Azadipyrromethene

{{Short description|Class of chemical compounds}}

File:Azadipyrromethene ADPM06.svg

Azadipyrromethenes (ADPM) is a class of dyes used experimentally as photosensitizers for photodynamic therapy.{{cite journal|last1=Gallagher|first1=W M|last2=Allen|first2=L T|last3=O'Shea|first3=C|last4=Kenna|first4=T|last5=Hall|first5=M|last6=Gorman|first6=A|last7=Killoran|first7=J|last8=O'Shea|first8=D F|title=A potent nonporphyrin class of photodynamic therapeutic agent: cellular localisation, cytotoxic potential and influence of hypoxia|journal=British Journal of Cancer|date=19 April 2005|volume=92|issue=9|pages=1702–1710|doi=10.1038/sj.bjc.6602527|pmid=15841085|pmc=2362044}}{{cite journal|last1=Byrne|first1=A T|last2=O'Connor|first2=A E|last3=Hall|first3=M|last4=Murtagh|first4=J|last5=O'Neill|first5=K|last6=Curran|first6=K M|last7=Mongrain|first7=K|last8=Rousseau|first8=J A|last9=Lecomte|first9=R|last10=McGee|first10=S|last11=Callanan|first11=J J|last12=O'Shea|first12=D F|last13=Gallagher|first13=W M|title=Vascular-targeted photodynamic therapy with BF2-chelated Tetraaryl-Azadipyrromethene agents: a multi-modality molecular imaging approach to therapeutic assessment|journal=British Journal of Cancer|date=13 October 2009|volume=101|issue=9|pages=1565–1573|doi=10.1038/sj.bjc.6605247|pmid=19826417|pmc=2778519}}

Some derivatives can usefully absorb in the near-infrared.{{cite journal|last1=McDonnell|first1=Shane O.|last2=O'Shea|first2=Donal F.|title=Near-Infrared Sensing Properties of Dimethlyamino-Substituted BF −Azadipyrromethenes|journal=Organic Letters|date=August 2006|volume=8|issue=16|pages=3493–3496|doi=10.1021/ol061171x|pmid=16869643|url=https://figshare.com/articles/journal_contribution/3067030}} It has also been demonstrated that supramolecular coordination of an anion can switch-off the photosensitising ability of azadipyrromethene derivatives,{{cite journal |last1=Taylor |first1=Andrew J. |last2=Beer |first2=Paul D. |title=Halogen bonding aza-BODIPYs for anion sensing and anion binding-modulated singlet oxygen generation |journal=Chemical Communications |date=2024 |doi=10.1039/D4CC02330G|doi-access=free }} which could improve the selectivity of photodynamic therapy agents.