25404-05-1

Basic information

• Product Name: 21H,23H-Porphine-2-propanoicacid, 18-carboxy-20-(carboxymethyl)-8,13-diethyl-3,7,12,17-tetramethyl- (9CI)
• Synonyms: 2-Porphinepropionicacid, 18-carboxy-20-(carboxymethyl)-8,13-diethyl-3,7,12,17-tetramethyl- (8CI);Chloroporphyrin e6
• CAS NO: 25404-05-1
• Molecular Formula: C34H36 N4 O6
• Molecular Weight: 596.683
• Mol File: 25404-05-1.mol

Chemical Properties

• CAS DataBase Reference: 21H,23H-Porphine-2-propanoicacid, 18-carboxy-20-(carboxymethyl)-8,13-diethyl-3,7,12,17-tetramethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 21H,23H-Porphine-2-propanoicacid, 18-carboxy-20-(carboxymethyl)-8,13-diethyl-3,7,12,17-tetramethyl- (9CI)(25404-05-1)
• EPA Substance Registry System: 21H,23H-Porphine-2-propanoicacid, 18-carboxy-20-(carboxymethyl)-8,13-diethyl-3,7,12,17-tetramethyl- (9CI)(25404-05-1)

Safety Data

• Hazardous Substances Data: 25404-05-1(Hazardous Substances Data)

Usage

Classification

Porphyrin

Chemical structure

Contains a porphyrin ring with four methyl and two carboxymethyl groups, as well as two propionic acid side chains

Importance

Biosynthesis of heme, the iron-containing molecule found in hemoglobin and myoglobin
Precursor to chlorophyll
Used in medicine as a photosensitizer in photodynamic therapy for the treatment of certain types of cancer and skin conditions
Studied for potential use in biomedical imaging and diagnosis.

Upstream product

• 19660-77-6 chlorin e6 
• 34705-25-4 3-(7,12-diethyl-2²-methoxycarbonyl-3,8,13,17-tetramethyl-2¹-oxo-2¹,2²-dihydro-cyclopenta[at]porphyrin-18-yl)propionic acid 

Downstream Products

• 127571-09-9 15-methylrhodoporphyrin 
• 28211-96-3 15-methoxycarbonylmethyl-rhodoporphyrin-dimethyl ester 

Relevant articles and documents

The Synthetic Utility and Mechanisms of the Hydrogen Iodide Isomerization and the Oxo Reaction in the Modification of Chlorophyll Derivatives

Hydrogen iodide in glacial acetic acid has served as a versatile reagent in modifications of chlorophyll and its closely related derivatives, e. g. pheophorbides and 3-vinylchlorins, to 3-ethylporphyrins (HI isomerization) or to 31-oxoporphyrins (oxo reaction).Nevertheless, the mechanisms of these important reactions have remained obscure.In this paper, the reaction conditions used by H.Fischer for the HI isomerization and the oxo reaction are thoroughly examined.Secondly, a carbocation rearrangement mechanism is suggested for the the HI isomerization.Thirdly, the oxo reaction is rationalized by means of a reaction between a chlorin 31-carbocation and water nucleophile and subsequent dehydrogenation by triplet oxygen.Finally, some related unsolved problems of chlorophyll chemistry are briefly discussed.