21708-43-0

Basic information

• Product Name: 10-benzylbenzo[g]pteridine-2,4(3H,10H)-dione
• CAS NO: 21708-43-0
• Molecular Formula: C₁₇H₁₂N₄O₂
• Molecular Weight: 304.3028
• Mol File: 21708-43-0.mol

Chemical Properties

• Density: 1.43g/cm³
• Refractive Index: 1.741
• CAS DataBase Reference: 10-benzylbenzo[g]pteridine-2,4(3H,10H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 10-benzylbenzo[g]pteridine-2,4(3H,10H)-dione(21708-43-0)
• EPA Substance Registry System: 10-benzylbenzo[g]pteridine-2,4(3H,10H)-dione(21708-43-0)

Safety Data

• Hazardous Substances Data: 21708-43-0(Hazardous Substances Data)

Usage

Chemical class

Pteridine class of substances

Physical state

Crystalline solid

Color

Bright yellow

Uses in organic chemistry

Building block for the synthesis of various organic molecules

Potential medicinal properties

Anti-inflammatory and antioxidant effects

Investigated for

Fluorescent or luminescent material in the development of new technologies and materials
These properties and contents are based on the information provided in the material.

Upstream product

• 5822-13-9 N-benzyl-1,2-phenylenediamine 
• 50-71-5 alloxan 
• 61066-33-9 pyrimidine-2,4,5,6(1H,3H)-tetraone 
• 100-39-0 benzyl bromide 
• 100-46-9 benzylamine 
• 5729-06-6 N-benzyl-2-nitroaniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 95-54-5 1,2-diamino-benzene 
• 586-96-9 Nitrosobenzene 
• 5759-80-8 6-benzylaminouracil 

Downstream Products

• 143892-98-2 10-Benzyl-3-(3-iodo-propyl)-10H-benzo[g]pteridine-2,4-dione 
• 173691-21-9 N₃-(3-bromopropyl)-10-benzylflavin 
• 60546-13-6 10-benzyl-3-methylisoalloxazine 

Relevant articles and documents

Comparative binding study of steroidal adenine with flavin and uracil derivatives

A comparative binding study of a steroidal adenine derivative based on lithocholic acid with N10-benzylisoalloxazine (flavin) and N 1-iso-propyluracil has been described.

Discovery of isoalloxazine derivatives as a new class of potential anti-Alzheimer agents and their synthesis

This article describes discovery of a novel and new class of cholinesterase inhibitors as potential therapeutics for Alzheimer's disease. A series of novel isoalloxazine derivatives were synthesized and biologically evaluated for their potential inhibitory outcome for both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). These compounds exhibited high activity against both the enzymes AChE as well as BuChE. Of the synthesized compounds, the most potent isoalloxazine derivatives (7m and 7q) showed IC50 values of 4.72 μM and 5.22 μM respectively against AChE; and, 6.98 μM and 5.29 μM respectively against BuChE. These two compounds were further evaluated for their anti-aggregatory activity for β-amyloid (Aβ) in presence and absence of AChE by performing Thioflavin-T (ThT) assay and Congo red (CR) binding assay. In order to evaluate cytotoxic profile of these two potential compounds, cell viability assay of SH-SY5Y human neuroblastoma cells was performed. Further, to understand the binding behavior of these two compounds with AChE and BuChE enzymes, docking studies have been reported.

Two-step synthetic route to 10-substituted isoalloxazines

10-Substituted isoalloxazines were synthesized in two steps starting from 1,2-phenylenediamine. Monoalkylation of the diamine resulted in 2-amino-N-alkylanilines, which were subsequently condensed with alloxan in boric acid and acetic acid to give 10-subs

Protochlorophyllide reductase III: Synthesis of a protochlorophyllide-dihydroflavin complex

A mild and efficient method of linking a dihydroflavin to the C-17 carboxylic acid side chain of protochlorophyllide, without degradation of the sensitive E ring or loss of magnesium, is described. The appended dihydroflavin was shown to quench the fluorescence of protochlorophyllide. In contrast, a dihydronicotinamide moiety was unable to effect fluorescence quenching. The relevance of these findings to a possible mechanism of action of the enzyme protochlorophyllide reductase is discussed.