64598-64-7

Basic information

• Product Name: N-D-ribityl-4,5-dimethyl-1,2-phenylenediamine
• Synonyms: N-D-ribityl-4,5-dimethyl-1,2-phenylenediamine
• CAS NO: 64598-64-7
• Molecular Weight: 270.329
• Mol File: 64598-64-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-D-ribityl-4,5-dimethyl-1,2-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-D-ribityl-4,5-dimethyl-1,2-phenylenediamine(64598-64-7)
• EPA Substance Registry System: N-D-ribityl-4,5-dimethyl-1,2-phenylenediamine(64598-64-7)

Safety Data

• Hazardous Substances Data: 64598-64-7(Hazardous Substances Data)

Upstream product

• 21037-26-3 N-<3,4-dimethyl-6-(phenylazo)phenyl>-D-ribitylamine 
• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 50-69-1 D-ribose 
• 569343-11-9 N-(ribityl),N'-(Boc)-diamino-4,5-dimethylbenzene 
• 113473-93-1 5-(4,5-dimethyl-2-phenylazo-anilino)-5-deoxy-L-arabitol 

Downstream Products

• 64183-66-0 1-deazariboflavin 
• 752-13-6 7,8-dimethyl-10-(tetra-O-acetyl-L-arabitol-5-yl)-10H-benzo[g]pteridine-2,4-dione 
• 582-60-5 5,6-dimethyl-1H-benzo[d]imida-zole 
• 13123-37-0 10-L-arabitol-5-yl-7,8-dimethyl-10H-benzo[g]pteridine-2,4-dione 

Relevant articles and documents

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Rational improvement of the synthesis of 1-deazariboflavin

The cofactor forms of riboflavin (FMN and FAD) play a crucial role in the mediation of both enzymatic processes and light perception by photo-sensitive proteins, and thus structural analogues of this chromophore are highly useful tools to assist in the elucidation of enzymatic mechanisms. 1-Deazariboflavin has been rarely utilised for this purpose, due in part to its previously difficult and inefficient synthesis. Recent examination has enabled a remarkable improvement in the overall synthetic yield from 11.0 to 61.3%, allowing reliable production of 1-deazariboflavin for use as a tool in enzymatic mechanistic determination.

Improved Chemical Syntheses of 1- and 5-Deazariboflavin

The cofactor flavin adenine dinucleotide (FAD) is required for the catalytic activity of a large class of enzymes known as flavoenzymes. Because flavin cofactors participate in catalysis via a number of different mechanisms, isoalloxazine analogues are valuable for mechanistic studies. We report improved chemical syntheses for the preparation of the two key analogues, 5-deazariboflavin and 1-deazariboflavin.