology, 56(2), 976-986 (2019-03-25) Assessment of the role of multidrug resistance-associated proteins in MPTP neurotoxicity in mice.Imola Plangár et al.Ideggyogyaszati szemle, 66(11-12), 407-414 (2014-02-22) Characterization of Non-Anthocyanic Flavonoids in Some Hybrid Red Grape Extracts Potentially Interesting for Industrial Uses.Mirko De Rosso et al.Molecules (Basel, Switzerland), 20(10), 18095-18106 (2015-10-09) Luteolin suppresses TCDD-induced wasting syndrome in a cultured adipocyte model.Hitoshi Ashida et al.Pesticide biochemistry and physiology, 120, 14-20 (2015-05-20) Development of a cell-based hepatitis C virus infection fluorescent resonance energy transfer assay for high-throughput antiviral compound screening.Xuemei Yu et al.Antimicrobial agents and chemotherapy, 53(10), 4311-4319 (2009-07-22) Ocular pharmacokinetics of naringenin eye drops following topical administration to rabbits.Junli Lin et al.Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics, 31(1), 51-56 (2014-09-18) Precision design of stable genetic circuits carried in highly-insulated E. coli genomic landing pads.Yongjin Park et al.Molecular systems biology, 16(8), e9584-e9584 (2020-08-20) Flavonoids and Auxin Transport Inhibitors Rescue Symbiotic Nodulation in the Medicago truncatula Cytokinin Perception Mutant cre1.Jason Liang Pin Ng et al.The Plant cell, 27(8), 2210-2226 (2015-08-09) Transcriptome sequencing and metabolite analysis reveals the role of delphinidin metabolism in flower colour in grape hyacinth.Qian Lou et al.Journal of experimental botany, 65(12), 3157-3164 (2014-05-03) Bioconversion of Citrus unshiu peel extracts with cytolase suppresses adipogenic activity in 3T3-L1 cells.Heejin Lim et al.Nutrition research and practice, 9(6), 599-605 (2015-12-04) In vitro and in silico studies to explore structural features of flavonoids for aldehyde oxidase inhibition.Maryam Hamzeh-Mivehroud et al.Archiv der Pharmazie, 347(10), 738-747 (2014-06-24) Metabolic profiling-based data-mining for an effective chemical combination to induce apoptosis of cancer cells.Motofumi Kumazoe et al.Scientific reports, 5, 9474-9474 (2015-04-01) Caffeic acid, naringenin and quercetin enhance glucose-stimulated insulin secretion and glucose sensitivity in INS-1E cells.S Bhattacharya et al.Diabetes, obesity & metabolism, 16(7), 602-612 (2013-11-12) A naringenin-tamoxifen combination impairs cell proliferation and survival of MCF-7 breast cancer cells.Talia Hatkevich et al.Experimental cell research, 327(2), 331-339 (2014-06-03) Continuous vs. segmented second-dimension system gradients for comprehensive two-dimensional liquid chromatography of sugarcane (Saccharum spp.).Gabriel Mazzi Leme et al.Analytical and bioanalytical chemistry, 406(18), 4315-4324 (2014-06-22) Home processing of tomatoes (Solanum lycopersicum): effects on in vitro bioaccessibility of total lycopene, phenolics, flavonoids, and antioxidant capacity.Senem Kamiloglu et al.Journal of the science of food and agriculture, 94(11), 2225-2233 (2014-01-01) Purified rutin and rutin-rich asparagus attenuates disease severity and tissue damage following dextran sodium sulfate-induced colitis.Krista A Power et al.Molecular nutrition & food research, 60(11), 2396-2412 (2016-06-29) Effects of pectinase clarification treatment on phenolic compounds of pummelo (Citrus grandis l. Osbeck) fruit juice.Nor Nadiah Abdul Karim Shah et al.Journal of food science and technology, 52(8), 5057-5065 (2015-08-06) 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) Enhanced dissolution and bioavailability of grapefruit flavonoid Naringenin by solid dispersion utilizing fourth generation carrier.Abdul Wadood Khan et al.Drug development and industrial pharmacy, 41(5), 772-779 (2014-03-29) Naringenin Ameliorate Carbon Tetrachloride-Induced Hepatic Damage Through Inhibition of Endoplasmic Reticulum Stress and Autophagy in Rats.Derya Ustuner et al.Journal of medicinal food, 23(11), 1192-1200 (2020-03-04) The non-glycosylated isoform of MIC26 is a constituent of the mammalian MICOS complex and promotes formation of crista junctions.Sebastian Koob et al.Biochimica et biophysica acta, 1853(7), 1551-1563 (2015-03-15) Naringenin suppresses macrophage infiltration into adipose tissue in an early phase of high-fat diet-induced obesity.Hiroki Yoshida et al.Biochemical and biophysical research communications, 454(1), 95-101 (2014-12-03) Molecular genetics of naringenin biosynthesis, a typical plant secondary metabolite produced by Streptomyces clavuligerus.Rubén Álvarez-Álvarez et al.Microbial cell factories, 14, 178-178 (2015-11-11) Apigenin inhibits enterovirus-71 infection by disrupting viral RNA association with trans-acting factors.Wei Zhang et al.PloS one, 9(10), e110429-e110429 (2014-10-21) Combined experimental and in silico approaches for exploring antiperoxidative potential of structurally diverse classes of antioxidants on docetaxel-induced lipid peroxidation using 4-HNE as the model marker.Partha Pratim Roy et al.Bioorganic chemistry, 56, 1-7 (2014-06-03) A colourimetric sensor for the simultaneous determination of oxidative status and antioxidant activity on the same membrane: N,N-dimethyl-p-phenylene diamine (DMPD) on Nafion.Sema Demirci Çekiç et al.Analytica chimica acta, 865, 60-70 (2015-03-04) Naringenin Mitigates Iron-Induced Anxiety-Like Behavioral Impairment, Mitochondrial Dysfunctions, Ectonucleotidases and Acetylcholinesterase Alteration Activities in Rat Hippocampus.Yassine Chtourou et al.Neurochemical research, 40(8), 1563-1575 (2015-06-08) Inhibition of human aldehyde oxidase activity by diet-derived constituents: structural influence, enzyme-ligand interactions, and clinical relevance.John T Barr et al.Drug metabolism and disposition: the biological fate of chemicals, 43(1), 34-41 (2014-10-19) Intracellular distribution and biological effects of phytochemicals in a sex steroid- sensitive model of human prostate adenocarcinoma.Antonella Smeriglio et al.Anti-cancer agents in medicinal chemistry, 14(10), 1386-1396 (2014-06-26) Positive effects of naringenin on near-surface membrane fluidity in human erythrocytes.Vladimir Ajdžanović et al.Acta physiologica Hungarica, 102(2), 131-136 (2015-06-24) Quercetin-imprinted chromatographic sorbents revisited: optimization of synthesis and rebinding protocols for application to natural resources.Antonelle Pardo et al.Journal of chromatography. A, 1364, 128-139 (2014-09-10) The identification of a novel SIRT6 modulator from Trigonella foenum-graecum using ligand fishing with protein coated magnetic beads.N Singh et al.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 968, 105-111 (2014-04-08) Noncompetitive inhibition of proton-coupled folate transporter by myricetin.Mai Furumiya et al.Drug metabolism and pharmacokinetics, 29(4), 312-316 (2014-02-05) Pseudomonas aeruginosa Biofilm Formation and Persistence, along with the Production of Quorum Sensing-Dependent Virulence Factors, Are Disrupted by a Triterpenoid Coumarate Ester Isolated from Dalbergia trichocarpa, a Tropical Legume.Tsiry Rasamiravaka et al.PloS one, 10(7), e0132791-e0132791 (2015-07-18) Methanolic extract of Origanum vulgare ameliorates type 1 diabetes through antioxidant, anti-inflammatory and anti-apoptotic activity.Milica Vujicic et al.The British journal of nutrition, 113(5), 770-782 (2015-02-12) Hypochlorite scavenging activity of flavonoidsFiruzi O, et al. The Journal of Pharmacy and Pharmacology, 56(6), 801-807 (2004) Phytochemical fingerprints of lime honey collected in serbia.Uroš Gašić et al.Journal of AOAC International, 97(5), 1259-1267 (2015-04-24) Effects of phytochemicals on in vitro anti-inflammatory activity of Bifidobacterium adolescentis.Kyuichi Kawabata et al.Bioscience, biotechnology, and biochemistry, 79(5), 799-807 (2015-02-28) Preparation and evaluation of submicron-carriers for naringenin topical application.Ming-Jun Tsai et al.International journal of pharmaceutics, 481(1-2), 84-90 (2015-01-24) The inhibition of RANKL-induced osteoclastogenesis through the suppression of p38 signaling pathway by naringenin and attenuation of titanium-particle-induced osteolysis.Wengang Wang et al.International journal of molecular sciences, 15(12), 21913-21934 (2014-12-03) Mechanistic Evidence of Viscum schimperi (Viscaceae) Antihyperglycemic Activity: From a Bioactivity-guided Approach to Comprehensive Metabolite Profiling.Hossam M Abdallah et al.Phytotherapy research : PTR, 29(11), 1737-1743 (2015-08-04) Identification of UV-Induced Diterpenes Including a New Diterpene Phytoalexin, Phytocassane F, from Rice Leaves by Complementary GC/MS and LC/MS Approaches.Kiyotaka Horie et al.Journal of agricultural and food chemistry, 63(16), 4050-4059 (2015-04-14) Functional characterization of a Plagiochasma appendiculatum flavone synthase I showing flavanone 2-hydroxylase activity.Xiao-Juan Han et al.FEBS letters, 588(14), 2307-2314 (2014-05-27) Protective effect of naringenin against gentamicin-induced nephrotoxicity in rats.Amr A Fouad et al.Environmental toxicology and pharmacology, 38(2), 420-429 (2014-08-17) Antioxidant studies of chitosan nanoparticles containing naringenin and their cytotoxicity effects in lung cancer cells.Sekar Praveen Kumar et al.International journal of biological macromolecules, 78, 87-95 (2015-04-04) Development of a SPE-LC/MS/MS method for simultaneous quantification of baicalein, wogonin, oroxylin A and their glucuronides baicalin, wogonoside and oroxyloside in rats and its application to brain uptake and plasma pharmacokinetic studies.Sophia Yui Kau Fong et al.Journal of pharmaceutical and biomedical analysis, 97, 9-23 (2014-05-08) Analysis of the erythroid differentiation effect of flavonoid apigenin on K562 human chronic leukemia cells.Hiroko Isoda et al.Chemico-biological interactions, 220, 269-277 (2014-07-25) Flavonoid composition and antioxidant activities of Chinese local pummelo (Citrus grandis Osbeck.) varieties.Wanpeng Xi et al.Food chemistry, 161, 230-238 (2014-05-20)
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