752-13-6

Basic information

• Product Name: Riboflavin, 2',3',4',5'-tetraacetate
• Synonyms: Riboflavin, 2',3',4',5'-tetraacetate;RIBOFLAVIN TETRAACETATE;2',3',4',5'-tetraacetylriboflavin;Acetic acid, riboflavin tetraester;Einecs 212-032-4
• CAS NO: 752-13-6
• Molecular Formula: C25H28N4O10
• Molecular Weight: 544.51062
• EINECS: 212-032-4
• Mol File: 752-13-6.mol
• Article Data: 24

Chemical Properties

• Melting Point: 238 °C
• Appearance: /
• Density: 1.43±0.1 g/cm3(Predicted)
• PKA: 9.83±0.70(Predicted)
• CAS DataBase Reference: Riboflavin, 2',3',4',5'-tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Riboflavin, 2',3',4',5'-tetraacetate(752-13-6)
• EPA Substance Registry System: Riboflavin, 2',3',4',5'-tetraacetate(752-13-6)

Safety Data

• Hazardous Substances Data: 752-13-6(Hazardous Substances Data)

Usage

Uses

riboflavin tetraacetate is a skin-conditioning agent, it is a vitamin B2 derivative.

Upstream product

• 752-13-6 7,8-dimethyl-10-(tetra-O-acetyl-L-arabitol-1-yl)-10H-benzo[g]pteridine-2,4-dione 
• 5978-88-1 Tetraacetyl-D-arabinoflavin 
• 108-24-7 acetic anhydride 
• 83-88-5 riboflavin 
• 33210-89-8 arabinoflavin 
• 64-19-7 acetic acid 
• 83-88-5 riboflavin 
• 67-52-7 BARBITURIC ACID 
• 18717-85-6 1,5-dihydroriboflavin-2',3',4',5'-tetraacetate 
• 113473-93-1 5-(4,5-dimethyl-2-phenylazo-anilino)-5-deoxy-L-arabitol 
• 64598-64-7 5-(2-amino-4,5-dimethyl-anilino)-5-deoxy-L-arabitol 
• 13123-37-0 10-L-arabitol-5-yl-7,8-dimethyl-10H-benzo[g]pteridine-2,4-dione 

Downstream Products

• 83-88-5 riboflavin 
• 752-13-6 7,8-dimethyl-10-(tetra-O-acetyl-DL-arabitol-1-yl)-10H-benzo[g]pteridine-2,4-dione 
• 21066-33-1 3-Methyl-tetra-O-acetyl-riboflavin 
• 1260509-81-6 3-benzyl-2',3',4',5'-tetraacetylriboflavin 
• 21066-33-1 3-methyl-tetraacetylriboflavin 
• 28714-80-9 3-carboxymethylriboflavin 

Relevant articles and documents

Comparison of the Optoelectronic Performance of Neutral and Cationic Forms of Riboflavin

The riboflavin dye 2,3,4,5-tetra-O-acetyl-1-[3-(6-bromohexyl)-7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl]-1-deoxypentitol and its pyridinium salt were synthesized, and studied by absorption and fluorescence spectroscopy in solutions and

Formation of a Transient Radial Ion Pair in the Reactions of 1,5-Dihydroflavin with Hydride Acceptors

The formation of a transient radical ion pair has been detected directly in the reactions of 1,5-dihydroriboflavin-2',3',4',5'-tetraacetate (FIH2) with hydride acceptors (tetracyano-p-quinodimethane, tetracyanoethylene and p-benzoquinone derivatives) in deaerated acetonitrile, providing unequivocal evidence for an electron transfer pathway in the overall two-electron redox reactions of FIH2 with hydride acceptors.

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Synthesis and evaluation of antimycobacterial activity of riboflavin derivatives

The riboflavin biosynthetic pathway is a promising target for the development of novel antimycobacterial drugs given the lack of riboflavin transporter in M. tuberculosis. Herein, a series of riboflavin derivatives was designed, synthesized and screened for their antimycobacterial and antibacterial activity. The compounds 1a, 1b, 2a, 3a and 5a displayed noticeable antitubercular activity against M. tuberculosis with minimum inhibitory concentration (MIC99) in the range of 6.25 to 25 μM. The lead compound 5a had a selectivity index of 10.7 in the present study. The compounds 2a, 2b, 2c, 4c and 4d showed relatively low to moderate antibacterial activity (MIC = 100–200 μM) against gram-positive strains. Notably, the compounds do not show any inhibition against gram-negative strains even at 200 μM concentration. Further, molecular docking and binding experiments with representative flavin mononucleotide (FMN) riboswitch suggested that the riboflavin analogs exhibited antimycobacterial activity plausibly through FMN riboswitch-mediated repression of riboflavin biosynthesis. In addition to FMN riboswitch, flavoproteins involved in the flavin biosynthesis could also be target of riboflavin derivatives. In conclusion, the potency and low toxicity of riboflavin analogs particularly 5a (MIC99 = 6.25) make it a lead compound for the synthesis of new analogs for antimycobacterial therapy.

Riboflavin as Photoredox Catalyst in the Cyclization of Thiobenzanilides: Synthesis of 2-Substituted Benzothiazoles

Benzothiazoles are synthesized from thiobenzanilides using riboflavin as a photosensitizer and potassium peroxydisulfate as a sacrificial oxidizing agent under visible light irradiation. The methodology accepts a broad range of functional groups and affords the 2-substituted benzothiazoles by transition-metal-free organic photoredox catalysis under very mild conditions.