2-(7,8,10-Trimethyl-2,4-dioxobenzo[g]pteridin-3-yl)acetic acid

Base Information

• Chemical Name: 2-(7,8,10-Trimethyl-2,4-dioxobenzo[g]pteridin-3-yl)acetic acid
• CAS No.: 20227-26-3
• Molecular Formula: C15H14N4O4
• Molecular Weight: 314.301
• DSSTox Substance ID: DTXSID90350905
• Nikkaji Number: J1.498.048B
• Wikidata: Q82126983
• Mol file: 20227-26-3.mol

Synonyms:20227-26-3;N3-Carboxymethyl Lumiflavin;2-(7,8,10-trimethyl-2,4-dioxobenzo[g]pteridin-3-yl)acetic acid;Lumiflavin-3-acetic Acid;Flavin I;SCHEMBL14176774;DTXSID90350905;FT-0670873

Chemical Property of 2-(7,8,10-Trimethyl-2,4-dioxobenzo[g]pteridin-3-yl)acetic acid

Chemical Property:

• Boiling Point: 562.1±60.0 °C(Predicted)
• PKA: 3.34±0.10(Predicted)
• PSA: 107.08000
• Density: 1.52±0.1 g/cm3(Predicted)
• LogP: 0.34480
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 314.10150494
• Heavy Atom Count: 23
• Complexity: 641

Purity/Quality:

97% ^*data from raw suppliers

Lumiflavin-3-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)N(C(=O)C3=N2)CC(=O)O)C
• Uses: Lumiflavin-3-acetic Acid is the acetic acid derivative of Lumiflavin (L473900) used in photochemical induced dynamic nuclear polarization (photo-CIDNP) study of flavoproteins. Lumiflavin-3-acetic Acid is also used in the study riboflavin-binding protein interaction.

Technology Process of 2-(7,8,10-Trimethyl-2,4-dioxobenzo[g]pteridin-3-yl)acetic acid

There total 3 articles about 2-(7,8,10-Trimethyl-2,4-dioxobenzo[g]pteridin-3-yl)acetic acid 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: 99.0%

(7,8,10-trimethyl-2,4-dioxo-4,10-dihydro-2H-benzo[g]pteridin-3-yl)-acetic acid ethyl ester (74178-39-5) → (7,8,10-trimethyl-2,4-dioxo-4,10-dihydro-2H-benzo[g]pteridin-3-yl)acetic acid (20227-26-3)

Guidance literature:

In hydrogenchloride; for 6h; Heating;

DOI:10.1016/S0040-4039(01)00228-3

Reference yield:

lumiflavin (1088-56-8) → (7,8,10-trimethyl-2,4-dioxo-4,10-dihydro-2H-benzo[g]pteridin-3-yl)acetic acid (20227-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / dimethylformamide / 48 h / 20 °C

2: 99 percent / aq. HCl / 6 h / Heating

With potassium carbonate; In hydrogenchloride; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)00228-3

Reference yield:

→ (7,8,10-trimethyl-2,4-dioxo-4,10-dihydro-2H-benzo[g]pteridin-3-yl)acetic acid (20227-26-3)

Guidance literature:

upstream raw materials:

(7,8,10-trimethyl-2,4-dioxo-4,10-dihydro-2H-benzo[g]pteridin-3-yl)-acetic acid ethyl ester

lumiflavin

Downstream raw materials:

1,5-dihydro-3-(carboxymethyl)lumiflavin

2,3,4,5,6-pentafluorophenyl 2-(5,7,8-trimethyl-1,3-dioxo-2,5-dihydro-2,4-diazaphenazin-2-yl)acetate