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122341-38-2 | Phenol, 3,3',3'',3'''-(7,8-dihydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis-
CAS No: 122341-38-2 Catalog No: AG00174L MDL No:
Product Description
Catalog Number:
AG00174L
Chemical Name:
Phenol, 3,3',3'',3'''-(7,8-dihydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis-
CAS Number:
122341-38-2
Molecular Formula:
C44H32N4O4
Molecular Weight:
680.7493
IUPAC Name:
3-[10,15,20-tris(3-hydroxyphenyl)-2,3,22,24-tetrahydroporphyrin-5-yl]phenol
InChI:
InChI=1S/C44H32N4O4/c49-29-9-1-5-25(21-29)41-33-13-15-35(45-33)42(26-6-2-10-30(50)22-26)37-17-19-39(47-37)44(28-8-4-12-32(52)24-28)40-20-18-38(48-40)43(36-16-14-34(41)46-36)27-7-3-11-31(51)23-27/h1-17,19,21-24,46-47,49-52H,18,20H2
InChI Key:
LYPFDBRUNKHDGX-UHFFFAOYSA-N
SMILES:
Oc1cccc(c1)C1=C2CCC(=N2)C(=c2ccc(=C(C3=NC(=C(c4[nH]c1cc4)c1cccc(c1)O)C=C3)c1cccc(c1)O)[nH]2)c1cccc(c1)O
UNII:
FU21S769PF
Properties
Complexity:
1090
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
680.242g/mol
Formal Charge:
0
Heavy Atom Count:
52
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
6
Isotope Atom Count:
0
Molecular Weight:
680.764g/mol
Monoisotopic Mass:
680.242g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
138A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
8.8
Literature
| Title | Journal |
|---|---|
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| Fast high-throughput screening of temoporfin-loaded liposomal formulations prepared by ethanol injection method. | Journal of liposome research 20120301 |
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| mTHPC-mediated photodynamic therapy is effective in the metastatic human 143B osteosarcoma cells. | Photochemistry and photobiology 20120101 |
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| Comparison of intracellular accumulation and cytotoxicity of free mTHPC and mTHPC-loaded PLGA nanoparticles in human colon carcinoma cells. | Nanotechnology 20110617 |
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| The effective management of a leg hemangioma using ultrasound-guided interstitial photodynamic therapy. | Photodiagnosis and photodynamic therapy 20100901 |
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| Efficiency of liposomes in the delivery of a photosensitizer controlled by the stereochemistry of a gemini surfactant component. | Molecular pharmaceutics 20100201 |
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| Development of liposomes containing ethanol for skin delivery of temoporfin: characterization and in vitro penetration studies. | Colloids and surfaces. B, Biointerfaces 20091101 |
| Assessment of a sheep animal model to optimise photodynamic therapy in the oesophagus. | Lasers in surgery and medicine 20091101 |
| Monitoring interstitial m-THPC-PDT in vivo using fluorescence and reflectance spectroscopy. | Lasers in surgery and medicine 20091101 |
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| Changes in vascularity and blood volume as a result of photodynamic therapy can be assessed with power Doppler ultrasonography. | Lasers in surgery and medicine 20060301 |
| Schedule-dependent interaction between Doxorubicin and mTHPC-mediated photodynamic therapy in murine hepatoma in vitro and in vivo. | Cancer chemotherapy and pharmacology 20060101 |
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| Doppler optical coherence tomography to monitor the effect of photodynamic therapy on tissue morphology and perfusion. | Journal of biomedical optics 20060101 |
| Optimizing meso-tetra-hydroxyphenyl-chlorin-mediated photodynamic therapy for basal cell carcinoma. | Photochemistry and photobiology 20060101 |
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| Intraoperative photodynamic therapy of the chest cavity in malignant pleural mesothelioma bearing rats. | Lasers in surgery and medicine 20051001 |
| Inclusion of a photosensitizer in liposomes formed by DMPC/gemini surfactant: correlation between physicochemical and biological features of the complexes. | Journal of medicinal chemistry 20050728 |
| pH dependent uptake of porphyrin-type photosensitizers by solid tumor cells in vitro is not induced by modification of transmembrane potential. | Cancer letters 20050510 |
| Necrotic and apoptotic features of cell death in response to Foscan photosensitization of HT29 monolayer and multicell spheroids. | Biochemical pharmacology 20050415 |
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| Photophysical parameters, photosensitizer retention and tissue optical properties completely account for the higher photodynamic efficacy of meso-tetra-hydroxyphenyl-chlorin vs Photofrin. | Photochemistry and photobiology 20050101 |
| Outcome of mTHPC mediated photodynamic therapy is primarily determined by the vascular response. | Photochemistry and photobiology 20050101 |
| Temporally and spatially heterogeneous distribution of mTHPC in a murine tumor observed by two-color confocal fluorescence imaging and spectroscopy in a whole-mount model. | Photochemistry and photobiology 20050101 |
| Fluorescence anisotropy imaging reveals localization of meso-tetrahydroxyphenyl chlorin in the nuclear envelope. | Photochemistry and photobiology 20050101 |
| Photodynamic therapy using meta-tetrahydroxyphenylchlorin (Foscan) for the treatment of vulval intraepithelial neoplasia. | The British journal of dermatology 20041101 |
| Experimental survey of non-clonogenic viability assays for adherent cells in vitro. | Toxicology in vitro : an international journal published in association with BIBRA 20041001 |
| Photodynamic therapy in normal pig stomach: protective effect of octreotide. | Endoscopy 20041001 |
| Foscan-based photodynamic treatment in vivo: correlation between efficacy and Foscan accumulation in tumor, plasma and leukocytes. | Oncology reports 20040901 |
| mTHPC-mediated photodynamic therapy for early oral squamous cell carcinoma. | International journal of cancer 20040810 |
| Interstitial photodynamic therapy as salvage treatment for recurrent head and neck cancer. | British journal of cancer 20040802 |
| Foscan-mediated photodynamic therapy and operation for malignant pleural mesothelioma. | The Annals of thoracic surgery 20040701 |
| Photodynamic therapy with green light and m-tetrahydroxyphenyl chlorin for intramucosal adenocarcinoma and high-grade dysplasia in Barrett's esophagus. | Gastrointestinal endoscopy 20040601 |
| The cost-effectiveness of Foscan mediated photodynamic therapy (Foscan-PDT) compared with extensive palliative surgery and palliative chemotherapy for patients with advanced head and neck cancer in the UK. | Oral oncology 20040401 |
| mTHPC-mediated photodynamic therapy in patients with advanced, incurable head and neck cancer: a multicenter study of 128 patients. | Head & neck 20040301 |
| Modality of cell death induced by Foscan-based photodynamic treatment in human colon adenocarcinoma cell line HT29. | Biochemistry. Biokhimiia 20040101 |
| Photodynamic therapy of head and neck tumors and non-tumor like disorders. | Otolaryngologia polska = The Polish otolaryngology 20040101 |
| Comparative sensitivity of microvascular endothelial cells, fibroblasts and tumor cells after in vitro photodynamic therapy with meso-tetra-hydroxyphenyl-chlorin. | Photochemistry and photobiology 20040101 |
| The embedding of meta-tetra(hydroxyphenyl)-chlorin into silica nanoparticle platforms for photodynamic therapy and their singlet oxygen production and pH-dependent optical properties. | Photochemistry and photobiology 20031201 |
| Activation of heat shock protein 70 promoter with meso-tetrahydroxyphenyl chlorin photodynamic therapy reported by green fluorescent protein in vitro and in vivo. | Photochemistry and photobiology 20031201 |
| Treatment of primary mucosal head and neck squamous cell carcinoma using photodynamic therapy: results after 25 treated cases. | The Journal of laryngology and otology 20030901 |
| New light on the brain: The role of photosensitizing agents and laser light in the management of invasive intracranial tumors. | Technology in cancer research & treatment 20030801 |
| Photodynamic therapy effect of m-THPC (Foscan) in vivo: correlation with pharmacokinetics. | British journal of cancer 20030721 |
| Meta-tetra(hydroxyphenyl)chlorin photodynamic therapy in early-stage squamous cell carcinoma of the head and neck. | Archives of otolaryngology--head & neck surgery 20030701 |
| Primary photodamage sites and mitochondrial events after Foscan photosensitization of MCF-7 human breast cancer cells. | Photochemistry and photobiology 20030701 |
| Elevated serum cytokine levels in mesothelioma patients who have undergone pleurectomy or extrapleural pneumonectomy and adjuvant intraoperative photodynamic therapy. | Photochemistry and photobiology 20030701 |
| Mucosal ablation with photodynamic therapy in the esophagus: optimization of light dosimetry in the sheep model. | Gastrointestinal endoscopy 20030601 |
| pH effects on the cellular uptake of four photosensitizing drugs evaluated for use in photodynamic therapy of cancer. | Cancer letters 20030530 |
| Synthesis, cellular internalization and photodynamic activity of glucoconjugated derivatives of tri and tetra(meta-hydroxyphenyl)chlorins. | Bioorganic & medicinal chemistry 20030417 |
| Cubic phase gel as a drug delivery system for topical application of 5-ALA, its ester derivatives and m-THPC in photodynamic therapy (PDT). | Journal of photochemistry and photobiology. B, Biology 20030401 |
| Hydroporphyrins as tumour photosensitizers: synthesis and photophysical studies of 2,3-dihydro-5,15-di(3,5-dihydroxyphenyl) porphyrin. | Bioorganic & medicinal chemistry letters 20030310 |
| A phase I study of Foscan-mediated photodynamic therapy and surgery in patients with mesothelioma. | The Annals of thoracic surgery 20030301 |
| Effects of chlorin-mediated photodynamic therapy combined with fluoropyrimidines in vitro and in a patient. | Cancer chemotherapy and pharmacology 20030201 |
| Foscan uptake and tissue distribution in relation to photodynamic efficacy. | British journal of cancer 20030127 |
| Endoplasmic reticulum and Golgi apparatus are the preferential sites of Foscan localisation in cultured tumour cells. | British journal of cancer 20030113 |
| Experimental photodynamic therapy for malignant pleural mesothelioma with pegylated mTHPC. | Lasers in surgery and medicine 20030101 |
| Time-resolved microspectrofluorometry and fluorescence lifetime imaging of photosensitizers using picosecond pulsed diode lasers in laser scanning microscopes. | Journal of biomedical optics 20030101 |
| Role of p53 and ATM in photodynamic therapy-induced apoptosis. | Lasers in surgery and medicine 20030101 |
| Experimental evaluation of possible side effects of intra-operative photodynamic therapy on rabbit blood vessels and nerves. | Lasers in surgery and medicine 20030101 |
| Uptake and localisation of mTHPC (Foscan) and its 14C-labelled form in normal and tumour tissues of the hamster squamous cell carcinoma model: a comparative study. | British journal of cancer 20021202 |
| Photodynamic therapy for prostate cancer recurrence after radiotherapy: a phase I study. | The Journal of urology 20021001 |
| Effect of irradiation fluence rate on the efficacy of photodynamic therapy and tumor oxygenation in meta-tetra (hydroxyphenyl) chlorin (mTHPC)-sensitized HT29 xenografts in nude mice. | Radiation research 20020901 |
| Biodistribution of meta-tetra(hydroxyphenyl)chlorin incorporated into surface-modified nanocapsules in tumor-bearing mice. | Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20020901 |
| PDT effects of m-THPC and ALA, phototoxicity and apoptosis. | Apoptosis : an international journal on programmed cell death 20020601 |
| Indirect detection of photosensitizer ex vivo. | Journal of photochemistry and photobiology. B, Biology 20020501 |
| Comparison of aluminium (III) phthalocyanine tetrasulfonate- and meta-tetrahydroxyphenylchlorin-monoclonal antibody conjugates for their efficacy in photodynamic therapy in vitro. | International journal of cancer 20020410 |
| Effects of BAPTA-AM, Forskolin, DSF and Z.VAD.fmk on PDT-induced apoptosis and m-THPC phototoxicity on B16 cells. | Apoptosis : an international journal on programmed cell death 20020401 |
| Photodynamic effects of mTHPC on human colon adenocarcinoma cells: photocytotoxicity, subcellular localization and apoptosis. | Photochemistry and photobiology 20020401 |
| Specific fluorescent tracers. Imaging and applications for photodynamic therapy. | Comptes rendus biologies 20020401 |
| In vivo mTHPC photobleaching in normal rat skin exhibits unique irradiance-dependent features. | Photochemistry and photobiology 20020301 |
| Relationship between mTHPC fluorescence photobleaching and cell viability during in vitro photodynamic treatment of DP16 cells. | Photochemistry and photobiology 20020301 |
| Intracellular photobleaching of 5,10,15,20-tetrakis(m-hydroxyphenyl) chlorin (Foscan) exhibits a complex dependence on oxygen level and fluence rate. | Photochemistry and photobiology 20020101 |
| Photodynamic therapy (PDT) for oesophageal dysplasia and early carcinoma with mTHPC (m-tetrahydroxyphenyl chlorin): a preliminary study. | Lasers in medical science 20020101 |
| Tissue levels, histologic changes and plasma pharmacokinetics of meta-Tetra (hydroxyphenyl) chlorin (mTHPC) in the cat. | Lasers in medical science 20020101 |
| Optimisation of illumination for photodynamic therapy with mTHPC on normal colon and a transplantable tumour in rats. | Lasers in medical science 20020101 |
| Photodynamic therapy (PDT) for oesophageal dysplasia and early carcinoma with mTHPC (m-Tetrahidroxyphenyl chlorin): a preliminary study. | Lasers in medical science 20020101 |
| Treatment of squamous cell carcinoma of the lip using Foscan-mediated photodynamic therapy. | International journal of oral and maxillofacial surgery 20011201 |
| Intraoperative photodynamic therapy after pleuropneumonectomy in patients with malignant pleural mesothelioma: dose finding and toxicity results. | Chest 20011001 |
| mTHPC-mediated photodynamic diagnosis of malignant brain tumors. | Photochemistry and photobiology 20011001 |
| Effect of meta-tetra(hydroxyphenyl)chlorin (mTHPC)-mediated photodynamic therapy on sensitive and multidrug-resistant human breast cancer cells. | Journal of photochemistry and photobiology. B, Biology 20010915 |
| Photodynamic therapy of locoregional breast cancer recurrences using a chlorin-type photosensitizer. | International journal of cancer 20010901 |
| Localization of tetra(m-hydroxyphenyl)chlorin (Foscan) in human healthy tissues and squamous cell carcinomas of the upper aero-digestive tract, the esophagus and the bronchi: a fluorescence microscopy study. | Journal of photochemistry and photobiology. B, Biology 20010815 |
| pH-dependent spectral properties of HpIX, TPPS2a, mTHPP and mTHPC. | Photochemistry and photobiology 20010801 |
| Cancer treatment by photodynamic therapy combined with adoptive immunotherapy using genetically altered natural killer cell line. | International journal of cancer 20010715 |
| Treating basal cell carcinoma: has photodynamic therapy come of age? | The British journal of dermatology 20010701 |
| Photodynamic therapy with meta-tetrahydroxyphenylchlorin for basal cell carcinoma: a phase I/II study. | The British journal of dermatology 20010701 |
| A direct sensitized fluorimetric determination of 5,10,15,20-tetra(m-hydroxyphenyl)chlorin [m-THPC (Foscan)] in human plasma using a cyclodextrin inclusion complex. | The Analyst 20010601 |
| Photodynamic therapy for malignant mesothelioma: preclinical studies for optimization of treatment protocols. | Photochemistry and photobiology 20010401 |
| Effects of fluence rate on cell survival and photobleaching in meta-tetra-(hydroxyphenyl)chlorin-photosensitized Colo 26 multicell tumor spheroids. | Photochemistry and photobiology 20010301 |
| More on burns after photodynamic therapy. Might doctors performing the study have been given the wrong injection instructions? | BMJ (Clinical research ed.) 20010120 |
| Importance of the ionization states of m-THPC for its HPLC fluorescence detection. | Luminescence : the journal of biological and chemical luminescence 20010101 |
| Comparison of the in vivo efficiency of photofrin II-, mTHPC-, mTHPC-PEG- and mTHPCnPEG-mediated PDT in a human xenografted head and neck carcinoma. | Lasers in surgery and medicine 20010101 |
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