Brilliant Blue FCF

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Brilliant Blue FCF
Brilliant Blue FCF.png
Brilliant Blue FCF ball-and-stick.png
Brilliant Blue FCF ball-and-stick animation.gif
Names
IUPAC name
ethyl - [4 - [ [4 - [ethyl -[(3 - sulfophenyl) methyl] amino] phenyl] - (2 - sulfophenyl) methylidene] - 1 - cyclohexa - 2, 5 - dienylidene] - [(3 - sulfophenyl) methyl] azanium
Other names
FD&C Blue No.1
Acid Blue 9
D&C Blue No. 4
Alzen Food Blue No. 1
Atracid Blue FG
Erioglaucine
Eriosky blue
Patent Blue AR
Xylene Blue VSG
C.I. 42090
Identifiers
3844-45-9 YesY
ChEMBL ChEMBL423337 N
ChemSpider 18556 YesY
Jmol 3D model Interactive image
PubChem 19700
UNII H3R47K3TBD YesY
  • InChI=1S/C37H36N2O9S3.2Na/c1-3-38(25-27-9-7-11-33(23-27)49(40,41)42)31-19-15-29(16-20-31)37(35-13-5-6-14-36(35)51(46,47)48)30-17-21-32(22-18-30)39(4-2)26-28-10-8-12-34(24-28)50(43,44)45;;/h5-24H,3-4,25-26H2,1-2H3,(H2-,40,41,42,43,44,45,46,47,48);;/q;2*+1/p-2 YesY
    Key: SGHZXLIDFTYFHQ-UHFFFAOYSA-L YesY
  • InChI=1/C37H36N2O9S3.2Na/c1-3-38(25-27-9-7-11-33(23-27)49(40,41)42)31-19-15-29(16-20-31)37(35-13-5-6-14-36(35)51(46,47)48)30-17-21-32(22-18-30)39(4-2)26-28-10-8-12-34(24-28)50(43,44)45;;/h5-24H,3-4,25-26H2,1-2H3,(H2-,40,41,42,43,44,45,46,47,48);;/q;2*+1/p-2
    Key: SGHZXLIDFTYFHQ-NUQVWONBAU
  • [Na+].[Na+].[O-]S(=O)(=O)c1cccc(c1)CN(c2ccc(cc2)/C(=C\4/C=C\C(=[N+](\CC)Cc3cccc(c3)S([O-])(=O)=O)/C=C/4)c5ccccc5S([O-])(=O)=O)CC
Properties
C37H34N2Na2O9S3
Molar mass 792.85 g/mol.
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Brilliant Blue FCF (Blue 1), also known under commercial names, is a colorant for foods and other substances. It is denoted by E number E133 and has a color index of 42090. It has the appearance of a reddish-blue powder. It is soluble in water, and the solution has a maximum absorption at about 628 nanometers.

Chemistry

It is a synthetic dye produced using aromatic hydrocarbons from petroleum.[1] It can be combined with tartrazine (E102) to produce various shades of green.

It is usually a disodium salt. The diammonium salt has CAS number 3844-45-9. Calcium and potassium salts are also permitted. It can also appear as an aluminium lake. The chemical formation is C37H34N2Na2O9S3. The dye is poorly absorbed from the gastro-intestinal tract and 95% of the ingested dye can be found in the feces.

Applications

As a blue color, Brilliant Blue FCF is often found in ice cream, canned processed peas, packet soups, bottled food colorings, icings, ice pops, blue raspberry flavored products, dairy products, sweets[2] and drinks, especially the liqueur blue curaçao. It is also used in soaps, shampoos, mouthwash[3] and other hygiene and cosmetics applications. In soil science, Brilliant Blue is applied in tracing studies to visualize infiltration and water distribution in the soil.

Health and safety

In the United Kingdom, Smarties chocolates were colored with Brilliant Blue FCF (top) until 2008, later being replaced with a natural spirulina coloring (bottom).

Brilliant Blue FCF is an approved food colorant and pharmacologically inactive substance for drug formulations in the EU and the United States. It is also legal in other countries. It has the capacity for inducing allergic reactions in individuals with pre-existing moderate asthma.[4] In 2003, the U.S. FDA issued a public health advisory to warn health care providers of the potential toxicity of this synthetic dye in enteral feeding solutions.[5] The following legal limits apply in the EU (E 131) and other countries: 150-300 mg/kg depending on the type of food. Safety limit for foods and drugs: 0.1 mg/day per kg body weight.[6] The ADI for Brilliant Blue FCF is 10 mg/kg.

Biomedical research

Scientists who were conducting in-vivo studies of compounds to lessen the severity of inflammation following experimental spinal cord injury had previously tested a compound called OxATP to block a key ATP receptor in spinal neurons. However, OxATP has toxic side effects and must be injected directly into the spinal cord; in searching for alternatives they noted that Brilliant Blue FCF has a similar structure. This led them to test a related dye, Brilliant Blue G (also known as Coomassie Brilliant Blue) in rats, which improved recovery from spinal cord injury.[7]

References

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  2. Nestle Aero packet ingredients listing barcode: 7613031579334
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  4. J. Allergy Clin. Immunol.; VOL 64 ISS Jul 1979, P32-37, (REF 25)
  5. FD&C Blue No. 1. Retrieved 16 November, 2013
  6. zusatzstoffe-online.de: E133
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External links