26608-34-4

Basic information

• Product Name: ETIOPORPHYRIN III
• Synonyms: ETIOPORPHYRIN III;3,8,13,17-tetraethyl-2,7,12,18-tetramethylporphyrin;Etioporphyrin Ⅲ;2,7,12,18-Tetraethyl-3,8,13,17-tetramethyl-21H,23H-porphyrin;Etioporphyrin 3
• CAS NO: 26608-34-4
• Molecular Formula: C₃₂H₃₈N₄
• Molecular Weight: 478.67
• Product Categories: porphine (porphyrin) ligand
• Mol File: 26608-34-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 360-363°
• Boiling Point: 792.7±55.0 °C(Predicted)
• Appearance: purple/crystal
• Density: 1.101±0.06 g/cm3(Predicted)
• Refractive Index: 1.593
• PKA: 18(at 25℃)
• CAS DataBase Reference: ETIOPORPHYRIN III(CAS DataBase Reference)
• NIST Chemistry Reference: ETIOPORPHYRIN III(26608-34-4)
• EPA Substance Registry System: ETIOPORPHYRIN III(26608-34-4)

Safety Data

• Hazardous Substances Data: 26608-34-4(Hazardous Substances Data)

Usage

General Description

Etioporphyrin III is a synthetic and modified porphyrin compound that has been studied for its potential use in photodynamic therapy, a treatment that uses light and a photosensitizing agent to target and destroy cancer cells. It has been found to have strong absorption of light in the near-infrared region, making it a promising candidate for use in imaging and treating cancerous tumors that are located deep within the body. Etioporphyrin III has also shown potential for use in other medical applications, such as in the development of contrast agents for imaging and in the treatment of various skin conditions. Further research and development are ongoing to fully explore the potential uses and benefits of etioporphyrin III in medicine.

InChI:InChI=1/C32H38N4/c1-9-21-17(5)25-13-26-18(6)23(11-3)31(34-26)16-32-24(12-4)20(8)28(36-32)15-30-22(10-2)19(7)27(35-30)14-29(21)33-25/h13-16,33,36H,9-12H2,1-8H3/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

Upstream product

• 493-90-3 mesoporphyrin IX 
• 4776-32-3 5-(5-bromomethyl-4-ethyl-3-methyl-2H-pyrrol-2-ylidenemethyl)-2-bromo-4-ethyl-3-methyl-1H-pyrrole hydrobromide 
• 49619-17-2 5'-bromo-3',4-diethyl-3,4',5-trimethyl-2,2'-dipyrromethenium bromide/perbromide 
• 114132-54-6 3,3'-diethyl-4,4',5-trimethyl-2,2'-dipyrromethenium bromide 
• 7670-43-1 3,4'-diethyl-4,3'-dimethyl-1H,1'H-5,5'-methanediyl-bis-pyrrole-2-carboxylic acid 
• 3750-36-5 benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate 
• 100619-73-6 ethyl 5-acetoxymethyl-4-ethyl-3-methylpyrrole-2-carboxylate 
• 2199-47-5 ethyl 3,5-dimethyl-4-ethylpyrrole-2-carboxylate 
• 6250-80-2 4-ethyl-3,5-dimethylpyrrole-2-carbaldehyde 
• 517-22-6 2,4-dimethyl-3-ethyl-pyrrole 
• 872614-97-6 butyl 5'-ethoxycarbonyl-3',4-diethyl-3,4'-dimethyl-2,2'-dipyrrylmethane-5-carboxylate 
• 763885-46-7 C₁₅H₂₂N₂ 
• 872614-96-5 butyl 3-ethyl-4-methylpyrrole-2-carboxylate 
• 553-12-8 protoporphyrin IX 

Downstream Products

• 17825-86-4 3,4-dimethylmaleimide 
• 20189-42-8 3-ethyl-4-methyl-pyrrole-2,5-dione 
• 1072-87-3 citraconimide 
• 517-22-6 2,4-dimethyl-3-ethyl-pyrrole 
• 491-18-9 4-ethyl-2,3-dimethyl-1H-pyrrole 

Relevant articles and documents

-

-

1,5,7-Triazabicyclo[4.4.0]dec-5-ene as reaction medium: an efficient one-step formation of etioporphyrine from protoporphyrine

-

Syntheses of per-15N labeled etioporphyrins I-IV and a related tetrahydrobenzoporphyrin for applications in organic geochemistry and vibrational spectroscopy

Nitrogen-15 labeled pyrroles have been prepared from commercially available 15N glycine or sodium nitrite using the Barton-Zard, Knorr, and Kleinspehn approaches. These pyrroles were used as intermediates in the synthesis of per-15N labeled porphyrins needed for the analysis and assignment of vibrational spectra for sedimentary porphyrins. Etioporphyrin-I was prepared via pyrromethene intermediates, while etioporphyrins II-V and a related tetrahydrobenzoporphyrin were synthesized via stepwise routes involving the copper(II) mediated cyclization of a,c-biladienes as the key step. Detailed analyses of both the proton and carbon-13 NMR spectra provide nitrogen-15 coupling constants for these important structures.

Bromination of Dipyrromethenes for Porphyrin Synthesis

5'-Bromo-5-(bromomethyl)-2,2'-dipyrromethenium bromides (1) and dimers were prepared in 90percent yield from 5'-unsubstituted (16), 5'-carboxy- (15),or 5'-bromo-5-methyl-2,2'-dipyrromethenium bromides (17) by treatment of the latter with bromine and trifluoroacetic acid in chlorocarbon solvents at room temperature.Dipyrromethenes (1) are important intermediates in the Johnson regioselective synthesis of porphyrins via biladienes (3).Improvements in porphyrin synthetic methodology are exemplified by the preparation of etioporphyrin III (4a) and mesoporphyrin II dimethyl ester (4b)