15435-60-6

Basic information

• Product Name: UROPORPHYRIN III OCTAMETHYL ESTER
• Synonyms: 23h-porphine-2,7,12,18-tetrapropanoicacid,3,8,13,17-tetrakis(2-methoxy-2-21;tetramethyl 3,8,13,17-tetrakis(2-methoxy-2-oxoethyl)-21H,23H-porphine-2,7,12,18-tetrapropionate;UROPORPHYRIN III OCTAMETHYL ESTER*SYNTHE TIC;3,8,13,17-Tetrakis(2-methoxy-2-oxoethyl)-21H,23H-porphyrin-2,7,12,18-tetrapropanoic acid tetramethyl ester;3,8,13,17-Tetrakis[(methoxycarbonyl)methyl]-21H,23H-porphyrin-2,7,12,18-tetrakis(propanoic acid methyl) ester;21H,23H-Porphine-2,7,12,18-tetrapropanoic acid, 3,8,13,17-tetrakis(2-methoxy-2-oxoethyl)-, 2,7,12,18-tetramethyl ester;21H,23H-Porphine-2,7,12,18-tetrapropanoic acid, 3,8,13,17-tetrakis(2-methoxy-2-oxoethyl)-, tetramethyl ester;Einecs 239-447-3
• CAS NO: 15435-60-6
• Molecular Formula: C₄₈H₅₄N₄O₁₆
• Molecular Weight: 942.96
• EINECS: 239-447-3
• Product Categories: Catalysis and Inorganic Chemistry;Chemical Synthesis;Porphyrins;porphine (porphyrin) ligand
• Mol File: 15435-60-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 1153.1 °C at 760 mmHg
• Flash Point: 651.2 °C
• Appearance: red to black/Powder
• Density: 1.293 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: −20°C
• CAS DataBase Reference: UROPORPHYRIN III OCTAMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: UROPORPHYRIN III OCTAMETHYL ESTER(15435-60-6)
• EPA Substance Registry System: UROPORPHYRIN III OCTAMETHYL ESTER(15435-60-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 15435-60-6(Hazardous Substances Data)

Usage

General Description

Uroporphyrin III octamethyl ester is a synthetic derivative of uroporphyrin III, a compound found in the body as a precursor to heme, a vital component of hemoglobin. The octamethyl ester form is a modified version of uroporphyrin III, in which eight methyl groups are attached to the molecule. This modification enhances the solubility and stability of the compound, making it useful for research and diagnostic purposes. Uroporphyrin III octamethyl ester is commonly used in studies related to porphyrin metabolism and as a reference compound for analyzing porphyrin derivatives. Additionally, it may have potential applications in photodynamic therapy and other medical treatments.

InChI:InChI=1/C48H54N4O16/c1-61-41(53)13-9-25-29(17-45(57)65-5)37-23-38-31(19-47(59)67-7)27(11-15-43(55)63-3)35(51-38)22-36-28(12-16-44(56)64-4)32(20-48(60)68-8)40(52-36)24-39-30(18-46(58)66-6)26(10-14-42(54)62-2)34(50-39)21-33(25)49-37/h21-24,49-50H,9-20H2,1-8H3/b33-21-,34-21-,35-22-,36-22-,37-23-,38-23-,39-24-,40-24-

Upstream product

• 67-56-1 methanol 
• 77813-88-8 uroporphyrinogen I octamethyl ester 
• 10170-03-3 uroporphyrin I octamethyl ester 

Relevant articles and documents

Synthesis of a linear α-hydroxymethyl-pentapyrrole derivative and its cyclization to uroporphyrinogens

A linear pentapyrrole bearing α-hydroxymeythyl group in the terminal was synthesized by the stepwise coupling of α-free pyrrole with azafulvenium ion 6. When it was treated with a catalytic amount of p-toluensulfonic acid under anaerobic condition, followed by aerial oxidation of the products, a statistical mixture of uroporphyrin I-IV octamethyl esters was obtained. It is proposed that this transformation proceeds through a spiro-pyrrolenine as a key intermediate. (C) 2000 Elsevier Science Ltd.

SYNTHESIS OF UROPORPHYRIN-III, AND RELATED HEPTA- AND PENTA-CARBOXYLIC PORPHYRINS BY MODIFICATIONS OF THE MACDONALD METHOD

A modification of the MacDonald route has been developed in which all four pyrrole units of uroporphyrin-III have been derived from the same conveniently prepared starting pyrrole.Related hepta- and penta-carboxylic porphyrins have also been synthesised by condensation of appropriate α-formyl pyrromethane-α'-carboxylic acids; in each case other porphyrins with different numbers of acidic side-chains were also produced but the desired products were easily separated (as their methyl esters) by h.p.l.c.

Uroporphyrin 3: its enzymic synthesis.

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