10035-62-8

Basic information

• Product Name: BILIVERDIN DIMETHYL ESTER
• Synonyms: BILIVERDIN DIMETHYL ESTER;Biliverdine DiMethyl Ester
• CAS NO: 10035-62-8
• Molecular Formula: C₃₅H₃₈N₄O₆
• Molecular Weight: 610.7
• Product Categories: Bile Pigments;Porphyrins;Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Amines, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 10035-62-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 213 °C
• Boiling Point: 841.1±65.0 °C(Predicted)
• Appearance: white crystalline powder
• Density: 1.23±0.1 g/cm3(Predicted)
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 11.58±0.60(Predicted)
• CAS DataBase Reference: BILIVERDIN DIMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BILIVERDIN DIMETHYL ESTER(10035-62-8)
• EPA Substance Registry System: BILIVERDIN DIMETHYL ESTER(10035-62-8)

Safety Data

• Hazardous Substances Data: 10035-62-8(Hazardous Substances Data)

Usage

Description

Biliverdin Dimethyl Ester is a synthetic compound derived from the biliverdin molecule, which is a naturally occurring pigment found in the bile of vertebrates. It is characterized by its unique chemical structure and properties, making it a potential candidate for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
Biliverdin Dimethyl Ester is used as an inhibitor for the hepatitis C virus (HCV). It functions by targeting and disrupting the replication process of the virus, thereby helping to control and manage the infection. Its effectiveness as an antiviral agent makes it a valuable component in the development of new treatments for hepatitis C.
Used in Research Applications:
In addition to its potential therapeutic uses, Biliverdin Dimethyl Ester is also utilized in research settings. It serves as a valuable tool for studying the mechanisms of viral replication and the development of antiviral drugs. Its unique properties allow researchers to gain insights into the interactions between the virus and its host, which can contribute to the design of more effective treatments.
Used in Chemical Synthesis:
Biliverdin Dimethyl Ester can also be employed as a starting material or intermediate in the synthesis of other related compounds with potential applications in various fields. Its chemical structure can be modified to create new derivatives with different properties and functions, expanding its utility in the chemical and pharmaceutical industries.

Upstream product

• 67-56-1 methanol 
• 635-65-4 bilirubin 
• 55482-27-4 Z,Z,Z-Biliverdin dihydrochloride 
• 2386-23-4 3-(4-methyl-pyrrol-3-yl)-propionic acid 
• 186581-53-3 diazomethane 
• 93603-98-6 cesium salt of biliverdin 
• 93603-97-5 cesium salt of bilirubin 
• 114-25-0 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid 
• 13496-05-4 iron(III) protoporphyrin IX chloride 
• 1051929-00-0 3-[2-formyl-4-methyl-5-(4-methyl-5-oxo-3-vinyl-1,5-dihydro-pyrrol-2-ylidenemethyl)-pyrrol-3-yl]-propionic acid methyl ester 
• 774-80-1 4-(2-methoxycarbonylethyl)-3-methyl-3-pyrrolin-2-one 
• 1431-20-5 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid 
• 772-20-3 3-(4-methyl-5-oxo-2,5-dihydro-pyrrol-3-yl)-propionic acid 
• 92735-18-7 5-benzyloxycarbonyl-4-(2-methoxycarbonylethyl)-3-methylpyrrole-2-carboxylic acid 

Downstream Products

• 21059-15-4 mesobiliverdin IXα 
• 10035-62-8 Z,Z,E-Biliverdin dimethyl ester 
• 10035-62-8 E,Z,Z-Biliverdin dimethyl ester 
• 53735-24-3 3,3'-(2,7,13,17-tetramethyl-1,19-dioxo-3,18-divinyl-1,19,22,24-tetrahydro-21H-biline-8,12-diyl)-bis-propionic acid dimethyl ester 
• 10035-62-8 3-{2-[3-(2-Methoxycarbonyl-ethyl)-4-methyl-5-[3-methyl-5-oxo-4-vinyl-1,5-dihydro-pyrrol-(2E)-ylidenemethyl]-pyrrol-(2Z)-ylidenemethyl]-4-methyl-5-[4-methyl-5-oxo-3-vinyl-1,5-dihydro-pyrrol-(2E)-ylidenemethyl]-1H-pyrrol-3-yl}-propionic acid methyl ester 
• 114-25-0 3,18-diethenyl-1,19,22,24-tetrahydro-2,7,13,17-tetramethyl-1,19-dioxo-21H-biline-8,12-dipropanoic acid 
• 635-65-4 bilirubin 
• 19792-68-8 bilirubin dimethylester 
• 97241-10-6 C₅₁H₅₆N₆O₄ 
• 97241-04-8 C₅₃H₅₆N₆O₈ 

Relevant articles and documents

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Bile pigment formation in vitro from haematin and other haem

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Heme-iron utilization by Leptospira interrogans requires a heme oxygenase and a plastidic-type ferredoxin-NADP+ reductase

Background Heme oxygenase catalyzes the conversion of heme to iron, carbon monoxide and biliverdin employing oxygen and reducing equivalents. This enzyme is essential for heme-iron utilization and contributes to virulence in Leptospira interrogans. Methods A phylogenetic analysis was performed using heme oxygenases sequences from different organisms including saprophytic and pathogenic Leptospira species. L. interrogans heme oxygenase (LepHO) was cloned, overexpressed and purified. The structural and enzymatic properties of LepHO were analyzed by UV-vis spectrophotometry and 1H NMR. Heme-degrading activity, ferrous iron release and biliverdin production were studied with different redox partners. Results A plastidic type, high efficiently ferredoxin-NADP+ reductase (LepFNR) provides the electrons for heme turnover by heme oxygenase in L. interrogans. This catalytic reaction does not require a ferredoxin. Moreover, LepFNR drives the heme degradation to completeness producing free iron and α-biliverdin as the final products. The phylogenetic divergence between heme oxygenases from saprophytic and pathogenic species supports the functional role of this enzyme in L. interrogans pathogenesis. Conclusions Heme-iron scavenging by LepHO in L. interrogans requires only LepFNR as redox partner. Thus, we report a new substrate of ferredoxin-NADP+ reductases different to ferredoxin and flavodoxin, the only recognized protein substrates of this flavoenzyme to date. The results presented here uncover a fundamental step of heme degradation in L. interrogans. General significance Our findings contribute to understand the heme-iron utilization pathway in Leptospira. Since iron is required for pathogen survival and infectivity, heme degradation pathway may be relevant for therapeutic applications.

On the Fate of Biliverdin-IIIα-dimethyl Ester Formed by Scrambling During Syntheses of Biliverdin-IXα-dimethyl Ester from Bilirubin

In the preparations of biliverdin-IXα-dimethyl ester (2b) from bilirubin-IXα (1) the ratio of the XIIIα- and IIIα-isomers 3b and 4b, formed via intermolecular scrambling, should be unity.However, irrespective of the synthetic variant considered, the amount of 4b obtained usually is exceptionally low.This is partly ascribed to a consecutive reaction of 4b in acidic methanol affording the chiral diastereomeric bridged biliverdins 5(a and b) and 6(a and b), respectively. - Keywords: Biliverdin-IIIα; Bridged biliverdins; Bilatrienes