Chrysoidine
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Chrysoidine
structure -
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CAS No:
532-82-1
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Formula:
C12H12N4.ClH
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Chemical Name:
Chrysoidine
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Synonyms:
1,3-Benzenediamine,4-(2-phenyldiazenyl)-,hydrochloride (1:1);C.I. Basic Orange 2,monohydrochloride;C.I. Basic Orange 2;1,3-Benzenediamine,4-(phenylazo)-,monohydrochloride;C.I. 11270;Astra Chrysoidine R;Brasilazina Orange Y;Calcozine Orange YS;Chrysoidine;Chrysoidine A;Chrysoidine G;Chrysoidine J;Chrysoidine Y;Chrysoidine Y Crystals;Chrysoidine C;Chrysoidine B;Chrysoidine M;Chrysoidine GN;Chrysoidine GS;Chrysoidine HR;Chrysoidine orange;Chrysoidine PRL;Chrysoidine PRR;Chrysoidine SL;Chrysoidine Y Special;Chrysoidine SS;Chrysoidine YL;Chrysoidine YN;Chrysoidin FB;2,4-Diaminoazobenzene hydrochloride;Diazocard Chrysoidine G;Leather Orange HR;Nippon Kagaku Chrysoidine;Pure Chrysoidine YBH;Sugai Chrysoidine;Tertrophene Brown CG;Chrysoidin;Chrysoidine II;Chrysoidine hydrochloride;Atlantic Chrysoidine Y;Verona Chrysoidine GN;Basic Orange 2;Basonyl Orange 200;Chrysodine
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CAS No:
Description
BORDEAUX TO DEEP PURPLE CRYSTALLINE POWDER
C.i. basic orange 2 appears as red-brown powder, large black shiny crystals with a green luster or purple powder. (NTP, 1992)
C.i. basic orange 2 appears as red-brown powder, large black shiny crystals with a green luster or purple powder. (NTP, 1992)|Chrysoidine is an organic molecular entity.
Chrysoidine Basic Attributes
248.71
248.082870
208-545-8
2431787HMZ
152834
DTXSID0024559
REDDISH-BROWN CRYSTALLINE POWDER|Red-brown powder|Burgundy crystalline powder
2927000090
Characteristics
76.76000
5.23080
Bordeaux to deep purple Crystalline Powder
1.2171 (rough estimate)
118-118.5 °C
2262 °C
228.4ºC
Solubilitysoluble in water, ethanol, acetone, methyl cellosolve, xylene; practically insoluble in Ibenzene
2-8°C
mma-sat 50 mg/plate MUREAV 44,9,77
GIVES YELLOW SOLN IN CONCN SULFURIC ACID, ORANGE SOLN IN DIL SULFURIC ACID, AND IN NITRIC ACID|Unstable to excessive heat in solution preparation
Azo dyes can be explosive when suspended in air at specific concentrations.Slightly soluble in water.
Azo, Diazo, Azido, Hydrazine, and Azide Compounds
Explosive
C.I. BASIC ORANGE 2 is an azo compound. Toxic gases are formed by mixing compounds containing azo groups with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. This chemical is incompatible with strong oxidizing agents. (NTP, 1992)
Safety Information
UN 3077 9/PG 3
2
50/53-68-41-38-22
60-61-46-36/37/39-26-23
ST3380000
N,Xn
P273-P280-P305 + P351 + P338-P501
H302-H315-H318-H341-H410
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.
Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P310, P321, P330, P332+P313, P333+P313, P362, P363, P391, P405, and P501
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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 store this chemical under ambient temperatures, and keep it away from oxidizing materials. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicity
C.I. Solvent Orange 3's production and use as a dye for cotton, silk, leather, plastics, wood and as a biological stain(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 840(SRC), determined from a measured water solubility(2) and a recommended regression-derived equation(3), indicates that C.I. Solvent Orange 3 will have low mobility in soil(SRC). As C.I. Solvent Orange 3 may act as an ionic compound in the environment, volatilization of this compound will not be important from soil surfaces(4,SRC). This compound may be susceptible to biodegradation under anaerobic conditions(SRC); environmental microorganisms were able to metabolize C.I. Solvent Orange 3 under anaerobic conditions, forming aromatic amines(5).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 840(SRC), determined from a measured water solubility(2) and a recommended regression-derived equation(1), indicates that C.I. Solvent Orange 3 may adsorb to suspended solids and sediment in water(SRC). As C.I. Solvent Orange 3 may act as an ionic compound, volatilization from water surfaces is not expected(3,SRC). According to a classification scheme(4), an estimated BCF value of 114(1,SRC), from the measured water solubility(2), suggests that bioconcentration in aquatic organisms is high(SRC). This compound may be susceptible to biodegradation under anaerobic conditions; environmental microorganisms were able to metabolize C.I. Solvent Orange 3 under anaerobic conditions, forming aromatic amines(5).|ATMOSPHERIC FATE: The ionic nature of C.I. Solvent Orange 3 makes this compound essentially non-volatile(1,SRC).
An estimated BCF value of 114 was calculated for C.I. solvent Orange 3(SRC), using a measured water solubility(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is high(SRC).
The Koc of C.I. Solvent Orange 3 is estimated as approximately 840(SRC), using a measured water solubility of 20 mg/l(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that C.I. Solvent Orange 3 has low mobility in soil(SRC). Due to the ionic nature of the dye, the retention of C.I. Solvent Orange 3 by ion-exchange processes(4,SRC), particularly on clay surfaces and adsorption at mineral surfaces such as geothite(5,SRC), may slow down or prevent leaching(SRC).
Since C.I. Solvent Orange 3 may act as an ionic compound in the environment, volatilization from water and moist soil surfaces will not be important(1,SRC).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 5,040 workers (2,690 of these are female) are potentially exposed to C.I. Solvent Orange 3 in the US(1). Occupational exposure may be through inhalation and dermal contact with this compound at workplaces where C.I. Solvent Orange 3 is produced or used(SRC). The general population will be exposed to C.I. Solvent Orange 3 via dermal contact with products containing this compound(SRC).
Drug Information
WHEN CHRYSOIDINE WAS FED TO MICE, ONLY VERY SMALL AMOUNTS (23.8 MICROMOLES/KG PROTEIN AFTER 7 DAYS) WERE FOUND BOUND TO LIVER PROTEINS.
SYMPTOMS: This compound may cause irritation. ACUTE/CHRONIC HAZARDS: This compound is harmful by ingestion, inhalation or skin absorption. It may cause irritation. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide, nitrogen oxides and hydrogen chloride gas. (NTP, 1992)
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. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. 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. (NTP, 1992)
A case control study in West Yorkshire (England, UK) was used to investigate possible risks of bladder cancer among those fishermen who used azo-based dyestuffs to stain maggots or who purchased ready colored maggots. No risks were found, although the confidence limits of the estimates are wide. These data refer to exposures over 10 yr ago and it is possible that recent changes in fishing practice, if they have occurred, are not yet assessable due to the long mean latency seen in bladder cancer when exposure to carcinogens is not great. The general use of these substances is not proposed to be without hazard, rather no risk is associated with the study group and the chemicals under study apparently are not a major cause of bladder cancer.
C.I. Basic Orange 2
Chrysoidine Use and Manufacturing
Using aniline and m-phenylenediamine as the main raw materials, firstly diazotize aniline, then couple with m-phenylenediamine, and obtain finished products after crystallization, filtration and drying. . . Add 200L of water, 317kg of hydrochloric acid (31%) and 70kg of aniline to the diazonium pot, stir and cool to 0-5℃, add 20%-30% sodium nitrite solution within 45min, continue the reaction for 20-30min after adding Potassium iodide starch test paper determines the end of the reaction. Add 250L of water and 88.25kg of m-phenylenediamine to the coupling pot, stir, and raise the temperature to 65°C until the m-phenylenediamine is completely dissolved, then lower the temperature to -4°C, and adjust the pH to 6-7 with hydrochloric acid. Start slowly adding the diazonium solution cooled to -4°C, maintain the reaction temperature not greater than -2°C, and continue the reaction until the diazonium salt disappears. Then add half of the material amount of water, heat up to 95°C, add 5 kg of hydrochloric acid, stir evenly, stand still, crystallize, filter, and dry at 60°C to obtain about 200 kg of product.
Acid-base indicator
(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS|(1981) PROBABLY GREATER THAN 9.08X10+6 GRAMS
ESSENTIALLY 100% AS A DYE
1,3-Benzenediamine, 4-(2-phenyldiazenyl)-, hydrochloride (1:1): ACTIVE|Cationic orange dye with a monoazo chromophore
CHEMICAL MONITORING OF URINE FROM WORKERS POTENTIALLY EXPOSED TO BENZIDINE-DERIVED AZO DYES WAS DETERMINED BY COLORIMETRIC AND GAS CHROMATOGRAPHIC METHODS.
Cosmetics -> Hair dyeing
Computed Properties
Molecular Weight:248.71
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:248.0828741
Monoisotopic Mass:248.0828741
Topological Polar Surface Area:76.8
Heavy Atom Count:17
Complexity:235
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Pharmacological studies have shown that ginseng, Chuanxiong, Gastrodia, Atractylodes, Scrophularia, Angelica, Aconite, Coptis, Astragalus, and Pueraria have the effect of dilating peripheral blood vessels. Ginseng has a dilating effect on the coronary arteries, cerebral blood vessels, and fundus blood vessels of whole animals. Intravenous injection of total saponins can reduce the resistance of hind limb blood vessels and cerebral blood vessels in dogs. Injection of total flavonoids from Pueraria into the internal carotid artery of anesthetized dogs increased cerebral blood flow and decreased cerebral vascular resistance. Chuanxiong, Panax notoginseng, Atractylodes, Angelica, Cinnamon, Pueraria, and Curcuma have anticoagulant effects. Panax notoginseng can inhibit platelet function and promote fibrinolysis. Chuanxiong, a component of Chuanxiong, ligustrazine, has an inhibitory effect on platelet aggregation induced by thromboxane A2-like substances, and turmeric extract can enhance fibrinolytic activity and inhibit platelet aggregation.
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