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1

Johnsa, Jessica D., and Michael W. Neville. "Tasimelteon." Annals of Pharmacotherapy 48, no. 12 (2014): 1636–41. http://dx.doi.org/10.1177/1060028014550476.

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2

Bonacci, Janene M., Jineane V. Venci, and Mona A. Gandhi. "Tasimelteon (Hetlioz™)." Journal of Pharmacy Practice 28, no. 5 (2014): 473–78. http://dx.doi.org/10.1177/0897190014544792.

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In January 2014, the US Food and Drug Administration approved tasimelteon (Hetlioz™), a melatonin-receptor agonist for the treatment of non-24-hour sleep–wake disorder. This article provides an overview of the mechanism of action, pharmacokinetic properties, as well as the clinical efficacy, safety, and tolerability of tasimelteon. Relevant information was identified through a comprehensive literature search of several databases using the key words tasimelteon, Non-24-hour Sleep–Wake disorder, Non-24, and melatonin. Further information was obtained from the tasimelteon package insert, fda.gov
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3

Brooks, J., M. Gibson, K. Kite, et al. "1161 Tasimelteon Shows Persistence Of Efficacy In Improving Sleep Disturbances In Patients With Smith-Magenis Syndrome (SMS) In Open-Label Extension Study." Sleep 43, Supplement_1 (2020): A442—A444. http://dx.doi.org/10.1093/sleep/zsaa056.1155.

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Abstract Introduction Smith-Magenis Syndrome (SMS) is a rare (1/15,000 - 25,000 births) neurodevelopmental disorder resulting from an interstitial deletion of chromosome 17p11.2, or from a point mutation in the RAI1 gene. Severe sleep disorder is almost universal in patients with SMS and poses a significant challenge to patients and their families. Tasimelteon improved sleep symptoms in a randomized, double-blind, two-period, crossover study; and here we show that this effect persists for up to four years in an open-label extension. To our knowledge, this is the largest interventional study of
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4

Lankford, D. Alan. "Tasimelteon for insomnia." Expert Opinion on Investigational Drugs 20, no. 7 (2011): 987–93. http://dx.doi.org/10.1517/13543784.2011.583235.

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5

&NA;. "Tasimelteon tackles chronic insomnia." Inpharma Weekly &NA;, no. 1645 (2008): 5. http://dx.doi.org/10.2165/00128413-200816450-00013.

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6

Torres, Rosarelis, Marlene A. Dressman, William G. Kramer, and Paolo Baroldi. "Absolute Bioavailability of Tasimelteon." American Journal of Therapeutics 22, no. 5 (2015): 355–60. http://dx.doi.org/10.1097/mjt.0000000000000195.

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7

Li, Xi-An, Lirong Yue, Jianrong Zhu, et al. "Total synthesis of Tasimelteon." Tetrahedron Letters 60, no. 30 (2019): 1986–88. http://dx.doi.org/10.1016/j.tetlet.2019.06.048.

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8

Dhillon, Sohita, and Madeleine Clarke. "Tasimelteon: First Global Approval." Drugs 74, no. 4 (2014): 505–11. http://dx.doi.org/10.1007/s40265-014-0200-1.

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9

&NA;. "Tasimelteon helps transient insomniacs nod off." Inpharma Weekly &NA;, no. 1667 (2008): 11. http://dx.doi.org/10.2165/00128413-200816670-00033.

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10

Adams, Katie S., and Ericka L. Breden Crouse. "Melatonin agonists in the management of sleep disorders: A focus on ramelteon and tasimelteon." Mental Health Clinician 4, no. 2 (2014): 59–64. http://dx.doi.org/10.9740/mhc.n190087.

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Melatonin agonists have become an area of interest in the treatment of sleep disorders. This article reviews the available data on this class of medications, with a focus on ramelteon and tasimelteon.
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11

Mi, Senyang, Xinzhe Sun, Chaogang Wu, and Xingxian Zhang. "A Facile and Practical Synthesis of (-)-tasimelteon." Journal of Chemical Research 40, no. 11 (2016): 667–69. http://dx.doi.org/10.3184/174751916x14758368248634.

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12

Stahl, Stephen M. "Mechanism of action of tasimelteon in non-24 sleep-wake syndrome: treatment for a circadian rhythm disorder in blind patients." CNS Spectrums 19, no. 6 (2014): 475–78. http://dx.doi.org/10.1017/s1092852914000637.

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ISSUE:Many individuals with total blindness can develop a circadian rhythm disorder—called non-24 sleep wake syndrome—because they cannot detect light to resynchronize their sleep–wake cycles. A new melatonin 1 and melatonin 2 agonist tasimelteon improves sleep in these patients, resetting their circadian sleep–wake clocks.
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13

Yuhas, Phillip T. "Non-24-Hour Sleep–Wake Disorder and Tasimelteon: A Review for Practitioners Who Work With Blind People." Journal of Visual Impairment & Blindness 116, no. 1 (2022): 70–84. http://dx.doi.org/10.1177/0145482x211072521.

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Introduction This narrative review summarizes the biology of human circadian rhythms; details the epidemiology, clinical manifestation, and diagnosis of non-24-hour sleep–wake disorder (N24SWD); and reviews the efficacy of possible treatments. Methods Searches of targeted phrases, such as “non-24-hour sleep–wake disorder” and “tasimelteon,” were conducted on PubMed between December 2016 and March 2020. Results As the world’s population ages, health practitioners frequently work with people who are blind. Damage to the retinal ganglion cells that signal environmental irradiance levels to the su
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14

Traynor, Kate. "Tasimelteon approved for circadian disorder in blind adults." American Journal of Health-System Pharmacy 71, no. 5 (2014): 350. http://dx.doi.org/10.2146/news140017.

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15

Lavedan, Christian, Mark Forsberg, and Anthony J. Gentile. "Tasimelteon: A selective and unique receptor binding profile." Neuropharmacology 91 (April 2015): 142–47. http://dx.doi.org/10.1016/j.neuropharm.2014.12.004.

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16

Wang, Wenbing, Xiangwei Meng, Jianrong Zhu, and Xingxian Zhang. "An efficient and practical asymmetric synthesis of (−)-tasimelteon." Synthetic Communications 49, no. 1 (2019): 129–35. http://dx.doi.org/10.1080/00397911.2018.1545031.

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17

Polymeropoulos, C., E. Czeisler, M. Fisher, et al. "Tasimelteon effective in treating JET lag during transatlantic travel." Sleep Medicine 64 (December 2019): S305. http://dx.doi.org/10.1016/j.sleep.2019.11.854.

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18

Liu, Kaihang, Xinbo Zhou, Zhejing Xu, et al. "Anhydrates and hemihydrate of tasimelteon: Synthesis, structure, and pharmacokinetic study." Journal of Pharmaceutical and Biomedical Analysis 151 (March 2018): 235–43. http://dx.doi.org/10.1016/j.jpba.2017.12.035.

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19

Polymeropoulos, Christos, Emily Czeisler, Michaela Fisher, et al. "0639 Tasimelteon Effective in Treating Jet Lag during Transatlantic Travel." Sleep 42, Supplement_1 (2019): A254—A255. http://dx.doi.org/10.1093/sleep/zsz067.637.

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20

Nishimon, Shohei, Mari Nishimon, and Seiji Nishino. "Tasimelteon for treating non-24-h sleep-wake rhythm disorder." Expert Opinion on Pharmacotherapy 20, no. 9 (2019): 1065–73. http://dx.doi.org/10.1080/14656566.2019.1603293.

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21

Neubauer, D. N. "Tasimelteon for the treatment of non-24-hour sleep-wake disorder." Drugs of Today 51, no. 1 (2015): 29. http://dx.doi.org/10.1358/dot.2015.51.1.2258364.

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22

Polymeropoulos, M. H., C. Xiao, and C. Polymeropoulos. "Tasimelteon improves symptoms of major depression in an African American population." Sleep Medicine 40 (December 2017): e266. http://dx.doi.org/10.1016/j.sleep.2017.11.779.

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23

Petrini, Agnese, Giovanni Ievoli, Francesca Migliorini, Maurizio Taddei, and Sofia Siciliano. "A Self-Immolative Linker for the pH-Responsive Release of Amides." Molecules 28, no. 6 (2023): 2445. http://dx.doi.org/10.3390/molecules28062445.

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The administration of therapeutics using bioconjugation has been mainly limited to drugs containing amine, alcohol, or thiol functional groups. Here, we report a general procedure for the preparation of benzylic N-acyl carbamates suitable for masking the amide group in important drugs such as Linezolid, Enzalutamide, or Tasimelteon in good to acceptable yields. These N-acyl carbamates appear to be stable in plasma, while a qualitative analysis of further drug uncage demonstrates that, at pH values of 5.5, a classical 1,6-benzyl elimination mechanism takes place, releasing more than 80% of the
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24

Polymeropoulos, M., C. Xiao, and C. Polymeropoulos. "0986 Tasimelteon Improves Symptoms of Major Depression in an African American Population." Sleep 41, suppl_1 (2018): A365—A366. http://dx.doi.org/10.1093/sleep/zsy061.985.

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25

de Klaver, P. A. G. "Melatonine agonist tasimelteon (VEC-162) bij voorbijgaande insomnia na nachtdienst: 2 gerandomiseerde onderzoeken." Medisch-Farmaceutische Mededelingen 47, no. 6 (2009): 93–94. http://dx.doi.org/10.1007/bf03079969.

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26

Dyrek, Nicola, Magdalena Balwierz, Marcin Łata, and Agnieszka Kosińska. "Melatonin receptor agonists in neurodegenerative diseases and psychiatric disorders." Quality in Sport 22 (September 22, 2024): 54717. http://dx.doi.org/10.12775/qs.2024.22.54717.

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Neurodegenerative and psychiatric diseases remain a therapeutic challenge. Mental illnesses such as depression and bipolar affective disorder lead to disruption of the diurnal rhythm of melatonin secretion and disruption of the sleep-wake axis. The use of new melatonergic drugs has received special attention in recent years. Selective melatoninergic M1 and M2 receptor agonists (tasimelteon, ramelteon) show a more favorable metabolic profile, better regulation of circadian rhythms, and effects on total sleep time and sleep quality compared to the already well-studied melatonin. In addition, the
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27

Polymeropoulos, C., E. Czeisler, M. Fisher, et al. "Tasimelteon demonstrates efficacy in improving sleep disturbances of individuals with smith-magenis syndrome (SMS)." Sleep Medicine 64 (December 2019): S423. http://dx.doi.org/10.1016/j.sleep.2019.11.1176.

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28

Keating, Gillian M. "Tasimelteon: A Review in Non-24-Hour Sleep-Wake Disorder in Totally Blind Individuals." CNS Drugs 30, no. 5 (2016): 461–68. http://dx.doi.org/10.1007/s40263-016-0330-y.

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29

Ogilvie, Brian W., Rosarelis Torres, Marlene A. Dressman, William G. Kramer, and Paolo Baroldi. "Clinical assessment of drug–drug interactions of tasimelteon, a novel dual melatonin receptor agonist." Journal of Clinical Pharmacology 55, no. 9 (2015): 1004–11. http://dx.doi.org/10.1002/jcph.507.

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30

Collins, Joseph, and Joseph Espiritu. "1187 Non-24-hour Sleep-Wake Disorder in Transgender Male Receiving Exogenous Testosterone." SLEEP 47, Supplement_1 (2024): A507. http://dx.doi.org/10.1093/sleep/zsae067.01187.

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Abstract Introduction Little is known about the effects of hormonal therapy for adolescents undergoing transgender care. We present a case of a biologic female being treated with exogenous testosterone for transgender care who develops non-24-hour circadian rhythm disorder (N24SWD), a rare sleep-wake disorder, most commonly seen in individuals who are totally blind. Report of case(s) A 19-year-old transgender man (female at birth) presented to our clinic with complaints of inconsistent sleep schedule and daytime sleepiness. They have a past medical history of anxiety, obsessive-compulsive diso
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31

Polymeropoulos, Christos, Emily Czeisler, Michaela Fisher, et al. "0641 Tasimelteon Demonstrates Efficacy in Improving Sleep Disturbances of Individuals with Smith-Magenis Syndrome (SMS)." Sleep 42, Supplement_1 (2019): A255. http://dx.doi.org/10.1093/sleep/zsz067.639.

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32

Torres, Rosarelis, William G. Kramer, and Paolo Baroldi. "Pharmacokinetics of the dual melatonin receptor agonist tasimelteon in subjects with hepatic or renal impairment." Journal of Clinical Pharmacology 55, no. 5 (2015): 525–33. http://dx.doi.org/10.1002/jcph.440.

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33

Satyanarayanan, Senthil Kumaran, Huanxing Su, Yi-Wen Lin, and Kuan-Pin Su. "Circadian Rhythm and Melatonin in the Treatment of Depression." Current Pharmaceutical Design 24, no. 22 (2018): 2549–55. http://dx.doi.org/10.2174/1381612824666180803112304.

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Background: Circadian rhythm disruption underlies the pathophysiology of psychiatric disorders, especially depression. Both pharmacological and non-pharmacological strategies affecting endogenous circadian rhythms have been developed with specificity to alter the circadian dysfunction. The current management strategy with antidepressants is far from being satisfactory in addressing this issue. In recent years, attempts at discovering new antidepressants focused on a melatonergic system which is known to be altered in depression have led to a potential option for treatment of depression. Method
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34

Erland, Lauren A. E., Christopher R. Dumigan, Jillian A. Forsyth, et al. "Mammalian Melatonin Agonist Pharmaceuticals Stimulate Rhomboid Proteins in Plants." Biomolecules 12, no. 7 (2022): 882. http://dx.doi.org/10.3390/biom12070882.

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Melatonin is a human neurotransmitter and plant signalling metabolite that perceives and directs plant metabolism. The mechanisms of melatonin action in plants remain undefined. We hypothesized that roots have a melatonin-specific receptor and/or transporter that can respond to melatonin-mediating pharmaceuticals. To test this hypothesis Arabidopsis seedlings were grown with melatonin pharmaceutical receptor agonists: ramelteon and tasimelteon, and/or antagonists: luzindole and 4-P-PDOT. Ramelteon was found both to mimic and competitively inhibit melatonin metabolism in plants. Due to the high
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35

Edmonds, Chelsey, and Michael Swanoski. "A Review of Suvorexant, Doxepin, Ramelteon, and Tasimelteon for the Treatment of Insomnia in Geriatric Patients." Consultant Pharmacist 32, no. 3 (2017): 156–60. http://dx.doi.org/10.4140/tcp.n.2017.156.

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36

Ventimiglia, Giampiero, Sonja Bellomi, Giuseppe Barreca, Lorella Giovannelli, and Norberto Masciocchi. "Synthesis, Characterization, and Crystal Chemistry of Tasimelteon, a Melatonin Agonist, in Its Anhydrous and Hemihydrate Forms." Journal of Pharmaceutical Sciences 107, no. 2 (2018): 543–49. http://dx.doi.org/10.1016/j.xphs.2017.09.012.

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37

Xiao, C., C. Polymeropoulos, J. Brzezynski, et al. "Tasimelteon demonstrates efficacy to treat jet lag disorder in an 8 hour phase advance clinical study." Sleep Medicine 64 (December 2019): S423. http://dx.doi.org/10.1016/j.sleep.2019.11.1175.

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38

Leger, Damien, Maria-Antonia Quera-Salva, Marie-Françoise Vecchierini, Pascale Ogrizek, Christina A. Perry, and Marlene A. Dressman. "Safety profile of tasimelteon, a melatonin MT1and MT2receptor agonist: pooled safety analyses from six clinical studies." Expert Opinion on Drug Safety 14, no. 11 (2015): 1673–85. http://dx.doi.org/10.1517/14740338.2015.1093112.

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39

Rajaratnam, Shantha MW, Mihael H. Polymeropoulos, Dennis M. Fisher, et al. "Melatonin agonist tasimelteon (VEC-162) for transient insomnia after sleep-time shift: two randomised controlled multicentre trials." Lancet 373, no. 9662 (2009): 482–91. http://dx.doi.org/10.1016/s0140-6736(08)61812-7.

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40

Polymeropoulos, Vasilios, Jim Wang, Christos Polymeropoulos, Changfu Xiao, and Mihael Polymeropoulos. "0640 Tasimelteon Significantly Improves REM Sleep Accumulation During an 8-hour Phase Advance in the JET8 Study." Sleep 42, Supplement_1 (2019): A255. http://dx.doi.org/10.1093/sleep/zsz067.638.

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41

Rajaratnam, Shantha M. W., Mihael H. Polymeropoulos, Dennis M. Fisher, et al. "Melatonin Agonist Tasimelteon (VEC-162) for Transient Insomnia After Sleep-Time Shift: Two Randomized Controlled Multicentre Trials." Obstetrical & Gynecological Survey 64, no. 9 (2009): 604–5. http://dx.doi.org/10.1097/01.ogx.0000358014.55641.1c.

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42

Smieszek, S., A. Kaden, C. Johnson, et al. "Tasimelteon for the treatment of delayed sleep-wake phase disorder and optic nerve hypoplasia: a case study." Sleep Medicine 115 (February 2024): 66. http://dx.doi.org/10.1016/j.sleep.2023.11.215.

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43

Moschona, Fotini, Ioanna Savvopoulou, Maria Tsitopoulou, Despoina Tataraki, and Gerasimos Rassias. "Epoxide Syntheses and Ring-Opening Reactions in Drug Development." Catalysts 10, no. 10 (2020): 1117. http://dx.doi.org/10.3390/catal10101117.

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This review concentrates on success stories from the synthesis of approved medicines and drug candidates using epoxide chemistry in the development of robust and efficient syntheses at large scale. The focus is on those parts of each synthesis related to the substrate-controlled/diastereoselective and catalytic asymmetric synthesis of epoxide intermediates and their subsequent ring-opening reactions with various nucleophiles. These are described in the form of case studies of high profile pharmaceuticals spanning a diverse range of indications and molecular scaffolds such as heterocycles, terp
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44

Sukys-Claudino, Lucia, Walter André dos Santos Moraes, Sergio Tufik, and Dalva Poyares. "Novos sedativos hipnóticos." Revista Brasileira de Psiquiatria 32, no. 3 (2010): 288–93. http://dx.doi.org/10.1590/s1516-44462010000300014.

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Nas últimas décadas houve um esforço para o desenvolvimento de hipnóticos mais seguros e eficazes. Zolpidem, zaleplona, zopiclona, eszopiclona (drogas-z) e indiplona são moduladores do receptor GABA-A, os quais agem de forma seletiva na subunidade α1, exibindo, desta forma, mecanismos similares de ação, embora evidências recentes sugiram que a eszopiclona não seja tão seletiva para a subunidade α1 quanto o zolpidem. Ramelteon e tasimelteon são novos agentes crono-hipnóticos seletivos para os receptores de melatonina MT1 e MT2. Por outro lado, nos últimos anos, o consumo de drogas antidepressiv
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45

Cocozza, Victoria, David Kim, Benjamin Long, and Shana Hansen. "0991 Dual Therapy to Treat Circadian Rhythm Disturbance in Unique Genetic Mutation of Smith-Magenis Syndrome." SLEEP 46, Supplement_1 (2023): A437. http://dx.doi.org/10.1093/sleep/zsad077.0991.

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Abstract Introduction Smith-Magenis syndrome (SMS) is a rare disorder associated with several genetic mutations. Patients with SMS experience circadian rhythm sleep-wake disorders, which may lead to significant behavioral concerns. A proposed etiology of sleep disturbances is diurnal melatonin secretion. Treatment approaches aim at blocking the abnormal morning secretion of melatonin and providing exogenous melatonin in the evening. Report of case(s) We present a patient with SMS having persistent sleep-wake disturbance despite dual therapy with beta-1 adrenergic antagonist in the morning and
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46

Gomes, Abner do Amaral, and Bruna Marçal Guidoti Eleutério. "AÇÃO ANTIDEPRESSIVA DA MELATONINA E DO AGONISTA DO RECEPTOR DE MELATONINA: FISIOPATOLOGIA E TRATAMENTO." Revista Ibero-Americana de Humanidades, Ciências e Educação 9, no. 10 (2023): 3185–204. http://dx.doi.org/10.51891/rease.v9i10.11788.

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A depressão tornou-se um dos distúrbios neuropsiquiátricos mais comuns e prevalentes, e as principais características da depressão são distúrbios do sono e da secreção de melatonina, causados por alteração do ritmo circadiano. Alterações endógenas anormais da melatonina podem contribuir para a ocorrência e desenvolvimento da depressão. No entanto, os mecanismos moleculares subjacentes a essa anormalidade permanecem ambíguos. A presente revisão resume os mecanismos subjacentes aos efeitos antidepressivos da melatonina, que estão relacionados às suas funções na regulação do eixo hipotálamo-hipóf
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47

Lockley, Steven, Marlene Dressman, Xiao Changfu, et al. "Le tasimelteon entraîne l’horloge circadienne et procure une amélioration significative aux personnes totalement aveugles, souffrant du libre-cours." Médecine du Sommeil 12, no. 1 (2015): 55–56. http://dx.doi.org/10.1016/j.msom.2015.01.099.

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48

Hull, J. T., C. Polymeropoulos, Y. Cho, C. Xiao, and M. H. Polymeropoulos. "Tasimelteon improves sleep quality and behavior in individuals with Smith-Magenis syndrome (SMS) in an open-label study." Sleep Medicine 40 (December 2017): e139. http://dx.doi.org/10.1016/j.sleep.2017.11.406.

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49

Polymeropoulos, V., C. Polymeropoulos, G. Birznieks, C. Xiao, and M. Polymeropoulos. "Tasimelteon significantly improves time to 30 minutes of REM (REM30) as compared to placebo in the JET8 study." Sleep Medicine 64 (December 2019): S305. http://dx.doi.org/10.1016/j.sleep.2019.11.855.

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50

Van Draanen, L., C. Xiao, and M. H. Polymeropoulos. "0649 Tasimelteon Improves Number of Sleep Free Days in Blind Patients with Non-24-Hour Sleep-Wake Disorder." Sleep 41, suppl_1 (2018): A241. http://dx.doi.org/10.1093/sleep/zsy061.648.

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