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HC Blue 1

HC Blue 1 structure

HC Blue 1 

structure
  • CAS No:

    2784-94-3

  • Formula:

    C11H17N3O4

  • Chemical Name:

    HC Blue 1

  • Synonyms:

    Ethanol,2,2′-[[4-(methylamino)-3-nitrophenyl]imino]bis-;Ethanol,2,2′-[[4-(methylamino)-3-nitrophenyl]imino]di-;2,2′-[[4-(Methylamino)-3-nitrophenyl]imino]bis[ethanol];1-Methylamino-2-nitro-4-N,N-(bis-β-hydroxyethyl)aminobenzene;N1-Methyl-N4,N4-bis(2-hydroxyethyl)-2-nitro-p-phenylenediamine;HC Blue No. 1;N-Methyl-N′,N′-bis(2-hydroxyethyl)-2-nitro-p-phenylenediamine;HC Blue Number 1;N4,N4-Bis(2′-hydroxyethyl)-N1-methyl-2-nitro-p-phenylenediamine;N4,N4-Bis(2-hydroxyethyl)-N1-methyl-2-nitro-p-phenylenediamine;HC Blue 1

  • Categories:

    Organic Chemistry  >  Amides

Description

PHYSICAL DESCRIPTION: Dark blue microcrystals or dark purple powder. (NTP, 1992)


Hc blue 1 appears as dark blue microcrystals or dark purple powder. (NTP, 1992)


Hc blue 1 appears as dark blue microcrystals or dark purple powder. (NTP, 1992)|HC Blue No.1 is a C-nitro compound.

HC Blue 1 Basic Attributes

255.27000

255.27

220-495-9

UH430IGW0C

DTXSID6020191

Dark-blue microcrystals or blue-black amorphous powder

2922199090

Characteristics

101.55000

1.02370

Hc blue 1 appears as dark blue microcrystals or dark purple powder. (NTP, 1992)

1.366g/cm3

101.5-104 °C

505.9ºC at 760mmHg

259.7ºC

1.661

Slightly soluble in water (0.38% w/w); soluble in ethanol, methanol and acetone

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should b

4.69E-11mmHg at 25°C

This chemical may be sensitive to prolonged exposure to air. Slow oxidation. Insoluble in water.

Alcohols and Polyols

A nitrated aromatic, amine and alcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Safety Information

P201, P202, P281, P308+P313, P405, P501

H341

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas-fired type, in which a first-stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic-solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": HEPA (high-efficiency particulate arrestor) filters ... can be disposed of by incineration. For spent charcoal filters, the adsorbed material can be stripped off at high temp & carcinogenic wastes generated by this treatment conducted to & burned in an incinerator. ... LIQUID WASTE: ... Disposal should be carried out by incineration at temp that ... ensure complete combustion. SOLID WASTE: Carcasses of lab animals, cage litter & misc solid wastes ... should be disposed of by incineration at temp high enough to ensure destruction of chem carcinogens or their metabolites. /Chemical Carcinogens/|For more Disposal Methods (Complete) data for HC BLUE NO 1 (6 total), please visit the HSDB record page.

DHHS/NTP; Toxicology & Carcinogenesis Studies of HC Blue No. 1 in F344/N Rats and B6C3F1 Mice (Feed Studies) Technical Report Series No. 271 (1985) NIH Publication No. 85-2527

Flash point data for this chemical are not available; however it is probably combustible. (NTP, 1992)

|Warning|H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]|P201, P202, P281, P308+P313, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly-closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)|PRECAUTIONS FOR "CARCINOGENS": ... Dispensers of liq detergent /should be available./ ... Safety pipettes should be used for all pipetting. ... In animal laboratory, personnel should ... wear protective suits (preferably disposable, one-piece & close-fitting at ankles & wrists), gloves, hair covering & overshoes. ... In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. ... Gowns ... /should be/ of distinctive color, this is a reminder that they are not to be worn outside the laboratory. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": Smoking, drinking, eating, storage of food or of food & beverage containers or utensils, & the application of cosmetics should be prohibited in any laboratory. All personnel should remove gloves, if worn, after completion of procedures in which carcinogens have been used. They should ... wash ... hands, preferably using dispensers of liq detergent, & rinse ... thoroughly. Consideration should be given to appropriate methods for cleaning the skin, depending on nature of the contaminant. No standard procedure can be recommended, but the use of organic solvents should be avoided. Safety pipettes should be used for all pipetting. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": In animal laboratory, personnel should remove their outdoor clothes & wear protective suits (preferably disposable, one-piece & close-fitting at ankles & wrists), gloves, hair covering & overshoes. ... Clothing should be changed daily but ... discarded immediately if obvious contamination occurs ... /also,/ workers should shower immediately. In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. If gowns are of distinctive color, this is a reminder that they should not be worn outside of lab. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": ... Operations connected with synth & purification ... should be carried out under well-ventilated hood. Analytical procedures ... should be carried out with care & vapors evolved during ... procedures should be removed. ... Expert advice should be obtained before existing fume cupboards are used ... & when new fume cupboards are installed. It is desirable that there be means for decreasing the rate of air extraction, so that carcinogenic powders can be handled without ... powder being blown around the hood. Glove boxes should be kept under negative air pressure. Air changes should be adequate, so that concn of vapors of volatile carcinogens will not occur. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": Vertical laminar-flow biological safety cabinets may be used for containment of in vitro procedures ... provided that the exhaust air flow is sufficient to provide an inward air flow at the face opening of the cabinet, & contaminated air plenums that are under positive pressure are leak-tight. Horizontal laminar-flow hoods or safety cabinets, where filtered air is blown across the working area towards the operator, should never be used ... Each cabinet or fume cupboard to be used ... should be tested before work is begun (eg, with fume bomb) & label fixed to it, giving date of test & avg air-flow measured. This test should be repeated periodically & after any structural changes. /Chemical Carcinogens/|For more Preventive Measures (Complete) data for HC BLUE NO 1 (9 total), please visit the HSDB record page.

PRECAUTIONS FOR "CARCINOGENS": Procurement ... of unduly large amt ... should be avoided. To avoid spilling, carcinogens should be transported in securely sealed glass bottles or ampoules, which should themselves be placed inside strong screw-cap or snap-top container that will not open when dropped & will resist attack from the carcinogen. Both bottle & the outside container should be appropriately labelled. ... National post offices, railway companies, road haulage companies & airlines have regulations governing transport of hazardous materials. These authorities should be consulted before ... material is shipped. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": When no regulations exist, the following procedure must be adopted. The carcinogen should be enclosed in a securely sealed, watertight container (primary container), which should be enclosed in a second, unbreakable, leakproof container that will withstand chem attack from the carcinogen (secondary container). The space between primary & secondary container should be filled with absorbent material, which would withstand chem attack from the carcinogen & is sufficient to absorb the entire contents of the primary container in the event of breakage or leakage. Each secondary container should then be enclosed in a strong outer box. The space between the secondary container & the outer box should be filled with an appropriate quantity of shock-absorbent material. Sender should use fastest & most secure form of transport & notify recipient of its departure. If parcel is not received when expected, carrier should be informed so that immediate effort can be made to find it. Traffic schedules should be consulted to avoid ... arrival on weekend or holiday ... /Chemical Carcinogens/

Toxicity

oxicology and carcinogenesis studies of HC Blue No. 1 (97% pure), a semipermanent hair dye, were conducted by administering the test chemical in feed for 103 weeks to groups of 50 F344/N rats and 50 B6C3F1 mice of each sex. The dietary concentrations used were 0, 1,500, or 3,000 ppm for rats and male mice and 0, 3,000, or 6,000 ppm for female mice. These concentrations were selected on the basis of results from single-administration gavage studies and 14 day and 13 week feed studies. Under the conditions of these feed studies, there was equivocal evidence of carcinogenicity in male F344/N rats, since HC Blue No. 1 caused a marginal increase in the incidence of hepatocellular neoplastic nodules/carcinomas. For female F344/N rats, there was some evidence of carcinogenicity in that HC Blue No. 1 induced increased incidences of alveolar/bronchiolar neoplasms. There was clear evidence of carcinogenicity of HC Blue No. 1 for male and female B6C3FI mice as shown by increased incidences of hepatocellular carcinomas. The incidences of follicular cell adenomas of the thyroid gland were also increased in male mice receiving HC Blue No. 1.

Drug Information

About 85 g of a commercial semi-permanent hair dye formulation containing 1.48% HC Blue No. 1 enriched with 113.6 uCi/mg (ring (14)C labelled HC Blue No. 1 was applied on two occasions to the hair of human volunteers, worked in gently for 5-8 minutes and allowed to remain in contact with the hair and scalp for an additional 30 minutes. On the first occasion, the hair was shaven, and radiolabel accounting for 0.09-0.15% of that applied was detected in the urine over a seven day period; half was excreted in the urine after 18 hours. On the second occasion, the hair was shaven only after 30 days: cumulative absorption was 0.15% on the first day and 0.5% on the 30th day; half of the radiolabel was excreted after 138 hours.|/About 85 g of a commercial semi-permanent hair dye formulation containing 1.48% HC Blue No. 1 enriched with 113.6 uCi/mg (ring (14 C)) labelled HC Blue No. 1/ was applied to the scalp hair of rhesus monkeys and allowed to remain in contact for 30 minutes. Radiolabel accounting for 0.12-0.13% of that applied was detected in urine over a seven day period; half was excreted in the urine after 40 hours.|Following intraperitoneal or subcutaneous injection of 2.5, 3.5, 4.0, 5.0, or 100 mg/kg body weight HC Blue No. 1 (98% pure, containing four minor components) to adult Fischer rats or rabbits, over 90% was recovered in bile or urine within 6 hours of administration. Following application of about 1 mg/cm sq (250 ug/ml in saline) HC Blue No. 1 to the skin, about 1% of the dose was recovered in the bile and slightly more in the urine of rats and an average of 4.5% of the dose in the rune of rabbits after 48 hours.

Up to 40% of radiolabel was recovered in the urine of B6C3F1 mice and Fischer 344/N rats after oral administration by gavage of 100 mg/kg body weight (ring-(14)C) Blue No. 1 (29 mCi/mmol (113.6 uCi/mg); 97% pure). HC Blue No.1 administered orally to B6C3F1 mice yielded three metabolites in equal proportions, which were more water soluble than the parent compound; one was a glucuronide of the parent compound. Metabolism of (ring-(14)C) HC Blue No. 1 (200 uM (51 mg)) by hepatocytes isolated from mice and rats yielded profiles similar to those seen in vivo. High-performance liquid chromatography separation showed that HC Blue No.1 is metabolized extensively in mice to five major metabolites. Thermospray liquid chromatography mass spectrometry of these metabolites provided tentative evidence for nitroreduction, N-demethylation and conjugation (glucuronidation of a demethylated product and acetylation). In rats, HC Blue No. 1 produced three metabolites similar to those fund in mice.|HC BLUE NUMBER 1, A COMPONENT OF HAIR DYE, WAS ABSORBED PERCUTANEOUSLY BY RATS & RABBITS AFTER APPLICATION OF 250 MUG/ML SOLN. IT WAS ALSO INJECTED IP & SC. DYE WAS EXCRETED IN URINE & BILE BUT NO METABOLIC ALTERATION OCCURRED DURING THE IN VIVO TRANSIT.

Has been available commercially with purity 95%, with 2-((4- methylamino)-3-nitrophenyl)imino)ethanol (<5%) as a possible impurity

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes and respiratory tract, dermatitis and eye inflammation. This type of compound has caused injury to the cornea, conjunctiva and lids, and ocular injuries. ACUTE/CHRONIC HAZARDS: This compound can be absorbed through the skin. It is an irritant of the skin, eyes and respiratory tract. When heated to decomposition it emits toxic fumes of nitrogen oxides. (NTP, 1992)|Carcinogens

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

HC Blue No. 1

HC Blue 1 Use and Manufacturing

Methods of Manufacturing

HC Blue No. 1 was produced commercially by the reaction of 4- fluoro-3-nitrobenzenamine with ethylene oxide to form 2,2-[(4- fluoro-3-nitrophenyl)-imino]bis(ethanol); this intermediate was reacted with methylamine to form HC Blue No. 1.

Uses

Was used exclusively as a dye in semi-permanent hair coloring products. /Former/

Production

(1975) 4.54X10+6-9.08X10+6 G (CONSUMPTION)|(1979) NOT PRODUCED COMMERCIALLY IN US

Approximately 20,000-30,000 pounds of HC Blue No. 1 /were/ used annually.|In the early 1980s, approximately 6-8 tons of HC Blue No. 1 were used annually in the USA, according to industry estimates.

Ethanol, 2,2'-[[4-(methylamino)-3-nitrophenyl]imino]bis-: ACTIVE|Not known to be produced or used currently anywhere in the world. Production and use began in the late 1960s and was discontinued in the mid-1980s|The concentration of HC Blue No. 1 used in hair colouring products ranged from 1-2%.

A thin-layer chromatographic method with spectrophotometric analysis has been reported for determination in biological fluids.

Health Hazards -> Carcinogens

Computed Properties

Molecular Weight:255.27
XLogP3:1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:255.12190603
Monoisotopic Mass:255.12190603
Topological Polar Surface Area:102
Heavy Atom Count:18
Complexity:253
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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