15435-60-6

Usage

Uses

Used in Research and Diagnostics:
UROPORPHYRIN III OCTAMETHYL ESTER is used as a research compound for studying porphyrin metabolism due to its enhanced solubility and stability, facilitating easier handling and analysis in laboratory settings.
Used in Analytical Chemistry:
UROPORPHYRIN III OCTAMETHYL ESTER is used as a reference compound for analyzing porphyrin derivatives, providing a standard for comparison and ensuring the accuracy of experimental results.
Used in Photodynamic Therapy:
UROPORPHYRIN III OCTAMETHYL ESTER is used as a potential agent in photodynamic therapy, where its properties may contribute to the treatment of various conditions by enhancing the effects of light on targeted tissues.
Used in Medical Treatments:
UROPORPHYRIN III OCTAMETHYL ESTER is used as a component in the development of new medical treatments, leveraging its unique characteristics to improve therapeutic outcomes in various diseases and conditions.

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

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

Relevant academic research and scientific papers

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.

Isomerization of uroporphyrinogen I octamethyl ester through spiro- pyrrolenine intermediate

Treatment of uroporphyrinogen I octamethyl ester with 2- mercaptobenzothiazolylmethyl pyrrole derivative in the presence of silver (I) trifrate under anaerobic condition in dichloromethane for 20 h, followed by aerial oxidation of the products, gave a statistical mixture of uroporphyrin I~IV octamethyl esters. It was proposed that this transformation proceeds through a spiro-pyrrolenine as a key intermediate.

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.