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Acridin
Akridin · 2,3-Benzoquinoline · 10-Azaanthracene · DIBENZO[B,E]PYRIDINE · ACRIDINE · Acrydine · NSC 3408 · Aceridine
Identifikatoren & physikalische Daten
| CAS No. | 260-94-6 |
|---|---|
| Summenformel | C13H9N |
| Durchschnittliche Molmasse | 179,22 g/mol |
| Monoisotopische Masse | 179,07349929 g/mol |
| SMILES | c1ccc2nc3ccccc3cc2c1 |
| InChIKey | DZBUGLKDJFMEHC-UHFFFAOYSA-N |
| PubChem CID | 9215 |
| ChEMBL | CHEMBL39677 |
| ChEBI | CHEBI:36420 |
| EC No. | 205-971-6 |
| DTXSID | DTXSID8059766 |
| Lokaler Name | Acridin |
Chemische & physikalische Eigenschaften
| XLogP | 3,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 12,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 181 |
| pH | A WEAK BASE, COLORS LITMUS PAPER BLUE |
| LogP (Verteilungskoeffizient) | Log P= 3.40 |
| Dichte | 1.2 at 68 °F (approx.) (USCG, 1999) - Denser than waterwill sink1.005 @ 20 °C/4 °C1,005 g/cm3 |
| Color/Form | RHOMBOHEDRAL NEEDLES OR PRISMS FROM ALCOHOLMONOCLINIC, ORTHORHOMBICSMALL COLORLESS NEEDLESORTHORHOMBIC PLATES, NEEDLES FROM DILUTED ALCOHOLSMALL, COLORLESS OR FAINTLY YELLOW CRYSTALS |
| Löslichkeit | SLIGHTLY SOL IN HOT WATERVERY SOL IN ALCOHOL, ETHER, BENZENE AND CARBON DISULFIDEFreely sol in hydrocarbonsslightly soluble in boiling water, liquid ammonia, liguid sulfur dioxidesparingly soluble in light petroleumVery soluble in carbon disulfidevery soluble in ethanol, ether, benzeneslightly soluble in water1 gm soluble in <1 ml boiling benzene or alcohol5 ml benzene (20 °C)6 ml alcohol (20 °C)16 ml of ether (20 °C)1.8 ml boiling cyclohexane.In water= 38.4 mg/L at 24 °C.dioxane: 0.1 g/mL, clear57.35mg/L(24 ºC) |
| Siedepunkt | 655 °F at 760 mmHg (NTP, 1992)345.5 °C @ 760 mm Hg346 °C(lit.) |
| Decomposition | WHEN HEATED TO DECOMPOSITION, ACRIDINE EMITS TOXIC FUMES.When heated to decomp ... emits toxic fumes of /nitrogen oxides/. |
| Schmelzpunkt | 225 to 230 °F (NTP, 1992)111 °C106 °C (form a)110 °C (form b)225-230 °F106-109 °C |
| Dampfdruck | 1 mmHg at 255.9 °F (NTP, 1992)Vapor pressure= 1.35X10-4 mm Hg at 25 °C /extrapolated from experimentally-derived coefficients/1 MM HG @ 129 °Cvaries depending upon the specific compound |
| Physical Description | Small colorless needle-like crystalline solid. Slightly soluble in hot water. Slightly denser than water. Contact may irritate skin, eyes, and mucous membranes. Sublimes before melting when heated. May be toxic by ingestion.Pale yellow solid[Merck Index] Colorless solid[Hawley] Yellow crystalline powder[MSDSonline]Small colorless needle-like crystalline solid. |
| Stability/Shelf Life | VOLATILE WITH STEAM |
| Ionization Efficiency | Positive3.912.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Brechungsindex | 1.7270 (estimate) |
| Flammpunkt | 346°C |
| Lagerbedingungen | Refrigerator |
| pKa (Säurekonstante) | 5.58(at 20℃) |
| Aggregatzustand | Crystalline Powder |
| Farbe | Yellow to yellow-brown |
| Merck | 14,122 |
| BRN | 120200 |
| Henry-Konstante | 3.3×101 mol/(m3Pa) at 25℃, Mackay et al. (2006) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | Organic light-emitting diode, photoresists, nanosensors, fuel cells, memory device, semiconductors, information storage device, liquid crystal displays, identification of product forgeries, inks, adhesives, textile, hair dyes, gene detection assay, staining cells, biosensors, detecting nucleic acids, proteins, antiHCV antibodies, antibacterial, antiamyloid agents, wound dressing materials, vaccines against infection, allergy and cancer |
| InChI | 1S/C13H9N/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-9H |
| InChIKey | DZBUGLKDJFMEHC-UHFFFAOYSA-N |
| SMILES | c1ccc2nc3ccccc3cc2c1 || c1ccc2nc3ccccc3cc2c1 |
| LogP (Verteilungskoeffizient) | 3.400 |
| CAS Datenbank | 260-94-6(CAS DataBase Reference) |
| EPA chemische Informationen | Acridine (260-94-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (94%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (10%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (18%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (16%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (10%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (22%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: AcridineAcridine: HSNO Approval: HSR001561 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fire.Behavior in Fire: Sublimes before melting (USCG, 1999)· Combustible material: may burn but does not ignite readily.· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.· Corrosives in contact with metals may evolve flammable hydrogen gas.· Containers may explode when heated.· Runoff may pollute waterways.· Substance may be transported in a molten form. |
| Gesundheitsgefahren | Inhalation irritates respiratory system and causes sneezing, crying, and vomiting. Contact with liquid irritates eyes, skin, and mucous membranes. At high temperature and during sun exposure, damage to the cornea, skin, and mucous membranes may occur following the liberation of acridine vapor. (USCG, 1999)· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death.· Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears).· Contact with molten substance may cause severe burns to skin and eyes.· Avoid any skin contact.· Fire may produce irritating, corrosive and/or toxic gases.· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. |
| Gefahrenübersicht | May be the cause of the photoirritant reactions seen after skin contact with pitch, tar, and creosoteA strong skin, eye, and mucous membrane irritant[HSDB] An irritantMay cause serious eye injuryCan be absorbed through skinEffects in high-dose animal studies include lacrimation[MSDSonline]See POLYCYCLIC AROMATIC HYDROCARBONS. |
| DOT-Nummer und Handbuch | 2713 153 |
| Reaktive Gruppe | Amines, Phosphines, and PyridinesHydrocarbons, Aromatic |
| Special Reports | A REVIEW WITH 241 REFERENCES DICUSSING MUTAGENIC ACTIVITIES & BIOLOGICAL EFFECTS OF ACRIDINE & ITS DERIV.[NASIM A, BRYCHCY TGENETIC EFFECTS OF ACRIDINE COMPOUNDSMUTAT RES 65(4) 261 (1979)] |
| Reactivity Profile | ACRIDINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Burns to give toxic oxides of nitrogen. |
| DOT Emergency Guidelines | /GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form./GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Health: TOXICinhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution./GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas./GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLYit is not effective in spill situations where direct contact with the substance is possible.For more DOT Emergency Guidelines (Complete) data for ACRIDINE (8 total), please visit the HSDB record page. |
| DOT Hazard Classification | AcridineUN2713Div 6.1 Poisonous materials (49 eCFR § 173.132)PG III: the degree of danger presented by the material is minorFor more information about the packing group assignment, please visit 49 eCFR § 173 |
| Air and Water Reactions | Slightly soluble in hot water. |
| Brandbekämpfung | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:SMALL FIRE: Dry chemical, CO2 or water spray.LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024) |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· Keep unauthorized personnel away.· Stay upwind, uphill and/or upstream.· Ventilate closed spaces before entering, but only if properly trained and equipped.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.· Stop leak if you can do it without risk.· Prevent entry into waterways, sewers, basements or confined areas.· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.· DO NOT GET WATER INSIDE CONTAINERS. |
| Erste Hilfe | 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 areatake 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 usedif 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)General First Aid:· Call 911 or emergency medical service.· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.· Move victim to fresh air if it can be done safely.· Administer oxygen if breathing is difficult.· If victim is not breathing:-- DO NOT perform mouth-to-mouth resuscitationthe victim may have ingested or inhaled the substance.-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.· Remove and isolate contaminated clothing and shoes.· For minor skin contact, avoid spreading material on unaffected skin.· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.· For severe burns, immediate medical attention is required.· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.· Keep victim calm and warm.· Keep victim under observation.· For further assistance, contact your local Poison Control Center.· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.Specific First Aid:· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA).· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection. |
| Brandbekämpfungsverfahren | If material on fire or involved in fire: Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Keep run-off water out of sewers and water sources. |
| Lagerbedingungen | ...MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMPOSE INTO TOXIC COMPONENTS...SHOULD BE STORED IN A COOL, WELL VENTILATED PLACE, OUT OF THE DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, AND SHOULD BE PERIODICALLY INSPECTED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED... |
| Freisetung ohne Brand | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2024) |
| Entsorgungsverfahren | 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.Incineration: Dissolve in such combustible solvent as alcohols, benzene, etc. Spray the solvent into a furnace with afterburner and scrubber. Pour into a mixture of sand and Na2CO3 /sodium carbonate/ (9:1). After mixing, put into a paper carton stuffed full with packing paper to serve as fuel. Burn in a furnace. |
| Preventive Measures | WORKERS SHOULD FOLLOW A CONSCIENTIOUS PERSONAL HYGIENE ROUTINE AND SHOULD WASH THOROUGHLY AT THE END OF EACH WORKING PERIODADEQUATE SANITARY FACILITIES SHOULD BE PROVIDED.WHEN THE TEMPERATURE OF THE PROCESS OR THE CONDITIONS OF WORK ARE SUCH AS TO GIVE RISE TO SIGNIFICANT CONCENTRATIONS OF ACRIDINE VAPOR, LOCAL EXHAUST VENTILATION SHOULD BE PROVIDED TO PREVENT CONTAMINATION OF THE ATMOSPHERE IN THE VICINITY OF THE PROCESS.SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers.Personnel protection: Keep upwind. Avoid breathing dusts, and fumes from burning material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. |
| Isolation and Evacuation | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)Immediate precautionary measure· Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.· For highlighted materials: see Table 1 - Initial Isolation and Protective Action Distances.· For non-highlighted materials: increase the immediate precautionary measure distance, in the downwind direction, as necessary.· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. |
| Threshold Limit Values (TLV) | 0.2 mg/m³ [1984] |
| Permissible Exposure Limit (PEL) | 0.2 mg/m³ as Coal tar pitch volatiles (benzene soluble fraction) |
| Treatment | There is no know antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10) |
| Gesundheitliche Auswirkungen | PAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10) |
| Umweltverhalten | TERRESTRIAL FATE: Based on a recommended classification scheme(1), measured Koc values of 14 soil and sediment samples, ranging from 5500 to 30,909 with an average value of 12,910(2), indicate that acridine will be immobile in soil(SRC). Higher sorption was reported for acidic subsoils compared with more neutral subsoils, consistent with compound ionization (pKa of acridine= 5.45(3)) and preferential retention of the organic cation over the neutral compound(4). Volatilization of acridine should not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 4.0X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(5). Volatilization of acridine from dry soil surfaces should not be a major fate process for this compound(SRC) based on an extrapolated vapor pressure of 1.35X10-4 mm Hg(SRC), calculated from experimentally-derived coefficients(6). Acridine is expected to be resistant to aerobic biodegradation and to readily biodegrade under anaerobic conditions(SRC). Acridine, at 500 mg/kg, was completely biodegraded within 83 days in soil samples(7). Norman aquifer materials, taken from two strictly anaerobic zones, also supported extensive degradation of acridine with 92, 96, and 97% degradation reported after 3 weeks for fermentative, denitrifying, and sulfate-reducing incubations, respectively(8). 2-Methylquinoline, phenyl-2-pentenoic acid, hexylbenzene, and benzoic acid were reported as products of the initial ring cleavage of acridine under anaerobic conditions(8).AQUATIC FATE: Based on a recommended classification scheme(1), measured Koc values of 14 soil and sediment samples, ranging from 5500 to 30,909 with an average value of 12,910(2), indicate that acridine should adsorb to suspended solids and sediment in water(SRC). Acridine is not expected to volatilize from water surfaces(1,SRC) based on an estimated Henry's Law constant of 4.0X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(3). According to a classification scheme(4), BCF values of 30, 125-126, and 1300, measured in daphnia(5), fathead minnows(6,7), and guppies(8) suggest that bioconcentration in aquatic organisms ranges from low to very high, depending on the aquatic organism(SRC)depuration of this compound has been reported to occur(5,7,8).AQUATIC FATE: Acridine is expected to be resistant to aerobic biodegradation and to readily biodegrade under anaerobic conditions(SRC). No significant biodegradation of acridine at concentrations from 0.1 to 20 mg/l in river die-away tests, using Green River water, was seen over 11 days(1). Norman aquifer materials, taken from two strictly anaerobic zones, also supported extensive degradation of acridine with 92, 96, and 97% degradation reported after 3 weeks for fermentative, denitrifying, and sulfate-reducing incubations, respectively(2). 2-Methylquinoline, phenyl-2-pentenoic acid, hexylbenzene, and benzoic acid were reported as products of the initial ring cleavage of acridine under anaerobic conditions(2).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acridine, which has an extrapolated vapor pressure of 1.35X10-4 mm Hg at 25 °C(SRC), determined from experimentally-derived coefficients(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase acridine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be about 14 hours(3,SRC). Particulate-phase acridine may be physically removed from the air by dry deposition(SRC). |
| Lebensmitteluntersuchungswerte | Acridine was measured in Finnish butter, 2 of 8 table margarines, cold pressed sunflower oil, corn oil, and coconut fat at 0.43, 0.18-0.32, 0.89, 0.05, and 0.25 ug/kg, respectively(1). Four of fifteen Finnish leaf lettuce samples, which had been grown in the open air in September 1984, contained acridine at concentrations of 0.05-0.13 ug/kg fresh weight(2). |
| Unerwünschte Wirkungen | Dermatotoxin - PICD (photoirritant contact dermatitis). |
| Expositionspfade | Oral (L10)inhalation (L10) |
| Toxizitätsübersicht | The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32) |
| Plant Concentrations | Two of twelve vegetation samples collected from areas surrounding the Urx chemical factory, Valasske Mezirici, Czechoslovakia in 1989 contained acridine at concentrations of 789.5 and 2319.4 ng/g(1). |
| Signs and Symptoms | Acute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. (A10) |
| Effluent Concentrations | Acridine was detected in creosote-PCP wood preservative wastewater at a concentration of 55 mg/kg(1). Acridine was identified in a commercial coal tar leachate sample at unreported concentrations(2). Diesel exhaust collected from a 1979 Caterpillar Model 3208 contained acridine at unreported concentrations(3). Acridine was measured in coal-burning effluent from a residential furnace, in catalyst regeneration flue gas from a gas-oil stock of an oil refinery, and in air polluted with coal-tar pitch at 111, 3.3-65, and 0.870 ug/cu m, respectively(4). Coal tar emissions, and coke-oven emissions samples contained acridine at concentrations of 297 ug/cu m and 0.032-0.172 mg/g, respectively(4). A maltuned convective kerosene space heater emitted 0.2 ng/kJ acridine(5). Fine particle emissions from the combined exhaust of a vented natural gas-fired residential space heater plus a water heater contained acridine at 7.4 pg/kJ(6). |
| Soil Adsorption/Mobility | Fourteen soil and sediment samples, collected from the Ohio, Missouri, Mississippi, and Illinois rivers and their watersheds had a wide range in pH (4.54-8.34), total clay (6.8 to 69.1%), organic carbon (0.11 to 2.38%), and expanding clay (2.0 to 60.0%). Koc values for acridine added to these soils/sediments ranged from 5500 to 30,909 with an average value of 12,910(1). According to a recommended classification scheme(2), these measured Koc values suggest that acridine will be immobile in soil(SRC). Adsorption of acridine to silica was measured in a continuous-flow column. The extent of adsorption was greater when the solution pH was below the pKa of acridine(pKa= 5.68(3)) than when it was above(4). Therefore, mobility should be greater in a sand soil when the pH is above the pKa of acridine and adsorption is greatest when the solution pH equals acridine's pKa(4). Sorption of acridine to two low organic carbon subsurface materials with similar properties but different equilibrium pH values when saturated with water was measured(5). Higher sorption was reported for the Loring subsoil (0.24% organic carbon, pH 4.85) than the Anvil Points subsoil (0.58% organic carbon, pH 8.15), consistent with compound ionization and preferential retention of the organic cation over the neutral compound(5). |
| Atmospheric Concentrations | SOURCE DOMINATED: Ambient air samples collected near a Horizontal Stud Soderberg plant in Jonquiere, Quebec, Canada in 1982, contained acridine at unreported concentrations(1). 7 of 8 air samples collected in the surroundings of the Urx chemical factory, Valasske Mezirici, Czechoslovakia in 1989, contained acridine at concentrations of 42.5 to 467.7 ng/cu m(2).URBAN/SUBURBAN: Acridine was measured in New York City and Antwerp, Belgium air at concentrations from 0.040-0.041 to 1.0 ng/cu m, respectively(1). Airborne particulate matter from the Upper Silesia region contained acridine(2). The average concentration of acridine in atmospheric particulate matter collected above an urban street in Tokyo, Japan was 3.5 ug/g particulates(3). Acridine was detected on aerosols collected over the southern North Atlantic Ocean at 0.02 ng/cu m(4). Particulate samples obtained from the urban atmospheric environment of several cities in Southern Ontario contained acridine at unreported concentrations(5). Acridine was detected in airborne particulate matter collected in Duisburg, Germany at unreported concentrations(6).URBAN/SUBURBAN: Ambient air samples collected from Kokkola, Finland contained acridine in the vapor phase at concentrations from <0.1 to 1.5 ng/cu mthis compound was also detected in particulate matter samples at concentrations from 0.4 to 0.6 ng/cu m(1). |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2713 |
| Zollcode | 29333990 |
| RTECS-Nr. | AR7175000 |
| R-Sätze (R) | 22-68-36/37/38 |
| Toxizität | LD50 s.c. in mice: 0.40 g/kg (Rubbo) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 22-36-45-36/37/39-26 |
| Gefahrenklasse | 6.1Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Gefahrstoffdaten | 260-94-6(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
manufacture of dyes and intermediates; some dyes derived from it are used as antiseptics, e.g. 9-aminoacridine, acriflavine and proflavine. The hydrochloride has been used as reagent for cobalt, iron and zinc.