5 g (T614)

meso-Tetraphenylporphine (chlorin free) 5,10,15,20-Tetraphenyl-21H,23H-porphine CAS: 917-23-7 MDL: MFCD00011680

Field of Interest:        Organic Synthesis, Photocatalysis, Photodynamic Therapy  

Background: meso-Tetraphenylporphine is a synthetic heterocyclic compound resembling natural porphyrins synthesized by the Rothemund, Adler and Longo or the Lindsay methods, where the compound is produced in various yields based on ring system oxidation.^1-3    Tetraphenylporphine and their metal complexes are used as photocatalysts⁴, photodynamic agents⁵, and as sensors for volatile organic compounds.⁶

Molecular Formula:  C₄₄H₃₀N₄             MW:      617.74

CAS:  917-23-7

Storage:                     Store at room temperature under dry conditions, hygroscopic in air.

Synonyms:                5,10,15,20-Tetraphenyl-21H,23H-porphyrin, 5,10,15,20-Tetraphenyl-21H,23H-porphine, 5,10,15,20-Tetraphenylporphine, Porphine, TPP, H2TPP, CHEMBL345046

References: 1) Badger, G. M.; Jones, R. Alan; Laslett, R. L., Porphyrins. VII. The synthesis of porphyrins by the Rothemund reaction, Australian Journal of Chemistry (1964), 17(9), 1028-35. 2) Adler, Alan D.; Longo, Frederick R.; Finarelli, John D.; Goldmacher, Joel; Assour, Jacques; Korsakoff, Leonard,  A simplified synthesis for  meso-Tetraphenylporphine, Journal of Organic Chemistry (1967), 32(2), 476.

3) Lindsey, Jonathan S. (2000). “Synthesis of meso-substituted porphyrins”. In Kadish, Karl M.; Smith, Kevin M.; Guilard, Roger (eds.). Porphyrin Handbook. 1. pp. 45–118. ISBN 0-12-393200-9. 4) Zhou XT, Ji HB, Huang XJ. Photocatalytic degradation of methyl orange over metalloporphyrins supported on TiO2 Degussa P25. Molecules. 2012 Jan 25;17(2):1149-58. doi: 10.3390/molecules17021149. PMID: 22277995; PMCID: PMC6268023. 5) Granet R, Faure R, Ndong Ntoutoume GM, Mbakidi JP, Leger DY, Liagre B, Sol V. Enhanced cytotoxicity of gold porphyrin complexes after inclusion in cyclodextrin scaffolds adsorbed on polyethyleneimine-coated gold nanoparticles. Bioorg Med Chem Lett. 2019 May 1;29(9):1065-1068. doi: 10.1016/j.bmcl.2019.03.003. Epub 2019 Mar 4. PMID: 30852085. 6) Kladsomboon S, Thippakorn C, Seesaard T. Development of Organic-Inorganic Hybrid Optical Gas Sensors for the Non-Invasive Monitoring of Pathogenic Bacteria. Sensors (Basel). 2018 Sep 21;18(10):3189. doi: 10.3390/s18103189. PMID: 30241405; PMCID: PMC6210542.