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Here, we report the synthesis and photophysical characterisation of a library of fifteen 4\u2010amino\u2010substituted 1,8\u2010naphthalimides, incorporating diverse aliphatic and aromatic amines. These compounds exhibit strong solvatochromism and varied fluorescence lifetimes in response to polarity and viscosity. Notably, compound\u00a0\n                    <jats:bold>13<\/jats:bold>\n                    \u00a0demonstrates high brightness and pronounced fluorescence lifetime sensitivity to polarity, while compound\u00a0\n                    <jats:bold>17<\/jats:bold>\n                    \u00a0shows strong viscosity\u2010dependent lifetime changes. We apply compound\u00a0\n                    <jats:bold>13<\/jats:bold>\n                    \u00a0to rat serum samples, revealing significant differences in fluorescence lifetime between healthy and acute pancreatitis conditions, consistent with polarity changes. In contrast, compound\u00a0\n                    <jats:bold>17<\/jats:bold>\n                    \u00a0showed no lifetime variation, suggesting limited viscosity changes in serum. These findings highlight the potential of 4\u2010amino\u20101,8\u2010naphthalimides as environment\u2010sensitive probes, particularly for polarity sensing in complex biological samples. More generally, this work expands the photophysical understanding of naphthalimide derivatives and supports their application in fluorescence lifetime\u2010based sensing of disease\u2010related microenvironmental changes.\n                  <\/jats:p>","DOI":"10.1002\/chem.202502829","type":"journal-article","created":{"date-parts":[[2025,10,22]],"date-time":"2025-10-22T04:35:36Z","timestamp":1761107736000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Exploring 4\u2010Amino\u20101,8\u2010Naphthalimides: Lifetime\u2010Based Sensing of Chemical Micro\u2010Environments"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-4155-4101","authenticated-orcid":false,"given":"Kai","family":"Kikuchi","sequence":"first","affiliation":[{"name":"Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences Monash University  Parkville VIC 3052 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9527-4869","authenticated-orcid":false,"given":"Liam D.","family":"Adair","sequence":"additional","affiliation":[{"name":"School of Chemistry The University of Sydney  Sydney NSW 2006 Australia"},{"name":"Australian Research Council Centre of Excellence for Innovations in Peptide and Protein Science The University of Sydney  Sydney NSW 2006 Australia"},{"name":"Sydney Nano Institute The University of Sydney  Sydney NSW 2006 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yijia","family":"Xu","sequence":"additional","affiliation":[{"name":"Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences Monash University  Parkville VIC 3052 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hannah J.","family":"Ross","sequence":"additional","affiliation":[{"name":"Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences Monash University  Parkville VIC 3052 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zijun","family":"Lu","sequence":"additional","affiliation":[{"name":"Drug Delivery, Disposition and Dynamics, Monash Institute of Pharmaceutical Sciences Monash University  Parkville VIC 3052 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yining","family":"Xie","sequence":"additional","affiliation":[{"name":"Drug Delivery, Disposition and Dynamics, Monash Institute of Pharmaceutical Sciences Monash University  Parkville VIC 3052 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Denis","family":"Jacquemin","sequence":"additional","affiliation":[{"name":"Nantes Universit\u00e9, CNRS CEISAM UMR 6230  Nantes F\u201044000 France"},{"name":"Institut Universitaire de France  Paris F\u201075005 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1969-923X","authenticated-orcid":false,"given":"Rosalind P.","family":"Cox","sequence":"additional","affiliation":[{"name":"School of Chemistry, Monash University  Clayton VIC 3800 Australia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4570-5595","authenticated-orcid":false,"given":"Toby D. 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