Riboflavin

• CAS: 83-88-5
• Catalog Number: ACM83885
• Category: Other Products
• Molecular Weight: 376.36
• Molecular Formula: C17H20N4O6
• Synonyms: 6,7-Dimethyl-9-ribitylisoalloxazine
• IUPAC Name: 7,8-Dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
• Canonical SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O
• InChI: InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1
• InChI Key: AUNGANRZJHBGPY-SCRDCRAPSA-N
• Boiling Point: 504.93 °C
• Melting Point: 290 °C(lit.)
• Flash Point: 9 °C
• Density: 1.2112 g/cm³
• Solubility: Slightly soluble in alcohols, insoluble in lipid solvents
• Appearance: Yellow to orange powder
• Storage: 2-8 °C
• Active Content: 95%
• Complexity: 680
• Exact Mass: 376.13828437
• Hazard Statements: F,T
• Isomeric SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O
• Monoisotopic Mass: 376.13828437
• pH: 5.5-7.2
• Physical State: Solid
• pKa: 1.7(at 25 °C)
• Safety Description: 24/25-45-36/37-16
• Supplemental Hazard Statements: H225-H301+H311+H331-H370
• Symbol: GHS02,GHS06,GHS08
• Topological Polar Surface Area: 155 Ų

Synthetic Use

Upstream Synthesis Route 1

• 752-13-6

• 83-88-5

Reference: [1]Tishler et al.
[Journal of the American Chemical Society, vol. 67, p. 2167][Journal of the American Chemical Society, 1947, vol. 69, p. 1487,1491]
[2]Tishler et al.
[Journal of the American Chemical Society, vol. 67, p. 2167][Journal of the American Chemical Society, 1947, vol. 69, p. 1487,1491]

Upstream Synthesis Route 2

• 67-52-7
• 21037-26-3

• 83-88-5

Reference: [1]Shaps, I. A.; Letunova, A. B.; Sharykina, S. P.; Englinskaya, L. V.; Kramer, L. I.
[Pharmaceutical Chemistry Journal, 1986, vol. 20, # 1, p. 61 - 64][Khimiko-Farmatsevticheskii Zhurnal, 1986, vol. 20, # 1, p. 102 - 105]
[2]Tishler et al.
[Journal of the American Chemical Society, 1947, vol. 69, p. 1487,1490]
Beresowskii et al.
[Zhurnal Prikladnoi Khimii, 1949, vol. 22, p. 533,536][Chem.Abstr., 1950, p. 2463]

Downstream Synthesis Route 1

• 58-68-4
• 83-88-5

• 13345-95-4
• 53-84-9

Reference: [1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1992, # 11, p. 2071 - 2076

Downstream Synthesis Route 2

• 83-88-5

• 130-40-5

Reference: [1] Patent: CN105273008, 2016, A, . Location in patent: Paragraph 0015; 0016; 0017; 0018; 0019; 0020; 0021; 0022

Downstream Synthesis Route 3

• 63-42-3
• 83-88-5

• 24276-83-3

Reference: [1]Journal of Vitaminology,1959,vol. 5,p. 8,9,10,13
[2],1955,vol. 9,p. 119,120
Chem.Abstr.,1956,p. 15701

* For details of the synthesis route, please refer to the original source to ensure accuracy.