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<strong>📄 Archived:</strong> 2025-08-31 12:16:05 UTC
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<strong>🔗 Source:</strong> <a href="https://en.wikipedia.org/wiki/Methoxypropylamino_cyclohexenylidene_ethoxyethylcyanoacetate">https://en.wikipedia.org/wiki/Methoxypropylamino_cyclohexenylidene_ethoxyethylcyanoacetate</a>
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<h1>Methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate</h1>
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<html><body><div><div class="vector-body-before-content">
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<p class="noprint" id="siteSub">From Wikipedia, the free encyclopedia</p>
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<div class="mw-body-content" id="mw-content-text"><div class="mw-content-ltr mw-parser-output" dir="ltr" lang="en"><p class="shortdescription nomobile noexcerpt noprint searchaux">Organic compound used in sunscreen</p>
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<p class="shortdescription nomobile noexcerpt noprint searchaux">Chemical compound</p>
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<p><b>Methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate</b> (<a href="/wiki/International_Nomenclature_of_Cosmetic_Ingredients" title="International Nomenclature of Cosmetic Ingredients">INCI</a>) is an <a href="/wiki/Organic_compound" title="Organic compound">organic compound</a> used in <a href="/wiki/Sunscreen" title="Sunscreen">sunscreens</a> to absorb <a class="mw-redirect" href="/wiki/UVA_radiation" title="UVA radiation">UVA radiation</a>. It is marketed as <b>Mexoryl 400</b> by <a href="/wiki/L%27Or%C3%A9al" title="L'Oréal">L'Oréal</a>. MCE has an absorption maximum of 385 nm, which is in the long-wave UVA range (<a class="mw-redirect" href="/wiki/UVA_radiation" title="UVA radiation">UVA1</a>, 360−400 nm).<sup class="reference" id="cite_ref-:0_1-0"><a href="#cite_note-:0-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-2"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-3"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-4"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-5"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-6"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-7"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> Like Mexoryl SX (<a href="/wiki/Ecamsule" title="Ecamsule">Ecamsule</a>) and Mexoryl XL (<a href="/wiki/Drometrizole_trisiloxane" title="Drometrizole trisiloxane">Drometrizole trisiloxane</a>), it is used exclusively in products manufactured by L'Oréal.<sup class="reference" id="cite_ref-8"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> MCE was developed by L'Oréal and <a href="/wiki/BASF" title="BASF">BASF</a>.<sup class="reference" id="cite_ref-9"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup>
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</p>
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<p>MCE is a yellow solid in the form of powder or small chunks.<sup class="reference" id="cite_ref-:0_1-1"><a href="#cite_note-:0-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> At 25 °C, it is soluble in <a href="/wiki/Phenoxyethanol" title="Phenoxyethanol">phenoxyethanol</a>, dimethyl capramide, <a class="mw-redirect" href="/wiki/Ethoxydiglycol" title="Ethoxydiglycol">ethoxydiglycol</a>, dimethyl isosorbide, and alcohol (<a href="/wiki/Ethanol" title="Ethanol">ethanol</a>), which are ingredients used in cosmetics.<sup class="reference" id="cite_ref-:0_1-2"><a href="#cite_note-:0-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-10"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-11"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-12"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-13"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup class="reference" id="cite_ref-14"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup>
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</p><p>It is considered a <a href="/wiki/Cyclic_compound" title="Cyclic compound">cyclic</a> <a href="/wiki/Merocyanine" title="Merocyanine">merocyanine</a>.<sup class="reference" id="cite_ref-15"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup>
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</p>
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<div class="mw-heading mw-heading2"><h2 id="Safety_and_regulation">Safety and regulation</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Methoxypropylamino_cyclohexenylidene_ethoxyethylcyanoacetate&action=edit&section=2" title="Edit section: Safety and regulation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div>
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<p>In 2019, MCE was approved for use up to a maximum concentration of 3% as a UV filter in cosmetics in the <a href="/wiki/European_Union" title="European Union">EU</a>.<sup class="reference" id="cite_ref-:0_1-3"><a href="#cite_note-:0-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> It is not currently recognised or approved by the <a href="/wiki/Food_and_Drug_Administration" title="Food and Drug Administration">FDA</a> for use in cosmetics in the <a href="/wiki/United_States" title="United States">US</a>.
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</p>
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<div class="mw-references-wrap mw-references-columns"><ol class="references">
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<li id="cite_note-:0-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-:0_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-:0_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-:0_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-:0_1-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><cite class="citation web cs1"><a class="external text" href="https://health.ec.europa.eu/system/files/2021-08/sccs_o_227_0.pdf" rel="nofollow">"Scientific Committee on Consumer Safety"</a> <span class="cs1-format">(PDF)</span>. <i>europa.eu</i><span class="reference-accessdate">. Retrieved <span class="nowrap">28 July</span> 2024</span>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=europa.eu&rft.atitle=Scientific+Committee+on+Consumer+Safety&rft_id=https%3A%2F%2Fhealth.ec.europa.eu%2Fsystem%2Ffiles%2F2021-08%2Fsccs_o_227_0.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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<li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><cite class="citation journal cs1" id="CITEREFMarionnetde_DormaelMaratRoudot2022">Marionnet, Claire; de Dormael, Romain; Marat, Xavier; Roudot, Angélina; Gizard, Julie; Planel, Emilie; Tornier, Carine; Golebiewski, Christelle; Bastien, Philippe; Candau, Didier; Bernerd, Françoise (January 2022). <a class="external text" href="https://doi.org/10.1016/j.xjidi.2021.100070" rel="nofollow">"Sunscreens with the New MCE Filter Cover the Whole UV Spectrum: Improved UVA1 Photoprotection In Vitro and in a Randomized Controlled Trial"</a>. <i><a class="new" href="/w/index.php?title=JID_Innovations&action=edit&redlink=1" title="JID Innovations (page does not exist)">JID Innovations</a></i>. <b>2</b> (1). <a class="mw-redirect" href="/wiki/Doi_(identifier)" title="Doi (identifier)">doi</a>:<a class="external text" href="https://doi.org/10.1016%2Fj.xjidi.2021.100070" rel="nofollow">10.1016/j.xjidi.2021.100070</a>. <a class="mw-redirect" href="/wiki/ISSN_(identifier)" title="ISSN (identifier)">ISSN</a> <a class="external text" href="https://search.worldcat.org/issn/2667-0267" rel="nofollow">2667-0267</a>. <a class="mw-redirect" href="/wiki/PMC_(identifier)" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8762479" rel="nofollow">8762479</a></span>. <a class="mw-redirect" href="/wiki/PMID_(identifier)" title="PMID (identifier)">PMID</a> <a class="external text" href="https://pubmed.ncbi.nlm.nih.gov/35072138" rel="nofollow">35072138</a>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=JID+Innovations&rft.atitle=Sunscreens+with+the+New+MCE+Filter+Cover+the+Whole+UV+Spectrum%3A+Improved+UVA1+Photoprotection+In+Vitro+and+in+a+Randomized+Controlled+Trial&rft.volume=2&rft.issue=1&rft.date=2022-01&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC8762479%23id-name%3DPMC&rft.issn=2667-0267&rft_id=info%3Apmid%2F35072138&rft_id=info%3Adoi%2F10.1016%2Fj.xjidi.2021.100070&rft.aulast=Marionnet&rft.aufirst=Claire&rft.au=de+Dormael%2C+Romain&rft.au=Marat%2C+Xavier&rft.au=Roudot%2C+Ang%C3%A9lina&rft.au=Gizard%2C+Julie&rft.au=Planel%2C+Emilie&rft.au=Tornier%2C+Carine&rft.au=Golebiewski%2C+Christelle&rft.au=Bastien%2C+Philippe&rft.au=Candau%2C+Didier&rft.au=Bernerd%2C+Fran%C3%A7oise&rft_id=https%3A%2F%2Fdoi.org%2F10.1016%2Fj.xjidi.2021.100070&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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<li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><cite class="citation journal cs1" id="CITEREFAguileraGracia-CazañaGilaberte2023">Aguilera, José; Gracia-Cazaña, Tamara; Gilaberte, Yolanda (2023-10-01). <a class="external text" href="https://doi.org/10.1007%2Fs43630-023-00453-x" rel="nofollow">"New developments in sunscreens"</a>. <i>Photochemical & Photobiological Sciences</i>. <b>22</b> (10): <span class="nowrap">2473–</span>2482. <a class="mw-redirect" href="/wiki/Bibcode_(identifier)" title="Bibcode (identifier)">Bibcode</a>:<a class="external text" href="https://ui.adsabs.harvard.edu/abs/2023PhPhS..22.2473A" rel="nofollow">2023PhPhS..22.2473A</a>. <a class="mw-redirect" href="/wiki/Doi_(identifier)" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a class="external text" href="https://doi.org/10.1007%2Fs43630-023-00453-x" rel="nofollow">10.1007/s43630-023-00453-x</a></span>. <a class="mw-redirect" href="/wiki/ISSN_(identifier)" title="ISSN (identifier)">ISSN</a> <a class="external text" href="https://search.worldcat.org/issn/1474-9092" rel="nofollow">1474-9092</a>. <a class="mw-redirect" href="/wiki/PMID_(identifier)" title="PMID (identifier)">PMID</a> <a class="external text" href="https://pubmed.ncbi.nlm.nih.gov/37543534" rel="nofollow">37543534</a>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Photochemical+%26+Photobiological+Sciences&rft.atitle=New+developments+in+sunscreens&rft.volume=22&rft.issue=10&rft.pages=2473-2482&rft.date=2023-10-01&rft_id=info%3Adoi%2F10.1007%2Fs43630-023-00453-x&rft.issn=1474-9092&rft_id=info%3Apmid%2F37543534&rft_id=info%3Abibcode%2F2023PhPhS..22.2473A&rft.aulast=Aguilera&rft.aufirst=Jos%C3%A9&rft.au=Gracia-Caza%C3%B1a%2C+Tamara&rft.au=Gilaberte%2C+Yolanda&rft_id=https%3A%2F%2Fdoi.org%2F10.1007%252Fs43630-023-00453-x&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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</li>
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<li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text"><cite class="citation journal cs1" id="CITEREFBernerdPasseronCastielMarionnet2022">Bernerd, Françoise; Passeron, Thierry; Castiel, Isabelle; Marionnet, Claire (January 2022). <a class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9368482" rel="nofollow">"The Damaging Effects of Long UVA (UVA1) Rays: A Major Challenge to Preserve Skin Health and Integrity"</a>. <i>International Journal of Molecular Sciences</i>. <b>23</b> (15): 8243. <a class="mw-redirect" href="/wiki/Doi_(identifier)" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a class="external text" href="https://doi.org/10.3390%2Fijms23158243" rel="nofollow">10.3390/ijms23158243</a></span>. <a class="mw-redirect" href="/wiki/ISSN_(identifier)" title="ISSN (identifier)">ISSN</a> <a class="external text" href="https://search.worldcat.org/issn/1422-0067" rel="nofollow">1422-0067</a>. <a class="mw-redirect" href="/wiki/PMC_(identifier)" title="PMC (identifier)">PMC</a> <span class="id-lock-free" title="Freely accessible"><a class="external text" href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9368482" rel="nofollow">9368482</a></span>. <a class="mw-redirect" href="/wiki/PMID_(identifier)" title="PMID (identifier)">PMID</a> <a class="external text" href="https://pubmed.ncbi.nlm.nih.gov/35897826" rel="nofollow">35897826</a>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=International+Journal+of+Molecular+Sciences&rft.atitle=The+Damaging+Effects+of+Long+UVA+%28UVA1%29+Rays%3A+A+Major+Challenge+to+Preserve+Skin+Health+and+Integrity&rft.volume=23&rft.issue=15&rft.pages=8243&rft.date=2022-01&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC9368482%23id-name%3DPMC&rft.issn=1422-0067&rft_id=info%3Apmid%2F35897826&rft_id=info%3Adoi%2F10.3390%2Fijms23158243&rft.aulast=Bernerd&rft.aufirst=Fran%C3%A7oise&rft.au=Passeron%2C+Thierry&rft.au=Castiel%2C+Isabelle&rft.au=Marionnet%2C+Claire&rft_id=https%3A%2F%2Fwww.ncbi.nlm.nih.gov%2Fpmc%2Farticles%2FPMC9368482&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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<li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text"><cite class="citation web cs1" id="CITEREFPubChem">PubChem. <a class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/71226339" rel="nofollow">"2-ethoxyethyl (2Z)-2-cyano-2-[3-(3-methoxypropylamino)cyclohex-2-en-1-ylidene]acetate"</a>. <i>pubchem.ncbi.nlm.nih.gov</i><span class="reference-accessdate">. Retrieved <span class="nowrap">2024-07-30</span></span>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=pubchem.ncbi.nlm.nih.gov&rft.atitle=2-ethoxyethyl+%282Z%29-2-cyano-2-%5B3-%283-methoxypropylamino%29cyclohex-2-en-1-ylidene%5Dacetate&rft.au=PubChem&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fcompound%2F71226339&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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</li>
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<li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><cite class="citation journal cs1" id="CITEREFde_DormaelBernerdBastienCandau2022">de Dormael, Romain; Bernerd, Francoise; Bastien, Philippe; Candau, Didier; Roudot, Angelina; Tricaud, Caroline (September 2022). <a class="external text" href="https://doi.org/10.1002%2Fjvc2.38" rel="nofollow">"Improvement of photoprotection with sunscreen formulas containing the cyclic merocyanine UVA1 absorber MCE: In vivo demonstration under simulated and real sun exposure conditions in three randomised controlled trials"</a>. <i><a class="new" href="/w/index.php?title=JEADV_Clinical_Practice&action=edit&redlink=1" title="JEADV Clinical Practice (page does not exist)">JEADV Clinical Practice</a></i>. <b>1</b> (3): <span class="nowrap">229–</span>239. <a class="mw-redirect" href="/wiki/Doi_(identifier)" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a class="external text" href="https://doi.org/10.1002%2Fjvc2.38" rel="nofollow">10.1002/jvc2.38</a></span>. <a class="mw-redirect" href="/wiki/ISSN_(identifier)" title="ISSN (identifier)">ISSN</a> <a class="external text" href="https://search.worldcat.org/issn/2768-6566" rel="nofollow">2768-6566</a>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=JEADV+Clinical+Practice&rft.atitle=Improvement+of+photoprotection+with+sunscreen+formulas+containing+the+cyclic+merocyanine+UVA1+absorber+MCE%3A+In+vivo+demonstration+under+simulated+and+real+sun+exposure+conditions+in+three+randomised+controlled+trials&rft.volume=1&rft.issue=3&rft.pages=229-239&rft.date=2022-09&rft_id=info%3Adoi%2F10.1002%2Fjvc2.38&rft.issn=2768-6566&rft.aulast=de+Dormael&rft.aufirst=Romain&rft.au=Bernerd%2C+Francoise&rft.au=Bastien%2C+Philippe&rft.au=Candau%2C+Didier&rft.au=Roudot%2C+Angelina&rft.au=Tricaud%2C+Caroline&rft_id=https%3A%2F%2Fdoi.org%2F10.1002%252Fjvc2.38&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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<li id="cite_note-15"><span class="mw-cite-backlink"><b><a href="#cite_ref-15">^</a></b></span> <span class="reference-text"><cite class="citation journal cs1" id="CITEREFWinklerHoeffkenEichinHouy2014">Winkler, Barbara; Hoeffken, Hans Wolfgang; Eichin, Kai; Houy, Wolfgang (2014-03-05). <span class="id-lock-subscription" title="Paid subscription required"><a class="external text" href="https://www.sciencedirect.com/science/article/pii/S0040403914001592" rel="nofollow">"A cyclic merocyanine UV-A absorber: mechanism of formation and crystal structure"</a></span>. <i>Tetrahedron Letters</i>. <b>55</b> (10): <span class="nowrap">1749–</span>1751. <a class="mw-redirect" href="/wiki/Doi_(identifier)" title="Doi (identifier)">doi</a>:<a class="external text" href="https://doi.org/10.1016%2Fj.tetlet.2014.01.113" rel="nofollow">10.1016/j.tetlet.2014.01.113</a>. <a class="mw-redirect" href="/wiki/ISSN_(identifier)" title="ISSN (identifier)">ISSN</a> <a class="external text" href="https://search.worldcat.org/issn/0040-4039" rel="nofollow">0040-4039</a>.</cite><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Tetrahedron+Letters&rft.atitle=A+cyclic+merocyanine+UV-A+absorber%3A+mechanism+of+formation+and+crystal+structure&rft.volume=55&rft.issue=10&rft.pages=1749-1751&rft.date=2014-03-05&rft_id=info%3Adoi%2F10.1016%2Fj.tetlet.2014.01.113&rft.issn=0040-4039&rft.aulast=Winkler&rft.aufirst=Barbara&rft.au=Hoeffken%2C+Hans+Wolfgang&rft.au=Eichin%2C+Kai&rft.au=Houy%2C+Wolfgang&rft_id=https%3A%2F%2Fwww.sciencedirect.com%2Fscience%2Farticle%2Fpii%2FS0040403914001592&rfr_id=info%3Asid%2Fen.wikipedia.org%3AMethoxypropylamino+cyclohexenylidene+ethoxyethylcyanoacetate"></span></span>
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