Biliverdin-ixa-dimethylester

Base Information

• Chemical Name: Biliverdin-ixa-dimethylester
• CAS No.: 10035-62-8
• Molecular Formula: C35H38 N4 O6
• Molecular Weight: 610.71
• European Community (EC) Number: 847-878-9
• Mol file: 10035-62-8.mol

Synonyms:BILIVERDIN DIMETHYL ESTER;10035-62-8;biliverdin-ixa-dimethylester;SCHEMBL2244118;SCHEMBL24581876;Biliverdine IX alpha Dimethyl Ester;J-000115

Chemical Property of Biliverdin-ixa-dimethylester

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 213 °C
• Boiling Point: 841.1±65.0 °C(Predicted)
• PKA: 11.58±0.60(Predicted)
• PSA: 138.95000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 5.07650
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 610.27913494
• Heavy Atom Count: 45
• Complexity: 1570

Purity/Quality:

98%,99%, ^*data from raw suppliers

BiliverdineDimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC2=C(C(=C(N2)C=C3C(=C(C(=O)N3)C)C=C)C)CCC(=O)OC)NC1=CC4=NC(=O)C(=C4C)C=C)CCC(=O)OC
• Isomeric SMILES: CC\1=C(/C(=C/C2=C(C(=C(N2)/C=C\3/C(=C(C(=O)N3)C)C=C)C)CCC(=O)OC)/N/C1=C\C4=NC(=O)C(=C4C)C=C)CCC(=O)OC
• Uses: Biliverdine Dimethyl Ester is an analogue of Biliverdine (B386400), an inhibitor of hepatitis C virus.

Technology Process of Biliverdin-ixa-dimethylester

There total 52 articles about Biliverdin-ixa-dimethylester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.9%

zinc 5-oxaprotoporphyrin IXα dimethyl ester, tetrafluoroborate → biliverdin IXα dimethyl ester (10035-62-8)

Guidance literature:

With potassium hydroxide; In methanol; for 0.05h;

Reference yield: 54.0%

2,17-bis-(2-chloroethyl)-21,24-dihydro-8,12-bis-(2-methoxycarbonylethyl)-3,7,13,18-tetramethylbilin-1,19-dione (92735-37-0) → α-biliverdin-IX dimethyl ester (10035-62-8)

Guidance literature:

With sodium hydroxide; In pyridine; for 2.5h; Heating;

DOI:10.1016/S0040-4020(01)91126-3

Reference yield:

methanol (67-56-1) + iron(III) protoporphyrin IX chloride (13496-05-4,16009-13-5) → biliverdin IXγ dimethyl ester (26280-00-2,21494-89-3) + δ-biliverdin-IX dimethyl ester (26195-58-4) + α-biliverdin-IX dimethyl ester (10035-62-8) + β-biliverdin-IX dimethyl ester

Guidance literature:

iron(III) protoporphyrin IX chloride; With ascorbic acid; In pyridine; aq. phosphate buffer; at 37 ℃; for 5h; pH=7;

methanol; With hydrogenchloride; at 4 ℃; for 16h;

DOI:10.1016/j.bbagen.2014.07.021

upstream raw materials:

methanol

bilirubin

Z,Z,Z-Biliverdin dihydrochloride

2,17-bis-(2-chloroethyl)-21,24-dihydro-8,12-bis-(2-methoxycarbonylethyl)-3,7,13,18-tetramethylbilin-1,19-dione

Downstream raw materials:

mesobiliverdin IXα

Z,Z,E-Biliverdin dimethyl ester

E,Z,Z-Biliverdin dimethyl ester

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

Refernces

• 1、 Holt,Farrens,Song,Cotton. "Surface-enhanced resonance Raman scattering spectroscopy applied to phytochrome and its model compounds. 1. Biliverdin photoisomers". . p. 9156 - 9162. Retrieved 1989.
• 2、 Cole et al.. "-". . p. 2929,2931-2934. Retrieved 1968.
• 3、 Nichol,Morell. "Tautomerism and hydrogen bonding in bilirubin and biliverdin.". . p. 599 - 609. Retrieved 1969.
• 4、 Sturrock,Bull,Kirsch. "The synthesis of [10-13C]bilirubin IXα". . p. 263 - 274. Retrieved 2007/10/02.