Page last updated: 2024-09-21

phthalocyanine

Description

phthalocyanine : A tetrapyrrole fundamental parent that consists of four isoindole-type units, with the connecting carbon atoms in the macrocycle replaced by nitrogen. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID86280045
CHEMBL ID262101
CHEBI ID34921
SCHEMBL ID15816
MeSH IDM0061585

Synonyms (47)

Synonym
phthalocyanin
phthalozyanin
CHEBI:34921 ,
ftalocianina
29h,31h-phthalocyanine
574-93-6
phthalocyanine
29h,31h-phthalocyanine, beta-form, 98%
ci 74100
hsdb 4350
lionol blue kw
29h, 31h-phthalocyanine
einecs 209-378-3
5,28:14,19-diimino-7,12:26,21-dinitrilotetrabenzo(c,h,m,r)(1,6,11,16)tetraazacycloeicosine
tetrabenzo(b,g,l,q)porphyrazine
heliogen blue 7560
monolite fast blue gs
heliogen blue 7800
irgazin blue 3gt
heliogen blue g
P1795
CHEMBL262101
ciaftalan
P0355
unii-v5puf4vlgy
v5puf4vlgy ,
ec 209-378-3
AKOS015912687
5,28:14,19-diimino-7,12:26,21- dinitrilotetrabenzo(c,h,m,r)(1,6,11,16)tetraazacycloeicosine
.chi.-phthalocyanine
ci 74100 [inci]
tetrabenzotetraazaporphine
phthalocyanine [hsdb]
SCHEMBL15816
521983-41-5
5,28-dihydro-29h,31h-phthalocyanine
mfcd00005085
DTXSID9025906
AS-39343
phthalocyanine (purified by sublimation)
phthalocyanine, (purified by sublimation)
YSWG725
?29h,31h-phthalocyanine
CS-0081409
phthalocyanine (purified by sublimation) [for organic electronics]
P2734
SY009954

Drug Classes (2)

ClassDescription
tetrapyrrole fundamental parent
phthalocyaninesCompounds containing a phthalocyanine skeleton.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID322957Inhibition of synthetic amyloid beta-42 fibrillation by ThT fluorescence analysis relative to control2007The Journal of biological chemistry, Apr-06, Volume: 282, Issue:14
Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct.
AID322958Inhibition of synthetic amyloid beta-42 fibrillation by light scattering analysis relative to control2007The Journal of biological chemistry, Apr-06, Volume: 282, Issue:14
Small molecule inhibitors of aggregation indicate that amyloid beta oligomerization and fibrillization pathways are independent and distinct.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,206)

TimeframeStudies, This Drug (%)All Drugs %
pre-199050 (4.15)18.7374
1990's95 (7.88)18.2507
2000's281 (23.30)29.6817
2010's579 (48.01)24.3611
2020's201 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials9 (0.73%)5.53%
Reviews91 (7.36%)6.00%
Case Studies1 (0.08%)4.05%
Observational0 (0.00%)0.25%
Other1,136 (91.84%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (16)

ArticleYear
A pH-sensitive nanoagent self-assembled from a highly negatively-charged phthalocyanine with excellent biosafety for photothermal therapy.
Journal of materials chemistry. B, 03-28, Volume: 9, Issue: 12
2021
Supramolecular subphthalocyanine complexes-cellular uptake and phototoxicity.
Chemical communications (Cambridge, England), Jul-09, Volume: 56, Issue: 55
2020
Phototoxic effect of aluminium-chlorine and aluminium-hydroxide phthalocyanines on Leishmania (l.) amazonensis.
Photodiagnosis and photodynamic therapy, Volume: 21
2018
An effective and potentially safe blood disinfection protocol using tetrapyrrolic photosensitizers.
Future medicinal chemistry, Volume: 9, Issue: 4
2017
The quest for biocompatible phthalocyanines for molecular imaging: Photophysics, relaxometry and cytotoxicity studies.
Journal of inorganic biochemistry, Volume: 154
2016
Evaluation of oxygen dependence on in vitro and in vivo cytotoxicity of photoimmunotherapy using IR-700-antibody conjugates.
Free radical biology & medicine, Volume: 85
2015
Toxicity of imine-iminium dyes and pigments: electron transfer, radicals, oxidative stress and other physiological effects.
Journal of applied toxicology : JAT, Volume: 34, Issue: 8
2014
Phthalocyanines functionalized with 2-methyl-5-nitro-1H-imidazolylethoxy and 1,4,7-trioxanonyl moieties and the effect of metronidazole substitution on photocytotoxicity.
Journal of inorganic biochemistry, Volume: 127
2013
A nano complex of hydrophilic phthalocyanine and polyethylenimine for improved cellular internalization efficiency and phototoxicity.
Colloids and surfaces. B, Biointerfaces, Jan-01, Volume: 101
2013
The toxicity of phthalocyanines to the aquatic plant Lemna minor (duckweed) - testing of 31 compounds.
Chemosphere, Volume: 88, Issue: 8
2012
In search of the main properties of phthalocyanines participating in toxicity against cyanobacteria.
Chemosphere, Volume: 77, Issue: 11
2009
Phthalocyanine tetrasulfonates affect the amyloid formation and cytotoxicity of alpha-synuclein.
Biochemistry, Mar-30, Volume: 43, Issue: 12
2004
ESR studies of a series of phthalocyanines. Mechanism of phototoxicity. Comparative quantitation of O2-. using ESR spin-trapping and cytochrome c reduction techniques.
Free radical research, Volume: 28, Issue: 5
1998
Subcellular distribution and photocytotoxicity of aluminium phthalocyanines and haematoporphyrin derivative in cultured human meningioma cells.
British journal of neurosurgery, Volume: 10, Issue: 1
1996
Role of oxygen in the phototoxicity of phthalocyanines.
International journal of radiation biology, Volume: 67, Issue: 1
1995
Photochemical generation of superoxide radical and the cytotoxicity of phthalocyanines.
International journal of radiation biology and related studies in physics, chemistry, and medicine, Volume: 48, Issue: 5
1985
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pharmacokinetics (1)

ArticleYear
Determination of photocyanine in human serum by HPLC and application to pharmacokinetic study.
Journal of chromatographic science, Volume: 52, Issue: 8
2014
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (3)

ArticleYear
Porphyrin Derivative Nanoformulations for Therapy and Antiparasitic Agents.
Molecules (Basel, Switzerland), Apr-29, Volume: 25, Issue: 9
2020
Enhanced photodynamic efficacy of zinc phthalocyanine by conjugating to heptalysine.
Bioconjugate chemistry, Nov-21, Volume: 23, Issue: 11
2012
Nanoparticles improve biological functions of phthalocyanine photosensitizers used for photodynamic therapy.
Current drug metabolism, Volume: 13, Issue: 8
2012
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (9)

ArticleYear
A Cationic Gallium Phthalocyanine Inhibits Amyloid β Peptide Fibril Formation.
Current Alzheimer research, Volume: 17, Issue: 7
2020
Near-infrared photoimmunotherapy: a comparison of light dosing schedules.
Oncotarget, May-23, Volume: 8, Issue: 21
2017
Phthalocyanine-loaded graphene nanoplatform for imaging-guided combinatorial phototherapy.
International journal of nanomedicine, Volume: 10
2015
Photoassisted Fenton degradation of phthalocyanine dyes from wastewater of printing industry using Fe(II)/γ-Al2O3 catalyst in up-flow fluidized-bed.
Journal of environmental sciences (China), Jun-01, Volume: 26, Issue: 6
2014
Investigating the efficiency of novel metallo-phthalocyanine PDT-induced cell death in MCF-7 breast cancer cells.
Photodiagnosis and photodynamic therapy, Volume: 9, Issue: 3
2012
Effective use of molecular recognition in gas sensing: results from acoustic wave and in situ FT-IR measurements.
Analytical chemistry, Aug-01, Volume: 71, Issue: 15
1999
Optimum properties of injectable test solutions for intrathecal administration to conscious rats.
The Journal of veterinary medical science, Volume: 59, Issue: 12
1997
Selective necrosis in dimethylhydrazine-induced rat colon tumors using phthalocyanine photodynamic therapy.
Gastroenterology, Volume: 98, Issue: 6
1990
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Natural Sources (1)

ArticleYear
Lesson from Nature: Biomimetic Self-Assembling Phthalocyanines for High-Efficient Photothermal Therapy within the Biological Transparent Window.
ACS applied materials & interfaces, Jan-30, Volume: 11, Issue: 4
2019
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]