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22112-79-4

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22112-79-4 Usage

Description

5,10,15,20-tetra(3-hydroxyphenyl)porphyrin is a chemical compound that belongs to the porphyrin family, characterized by a large macrocyclic ring structure with four 3-hydroxyphenyl groups attached at positions 5, 10, 15, and 20 of the ring. Porphyrins are essential in biological systems, forming the core structure of vital molecules such as heme in hemoglobin and chlorophyll in plants. This specific porphyrin exhibits unique properties that make it a versatile compound with potential applications in medicine, materials science, and catalysis.

Uses

Used in Photodynamic Therapy:
5,10,15,20-tetra(3-hydroxyphenyl)porphyrin is used as a photosensitizer in photodynamic therapy for cancer treatment. It can be activated by light to generate reactive oxygen species, which can selectively destroy cancer cells while minimizing damage to surrounding healthy tissue.
Used in Sensor Development:
In the materials science field, 5,10,15,20-tetra(3-hydroxyphenyl)porphyrin is used as a component in the development of new materials for sensors. Its unique optical and electronic properties make it suitable for detecting various analytes, including gases, ions, and biomolecules.
Used in Solar Cell Manufacturing:
5,10,15,20-tetra(3-hydroxyphenyl)porphyrin is utilized as a component in the manufacturing of solar cells. Its light-absorbing properties and ability to facilitate charge transfer make it a promising candidate for improving the efficiency and performance of solar energy conversion devices.
Used in Electronic Device Development:
This porphyrin compound is also used in the development of new materials for electronic devices, such as organic light-emitting diodes (OLEDs) and field-effect transistors (FETs). Its electronic properties and compatibility with other materials make it a valuable component in creating advanced electronic devices with improved performance and functionality.
Used in Catalyst Design:
5,10,15,20-tetra(3-hydroxyphenyl)porphyrin is employed as a catalyst or catalyst precursor in various chemical reactions. Its ability to bind and activate substrates, as well as facilitate electron transfer, makes it a versatile and efficient catalyst for a wide range of applications in the chemical industry.

Check Digit Verification of cas no

The CAS Registry Mumber 22112-79-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,1 and 2 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 22112-79:
(7*2)+(6*2)+(5*1)+(4*1)+(3*2)+(2*7)+(1*9)=64
64 % 10 = 4
So 22112-79-4 is a valid CAS Registry Number.

22112-79-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[10,15,20-tris(3-hydroxyphenyl)-21,24-dihydroporphyrin-5-yl]phenol

1.2 Other means of identification

Product number -
Other names 3-Hydroxyphenyl-porphyrin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:22112-79-4 SDS

22112-79-4Relevant articles and documents

Development of antimicrobial laser-induced photodynamic therapy based on ethylcellulose/chitosan nanocomposite with 5,10,15,20-tetrakis(M-hydroxyphenyl)porphyrin

Hasanin, Mohamed S.,Abdelraof, Mohamed,Fikry, Mohamed,Shaker, Yasser M.,Sweed, Ayman M. K.,Senge, Mathias O.

, (2021)

The development of new antimicrobial strategies that act more efficiently than traditional antibiotics is becoming a necessity to combat multidrug-resistant pathogens. Here we report the effi-cacy of laser-light-irradiated 5,10,15,20-tetrakis(m-hydroxyphenyl)porphyrin (mTHPP) loaded onto an ethylcellulose (EC)/chitosan (Chs) nanocomposite in eradicating multi-drug resistant Pseudomonas aeruginosa, Staphylococcus aureus, and Candida albicans. Surface loading of the ethylcelllose/chitosan composite with mTHPP was carried out and the resulting nanocomposite was fully characterized. The results indicate that the prepared nanocomposite incorporates mTHPP inside, and that the composite acquired an overall positive charge. The incorporation of mTHPP into the nanocomposite enhanced the photo-and thermal stability. Different laser wavelengths (458; 476; 488; 515; 635 nm), powers (5–70 mW), and exposure times (15–45 min) were investigated in the antimicrobial pho-todynamic therapy (aPDT) experiments, with the best inhibition observed using 635 nm with the mTHPP EC/Chs nanocomposite for C. albicans (59 ± 0.21%), P. aeruginosa (71.7 ± 1.72%), and S. aureus (74.2 ± 1.26%) with illumination of only 15 min. Utilization of higher doses (70 mW) for longer periods achieved more eradication of microbial growth.

Effects of substituents on the photophysical properties of symmetrical porphyrins

Ormond, Alexandra B.,Freeman, Harold S.

, p. 440 - 448 (2013)

Porphyrin compounds having groups that mimic the phenolic moiety of m- and p-isomers of 5,10,15,20-tetrakis(hydroxyphenyl) porphyrin (THPP) have been synthesized along with 5,10,15,20-tetrakis(heteroaryl) porphyrins bearing 2-thienyl and 5-thiazolyl groups. Absorption and fluorescence spectroscopy, including fluorescence lifetime (τf) and quantum yield (Φf) measurements, were employed to characterize the singlet excited state of all compounds, using 5,10,15,20-tetraphenylporphyrin (H 2TPP) as a standard (Φf = 0.12 in DMF). The generation of singlet oxygen by each porphyrin photosensitizer was measured as the singlet oxygen quantum yield (ΦΔ), using H2TPP as a standard (ΦΔ = 0.64 in DMF). Partition coefficients were determined using 2-octanol as the organic phase and PBS solution as the aqueous phase. Fluorescence quantum yields ranged from 0.01 to 0.18 for all compounds, with heteroaryl porphyrins having the lowest values. Singlet oxygen quantum yields ranged from 0.40 to 0.65, with heteroaryl porphyrins having the highest values, showing them to be better sensitizers than m- and p-THPP. Log P values were all >1 showing higher solubility in the 2-octanol layer.

Synthesis and biological distribution study of a new carbon-11 labeled porphyrin for PET imaging. Photochemical and biological characterization of the non-labeled porphyrin

Gonc?lves, Nuno P. F.,Sim?es, Ana V. C.,Abreu, Artur R.,Abrunhosa, Antero J.,D?browski, Janusz M.,Pereira, Mariette M.

, p. 946 - 955 (2015)

Ideal reaction conditions were found to promote the "cold" monomethylation of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin with CH3I, at minute time scale, in the presence of base. The photophysical characterization, cellular uptake and dark cytotoxicity of the resulting monomethylated porphyrin were appraised. Moreover, the syntheses of the corresponding labeled porphyrin, using short-lived carbon-11, prepared in the automated radiolabeling system were efficiently performed. The purification of the labeled product was achieved via preparative HPLC with high radiochemical purity and specific radioactivity. Preliminary studies on the biodistribution of 5,10,15-tris(3-hydroxyphenyl)-20-(3-[11C]methoxyphenyl)porphyrin carried out in a BALB/C normal mouse, using PET imaging, showed that the liver is the main pathway for excretion.

New approach for the synthesis, docking of new porphyrins and their antitumor activity

Tawfik, Eman H.,Fadda, Ahmed A.,Soliman, Nanees N.,Abou-Zeid, Laila,Negm, Amr

, p. 251 - 259 (2019/02/24)

A new methodology for the synthesis of a new series of mesotetrakis[aryl]-21H,23H-porphyrin derivatives 5a-5d, 6a-6c, 7 and 8 is presented. Structures of new compounds were established based on both elemental and spectral data. Cytotoxicity activity of the newly synthesized compounds was investigated against two human cell lines MCF-7 and HepG2. Molecular docking was performed to investigate the binding between the most active porphyrin derivatives and Bcl-2 molecular biomarkers in HepG2 cells.

A four-phenyl porphine production method (by machine translation)

-

Paragraph 0059-0062; 0103-0110, (2020/02/07)

The invention discloses a production method for tetraphenyl porphin. The production method includes the steps that 1, pyrrole and aromatic aldehyde are prepared into a mixed solution for standby application; 2, solvent is added into a polymerization reactor, the pressure of the polymerization reactor is maintained at 1-5 atm, the mixed solution obtained in the step 1 starts to be dripped to start a polymerization reaction, after the reaction is finished, reaction products are cooled to normal temperature, and filter liquor and a filter cake are obtained through filtration; 3, the filter cake obtained in the step 2 and propionic acid are added into an oxidation reactor, oxygen-containing gas is introduced to carry out an oxidation reaction, cooling is carried out after oxidation is finished, a solid and filter liquor are obtained through filtration, and the solid is washed and dried to obtain the tetraphenyl porphin. The production method has the advantages of being high in yield, safe and environmentally friendly, separation and purification are easy, and the production quality is stable.

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