azorubine
disodium 4-hydroxy-3-((4-sulphonatonaphthyl)azo)naphthalenesulphonate
 
Notes:
a wster pollutant. Food dye Azorubine is commonly used in the UK and in several other countries in a popular soda brand, but it is a prohibited food additive in Canada, Japan, Norway, Sweden and the United States.; Azorubine, carmoisine, Food Red 3, Azorubin S, Brillantcarmoisin O, Acid Red 14, or C.I. 14720 is a synthetic red food dye from the azo dye group. It usually comes as a disodium salt. It is a red to maroon powder. It is used for the purposes where the food is heat-treated after fermentation. It has E number E122. Some of the foods it can be present in are blancmange, marzipan, Swiss roll, jams, preserves, yoghurts, jellies, breadcrumbs, and cheesecake mixes. It is also present in Oraldene Mouthwash.; It is one of the colourants that the Hyperactive Children's Support Group recommends be eliminated from the diet of children.
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disodium (3E)-4-oxo-3-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1-sulfonate (Click)
CAS Number: 3567-69-9Picture of molecule
Other: 161628-33-7
ECHA EINECS - REACH Pre-Reg: 222-657-4
FDA UNII: DR4641L47F
MDL: MFCD00003978
Molecular Weight: 502.43357856
Formula: C20 H12 N2 Na2 O7 S2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: coloring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
JECFA Food Additive: Azorubine
GSFA Codex: Azorubine (Carmoisine) (122)
DG SANTE Food Additives: azorubine
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Physical Properties:
Appearance: red powder (est)
Assay: 85.00 to 100.00 % 
Food Chemicals Codex Listed: No
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): 3.024 (est)
Soluble in:
 water, 75.57 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data2
CosIng: cosmetic data
Cosmetic Uses: cosmetic colorants
hair dyeing agents
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Suppliers:
Abbey Color
Acid Red 14
Rung International
Carmoisine
Rung International
Lake Carmosine
Santa Cruz Biotechnology
For experimental / research use only.
Chromotrope FB
Sigma-Aldrich
For experimental / research use only.
Carmoisine
analytical standard
TCI AMERICA
For experimental / research use only.
Azorubine
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50  > 10000 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 5, Pg. 179, 1967.

intravenous-rat LD50  800 mg/kg
Annales Pharmaceutiques Francaises. Vol. 15, Pg. 402, 1957.

intraperitoneal-rat LD50  900 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Food and Cosmetics Toxicology. Vol. 5, Pg. 179, 1967.

oral-mouse LD50  > 8000 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Food and Cosmetics Toxicology. Vol. 5, Pg. 179, 1967.

intravenous-mouse LD50  800 mg/kg
Food and Cosmetics Toxicology. Vol. 19, Pg. 413, 1981.

intraperitoneal-mouse LD50  900 mg/kg
BEHAVIORAL: COMA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Food and Cosmetics Toxicology. Vol. 5, Pg. 179, 1967.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: coloring agents
Recommendation for azorubine usage levels up to:
 not for fragrance use.
 
Recommendation for azorubine flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Scientific Opinion on the re-evaluation of Azorubine/Carmoisine (E 122) as a food additive
View page or View pdf
Assessment of the results of the study by McCann et al. (2007) on the effect of some colours and sodium benzoate on children’s behaviour [1] - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Food Contact Materials (AFC)
View page or View pdf
Scientific Opinion on the safety and efficacy of Carmoisine (E 122) in feed for cats and dogs
View page or View pdf
Statement on Allura Red AC and other sulphonated mono azo dyes authorised as food and feed additives
View page or View pdf
Refined exposure assessment for Azorubine/Carmoisine (E 122)
View page or View pdf
EPI System: View
NLM Hazardous Substances Data Bank: Search
Chemical Carcinogenesis Research Information System: Search
Carcinogenic Potency Database: Search
EPA GENetic TOXicology: Search
NLM Developmental and Reproductive Toxicity: Search
EPA Substance Registry Services (TSCA): 3567-69-9
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6321394
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 disodium (3E)-4-oxo-3-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1-sulfonate
Chemidplus: 0003567699
EPA/NOAA CAMEO: hazardous materials
RTECS: QK1925000 for cas# 3567-69-9
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References:
 disodium (3E)-4-oxo-3-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1-sulfonate
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 3567-69-9
Pubchem (cid): 6321394
Pubchem (sid): 134984864
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C19358
HMDB (The Human Metabolome Database): HMDB36795
FooDB: FDB015741
Export Tariff Code: 2942.00.5000
Haz-Map: View
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 cosmetic colorants 
 hair dyeing agents 
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 acid brilliant rubine 2g
 acid brilliant rubine 2gt
 acid chrome blue ba
 acid chrome blue FBS
 acid fast red fb
 acid red 14 (c.i. 14720)
 azo rubin S
 brilliant carmoisine
 c.i. 14720
 C.I. acid red 14, disodium salt
 C.I. acid red No. 14
 carmoisine
 chromotrope FB (c.i. 14720)
 CI acid red 14, disodium salt
 CI food red 3
 disodium (3E)-4-oxo-3-[(4-sulfonatonaphthalen-1-yl)hydrazinylidene]naphthalene-1-sulfonate
 disodium 4-hydroxy-3-((4-sulfonatonaphthyl)azo) naphthalene sulfonate (c.i. 14720)
 disodium 4-hydroxy-3-((4-sulphonatonaphthyl)azo)naphthalenesulphonate
 disodium salt of 2-(4-sulpho-1-naphthylazo)-1-naphthol-4-sulphonic acid
4-hydroxy-3-((4-sulfo-1-naphthalenyl)azo)-1-naphthalenesulfonic acid, disodium salt
4-hydroxy-3-((4-sulpho-1-naphthalenyl)azo)-1-naphthalenesulphonic acid, disodium salt
4-hydroxy-3,4'-azodi-1-naphthalenesulfonic acid, disodium salt
4-hydroxy-3,4'-azodi-1-naphthalenesulphonic acid, disodium salt
 mordant blue 79 (c.i. 14720)
1-naphthalenesulfonic acid, 4-hydroxy-3-((4-sulfo-1-naphthalenyl)azo)-, disodium salt
1-naphthalenesulfonic acid, 4-hydroxy-3,4'-azodi-, disodium salt
2-(4-sulfo-1-naphthylazo)-1-naphthol-4-sulfonic acid, disodium salt
2-(4-sulpho-1-naphthylazo)-1-naphthol-4-sulphonic acid, disodium salt
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Articles:
PubMed: Quantitative SERS analysis of azorubine (E 122) in sweet drinks.
PubMed: Indigotine, azorubine, and cochineal red as photoprotectors of manidipine.
PubMed: Pluronic/gelatin composites for controlled release of actives.
PubMed: [Studies of the biological action of azorubine].
PubMed: [Study in animals of azorubine elimination by the liver].
PubMed: Health safety issues of synthetic food colorants.
PubMed: Are there any remarkable effects of prenatal exposure to food colourings on neurobehaviour and learning process in rat offspring?
PubMed: Poly(N-isopropylacrylamide-co-N,N'-methylene bisacrylamide) monolithic column embedded with γ-alumina nanoparticles microextraction coupled with high-performance liquid chromatography for the determination of synthetic food dyes in soft drink samples.
PubMed: Consideration of fluorescence properties for the direct determination of erythrosine in saffron in the presence of other synthetic dyes.
PubMed: Photoprotection of 1,4-dihydropyridine derivatives by dyes.
PubMed: Complementary effect of Phloxine B on the insecticidal efficacy of Isaria fumosorosea SFP-198 wettable powder against greenhouse whitefly, Trialeurodes vaporariorum West.
PubMed: Determination of 40 synthetic food colors in drinks and candies by high-performance liquid chromatography using a short column with photodiode array detection.
PubMed: Quantitative determination of some food dyes using digital processing of images obtained by thin-layer chromatography.
PubMed: Screening method for the detection of artificial colours in saffron using derivative UV-Vis spectrometry after precipitation of crocetin.
PubMed: An analysis of the possibility for health implications of joint actions and interactions between food additives.
PubMed: Hemiglobin formation in vitro induced by azo dyes and their metabolites.
PubMed: Decolorization of some azo dyes by immobilized Geotrichum sp. biomass in fluidized bed bioreactor.
PubMed: Origin and thermodynamic properties of the instability of synthetic azo colorants in gum arabic solutions.
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