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Fast Green FCF

Fast Green FCF structure

Fast Green FCF 

structure
  • CAS No:

    2353-45-9

  • Formula:

    C37H36N2O10S3.2Na

  • Chemical Name:

    Fast Green FCF

  • Synonyms:

    Benzenemethanaminium,N-ethyl-N-[4-[[4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl](4-hydroxy-2-sulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-3-sulfo-,inner salt,sodium salt (1:2);Fast Green FCF;C.I. Food Green 3,disodium salt;Benzenemethanaminium,N-ethyl-N-[4-[[4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl](4-hydroxy-2-sulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-3-sulfo-,hydroxide,inner salt,disodium salt;C.I. Food Green 3;Benzenemethanaminium,N-ethyl-N-[4-[[4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl](4-hydroxy-2-sulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-3-sulfo-,inner salt,disodium salt;C.I. 42053;FD and C Green No. 3;Food Green 3;FD&C Green No. 3;Japan Green 3;Japan Green No. 3;FDC Green 3;Food Green No. 3;NSC 379443;Japan Food Green No. 3;Green No. 3;Fast Green;Fast Green E 143;E 143;Puricolor Green U 3;13083-10-8

  • Categories:

    Cosmetic Ingredient  >  Cosmetic Colorant

Description

Fast Green FCF is a sea green triarylmethane food dye. Fast Green FCF is used as a quantitative stain for histones at alkaline pH after acid extraction of DNA. It is also used as a protein stain in electrophoresis. Its absorption maximum is at 625 nm.


Fast green FCF is an organic sodium salt having 2-{(4-{ethyl[(3-sulfonatophenyl)methyl]amino}phenyl)[4-{ethyl[(3-sulfonatophenyl)methyl]iminio}cyclohexa-2,5-dien-1-ylidene]methyl}-5-hydroxybenzene-1-sulfonate as the counterion. Used as a substitute for Light green SF yellowish in Masson's trichrome as it is less likely to fade, and is more brilliant in colour. Also used as a food colouring agent. It has a role as a histological dye, a fluorochrome and a food colouring. It contains a Fast green FCF(2-).

Fast Green FCF Basic Attributes

808.86

808.117065

5718212

228-058-4

9J3VQ0Y6BV

DTXSID3020673

Dark green powder or granules with a metallic luster|Red to brown-violet powder or dark green crystals

32041900

Characteristics

223.22000

7.97490

Red to Red-Brown Powder/Solid

290 °C (dec.)(lit.)

soluble in water, glycerin, glycol and ethanol.H2O: soluble 50mg/mL, clear, colorless to faintly yellow

Store at RT.

LD50 orally in rats: >2 g/kg (Lu, Lavalle)

pH Stability: slight fade after one week at pH 3; very slight fade after 1 week at pH 5 and 7; slight fade and appreciably bluer at pH 8

Safety Information

NONH for all modes of transport

3

68-40-20/21/22

22-24/25-37/39-25-36/37

BQ4425000

Xn

Stable. Incompatible with strong oxidizing agents.

P281

H341

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

All batches of this color additive when used in foods shall meet the specifications, uses and restrictions, and labeling regulations contained in 21 CFR Part 74 and be certified in accordance with regulations in 21 CFR Part 80.|All batches of this color additive when used in drugs shall meet the specifications, uses and restrictions, and labeling regulations contained in 21 CFR Part 74 and be certified in accordance with regulations in 21 CFR Part 80.|All batches of this color additive when used in cosmetics shall meet the specifications, uses and restrictions, and labeling regulations contained in 21 CFR Part 74 and be certified in accordance with regulations in 21 CFR Part 80.

|Warning|H315 (47.78%): Causes skin irritation [Warning Skin corrosion/irritation]|P201, P202, P261, P264, P271, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 277 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

... When a combination of half the concentrations of Indigo carmine (secondary amine containing dye), Fast green FCF (tertiary amine containing dye) and nitrite was given, the values of SCEs were consistently lower than the sum of the expected values of the agents given individually. This indicates antagonistic response between the dyes and nitrite on SCEs.

LD50 Dog oral > 200 mg/dog|LD50 Rat oral > 2,000 mg/kg bw

Fast Green FCF's production and use as a biological stain and as a color additive in foods, drugs and cosmetics(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Fast Green FCF is expected to be mobile in soil(SRC); this compound is expected to exist almost entirely in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(1). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize. Fast Green FCF is not expected to volatilize from dry soil surfaces(SRC) because it is a salt and salts do not volatilize. The concentrations of azo dyes with a phenolic OH and two sulfonic acid groups remain constant throughout activated sludge treatment and are therefore not expected to be biodegradable in water and soils(2).[(1) Doucette WJ; pp. 141-188 in Handbook of Property Estimation Methods for Chemicals. Boethling RS, Mackay D, eds. Boca Raton, FL: Lewis Publ (2000) (2) US EPA; High Production Volume (HPV) Challenge Program. The HPV voluntary challenge chemical list. Robust summaries and test plans. 2-Naphthalenesulfonic acid, 6-hydroxy-5-|AQUATIC FATE: Fast Green FCF is not expected to adsorb to suspended solids and sediment(SRC); this compound will almost entirely exist in anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(1). Volatilization from water surfaces is not expected(2) based on its expected ionic character in the environment. The potential for bioconcentration in aquatic organisms is low(SRC) based on the ionic character. The concentrations of azo dyes with a phenolic OH and two sulfonic acid groups remain constant throughout activated sludge treatment and are therefore not expected to be biodegradable in water and soils(3).[(1) Doucette WJ; pp. 141-188 in Handbook of Property Estimation Methods for Chemicals. Boethling RS, Mackay D, eds. Boca Raton, FL: Lewis Publ (2000) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) US EPA; High Production Volume (HPV) Challenge Program. The HPV voluntary challenge chemical list. Robust summaries and test plans. 2-Naphthalenesulfonic acid, 6-hydroxy-5-|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), Fast Green FCF, a salt, is expected to exist solely in the particulate phase in the ambient atmosphere, because salts do not volatilize. Particulate-phase Fast Green FCF may be removed from the air by wet or dry deposition(SRC). Fast Green FCF may be susceptible to direct photolysis by sunlight; its absorption maximum is 628 nm(2).

Fast Green FCF is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(1). Fast Green FCF may be susceptible to direct photolysis by sunlight; it has an absorption maximum of 628 nm(2).

The ionic character of Fast Green FCF (the pKa of benzenesulfonic acid is 2.55(1)), indicates that the potential for bioconcentration in aquatic organisms is expected to be low(SRC).

Fast Green FCF is expected to be mobile in soil; this compound will almost entirely exist in anion form in the environment (the pKa of benzenesulfonic acid is 2.55(1)), and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(2).

Fast Green FCF is expected to be essentially nonvolatile from water surfaces; this compound is expected to exist as an anion in the environment (the pKa of benzenesulfonic acid is 2.55(1)), and therefore volatilization from moist soil is not expected because anions do not volatilize. Fast Green FCF is not expected to volatilize from dry soil surfaces because it is a salt and is nonvolatile(SRC).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 9,107 workers (6,209 of these were female) were potentially exposed to fast green FCF in the US(1). Occupational exposure to Fast Green FCF may occur through dermal contact with this compound at workplaces where Fast Green FCF is produced or used. Use data indicate that the general population may be exposed to Fast Green FCF via ingestion of food and drug products that contain this color additive, and dermal contact with cosmetics(2) that use this compound.

Drug Information

Following i.v. injection in rats, over 90% of the /Fast Green FCF/ was excreted in the bile within 4 hours.|Dogs were given orally 200 mg of the /Fast Green FCF/... a bile fistula was made for bile analysis. ... The amount of /Fast Green FCF found in the bile/ never exceeded 5% of the given dose. ...|Rats ... were given orally 200 mg of the /Fast Green FCF/... the urine and feces were collected for 36 hours. ... Almost all the administered /Fast Green FCF/ was excreted unchanged in the feces of rats. No /Fast Green FCF/ was found in the urine. ...

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

C.I. 42053

Fast Green FCF Use and Manufacturing

Methods of Manufacturing

After p-hydroxybenzaldehyde and N-ethyl-N-phenylbenzylamine are condensed and sulfonated, they are oxidized to pigments with dichromate, permanganate, or lead peroxide, and then neutralized, salted out, refined Got.

Uses

Biological stain.Color additive in food, drugs and cosmetics.

Production

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7912]

Benzenemethanaminium, N-ethyl-N-[4-[[4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl](4-hydroxy-2-sulfophenyl)methylene]-2,5-cyclohexadien-1-ylidene]-3-sulfo-, inner salt, sodium salt (1:2): ACTIVE|Closely related structurally to Light Green SF Yellowish (LG), though it is more lightfast and has gained acceptance as a substitute for this material as a stain in plant histology and cytology.

Method: AOAC 930.38; Procedure: column chromatographic method; Analyte: fast green FCF; Matrix: food; Detection Limit: not provided.

EPA Safer Chemical Functional Use Classes -> Colorants|Safer Chemical Classes -> Yellow triangle - The chemical has met Safer Choice Criteria for its functional ingredient-class, but has some hazard profile issues|Cosmetics -> Cosmetic colorant; Hair dyeing

Computed Properties

Molecular Weight:808.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:9
Exact Mass:808.11709737
Monoisotopic Mass:808.11709737
Topological Polar Surface Area:223
Heavy Atom Count:54
Complexity:1540
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Synthetic food colorant used for coloring medications, food, and dairy products; also used in protein staining in electrophoresis techniques such as IEF and SDS-PAGE due to its binding properties and near-infrared fluorescence

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

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