A　novel　series　of　silicon(IV)　phthalocyanines　substituted　axially　with　one　or　two　1,3-bis(dimethylamino)-2-propoxy　group(s)　have　been　prepared　by　ligand　substitution　and　alkoxy　exchange　reactions.　Two　dicationic　and　tetracationic　phthalocyanines　have　also　been　prepared　by　methylation　of　two　of　these　compounds.　The　nonionic　phthalocyanines　are　essentially　nonaggregated　in　common　organic　solvents　and　show　a　weak　fluorescence　emission,　while　the　methylated　derivatives　are　also　nonaggregated,　even　in　aqueous　media,　and　exhibit　a　strong　fluorescence　emission.　These　new　phthalocyanines,　in　particular　the　unsymmetrical　and　amphiphilic　analogues,　are　highly　potent　against　HepG2　human　hepatocarcinoma　cells　and　J774　mouse　macrophage　cells　with　IC50　values　down　to　0.02　μM.　The　photodynamic　activities　are　related　to　the　cellular　uptake　and　the　efficiency　to　generate　singlet　oxygen.　A　higher　positive　charge　at　the　phthalocyanine　hinders　the　uptake,　reflected　by　the　lower　intracellular　fluorescence　intensity.　Fluorescence　microscopic　studies　have　also　revealed　that　the　unsymmetrical　phthalocyanine　SiPc[C3H　5(NMe2)2O](OMe)　(4)　has　a　high　and　selective　affinity　to　the　mitochondria　of　HepG2　cells.