N-Methyl-N-nitrosoaniline

136.15100

136.15

210-366-5

9SM68I29WQ

137

DTXSID9021053

YELLOW CRYSTALS

2928000090

32.67000

1.80420

1.1240 g/cm³ @ Temp: 20 °C

14.7 °C

86-87 °C @ Press: 1.7 Torr

13 °C

1.534

Insoluble in water; soluble in ethanol and ethyl ether

III

6.1(b)

2810

25-36-40-22-45

S23-S26-S46-S53-S45

BY5775000

T

P201, P202, P264, P270, P280, P281, P301+P310, P302+P352, P305+P351+P338, P308+P313, P312, P321, P322, P330, P337+P313, P361, P363, P405, P501

H301

(1) Nitrosamines may be reduced to the corresponding amine by using nickel-aluminum (Ni-Al) alloy in dilute base. The nitrosamines were completely degraded (99.9%) and only the amines (RR'NH) were found in the final reaction mixtures. No traces (generally <0.1%) of the corresponding, possibly carcinogenic, hydrazines (RR'NNH2) were found in the final reaction mixtures. (2) Nitrosamines may be oxidized by potassium permanganate in 3 M sulfuric acid (KMnO4 in H2SO4). The nitrosamines were completely destroyed (>99.5%). The products of this reaction have not been determined. (3) Nitrosamines may be destroyed by using hydrogen bromide (HBr) in glacial acetic acid. The nitrosamines were completely destroyed (>99%) and the products were presumably the corresponding amines. All of these procedures were validated by an international collaborative study. /Nitrosamines/

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P264, P270, P280, P281, P301+P310, P302+P352, P305+P351+P338, P308+P313, P312, P321, P322, P330, P337+P313, P361, P363, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Wear nitrile rubber gloves, protective laboratory coat, self-contained breathing apparatus, eye protection and protective shoes. /Nitrosamines/

An N-methyl-N-nitrosobenzenamine concentration of 9 ng/ul in organic chemicals was identified in an industrial wastewater survey in which samples collected between November 1, 1979 to November 1, 1981 were analyzed for organic pollutants other than Priority Pollutants(1).

N-Methyl-N-nitrosobenzenamine may form at places where N-methylaniline is produced or used. (SRC)

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 154(SRC), determined from an estimated log Kow of 1.49(2,SRC) and a recommended regression-derived equation(3), N-methyl-N-nitrosobenzenamine is expected to have moderately high mobility in soil(SRC). Volatilization of N-methyl-N-nitrosobenzenamine from moist soil surfaces may be important(SRC) given an estimated Henry's Law constant of 4.83X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(4). N-Methyl-N-nitrosobenzenamine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 0.154 mm Hg(SRC), determined from a fragment constant method(5). Limited data are present in the scientific literature regarding the biodegradation of N-methyl-N-nitrosobenzenamine(SRC).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 154(SRC), determined from an estimated log Kow of 1.49(2,SRC) and a recommended regression-derived equation(3), indicates that N-methyl-N-nitrosobenzenamine is not expected to adsorb to any significant extent to suspended solids and sediment in water(SRC). N-Methyl-N-nitrosobenzenamine may volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 4.83X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 9 and 69, respectively(3,SRC). According to a classification scheme(5), an estimated BCF of 8(3,SRC), from an estimated log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Limited data are present in the scientific literature regarding the biodegradation of N-methyl-N-nitrosobenzenamine(SRC). N-Methyl-N-nitrosobenzenamine may undergo hydrolysis in the environment due to the presence of hydrolyzable functional groups(3,SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-methyl-N-nitrosobenzenamine, which has an estimated vapor pressure of 0.154 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-methyl-N-nitrosobenzenamine 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 1.2 days(3,SRC). Any particulate-phase N-methyl-N-nitrosobenzenamine may be physically removed from the air by wet and dry deposition(SRC). The maximum adsorption of N-methyl-N-nitrosobenzenamine, dissolved in methanol, in the UV spectrum was determined to be 270 nm, with adsorption reported up to 350 nm(4), suggesting that N-methyl-N-nitrosobenzenamine may directly photolyze since it has some adsorption above 290 nm (sunlight)(SRC).

The rate constant for the vapor-phase reaction of N-methyl-N-nitrosobenzenamine with photochemically-produced hydroxyl radicals has been estimated as 1.36X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The maximum adsorption of N-methyl-N-nitrosobenzenamine, dissolved in methanol, in the UV spectrum was determined to be 270 nm, with adsorption reported up to 350 nm(2), suggesting that N-methyl-N-nitrosobenzenamine may directly photolyze since it has some adsorption above 290 nm (sunlight)(SRC). N-Methyl-N-nitrosobenzenamine may be expected to undergo hydrolysis in the environment due to hydrolyzable functional groups(3).

An estimated BCF of 8 was calculated for N-methyl-N-nitrosobenzenamine(SRC), using an estimated log Kow of 1.49(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is low.

The Koc of N-methyl-N-nitrosobenzenamine is estimated as approximately 154(SRC), using an estimated log Kow of 1.49(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that N-methyl-N-nitrosobenzenamine is expected to have moderately high mobility in soil(SRC).

The Henry's Law constant for n-methyl-N-nitrosobenzeneamine is estimated as 4.83X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that N-methyl-N-nitrosobenzenamine is expected to volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 9 days(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 69 days(2,SRC). N-Methyl-N-nitrosobenzenamine's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces may occur(SRC). N-Methyl-N-nitrosobenzenamine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 0.154 mm Hg(SRC), determined from a fragment constant method(3).

Occupational exposure to N-methyl-N-nitrosobenzenamine may occur through inhalation of dust particles and dermal contact with this compound at workplaces where N-methylaniline is produced or used. (SRC)

SODIUM PHENOBARBITAL 80 MG/KG IP INCR ACTIVITIES OF N-DEMETHYLASE OF NMA IN FEMALE & MALE RATS. FEMALES HAD HIGHER INCR THAN MALES. INCR BY METHYLCHOLANTHRENE WAS OBSERVED ONLY IN FEMALES.|HIPPURIC ACID ACCOUNTED FOR 80% OF RADIOACTIVITY FROM LABELED NMA RECOVERED IN RAT URINE.|RESULTS OF STEADY STATE KINETICS & ISOTOPE EFFECTS EXAM FOR DEMETHYLATION OF DIMETHYLNITROSAMINE & ITS DEUTERATED ANALOG USING RAT LIVER PREPARATIONS INDICATED THAT BREAKAGE OF C-H BOND IS RATE DETERMINING STEP OF THE ENZYMATIC OXIDATION.|... Reduction of nitrate to nitrite /in the gastrointestinal tract/ permits the formation of highly carcinogenic nitrosamines by reaction with secondary amines from the diet. /Nitrosamines/|For more Metabolism/Metabolites (Complete) data for N-METHYL-N-NITROSOBENZENAMINE (10 total), please visit the HSDB record page.|N-nitroso-n-methylaniline (NMPhA) has known human metabolites that include N-(hydroxymethyl)-N-phenylnitrous amide.

(4.7 MG/KG, IP TO RATS) DISTRIBUTED THROUGHOUT EXTRACELLULAR WATER & CLEARED FROM WHOLE BLOOD BY METAB WITH HALF-LIFE OF 66 MIN. LESS THAN 1% OF DOSE WAS EXCRETED & EXPIRED AS PARENT CMPD. 24 HR AFTER INJECTION 46% OF 1-METHYL-(14)C WAS EXPIRED WITH HALF-LIFE OF 2.1 HR.

N-Nitroso-N-methylaniline (NMA) is an esophageal carcinogen in F344 rats. Attempts to detect binding of N-nitroso-N-methylaniline to DNA or RNA have not been successful. N-nitroso-N-methylaniline is not mutagenic in the standard Ames bacterial assay, and it did not induce sister chromatid exchanges in mammalian cells. N-nitroso-N-methylaniline forms the benzenediazonium ion (BDI) during metabolism. This ion has been known to react with aromatic amines, such as adenine, to form triazene coupling products. The purpose of this research was to demonstrate that a triazene adduct, which would be expected to be hydrolytically unstable, was formed by coupling with the adenine residues in DNA. Liver DNA from a rat treated with N-nitroso-N-methylaniline or from in vitro reactions of benzenediazonium ion with DNA was treated with sodium borohydride. This reaction was shown to result in the reduction of 6-(1-phenyltriazeno)purine to 6-hydrazinopurine (N6-aminoadenine). The hydrolysate of the DNA, presumably containing the hydrazine, was treated with 4-(dimethylamino)naphthaldehyde, and the resulting hydrazone was isolated by reverse-phase HPLC using fluorescence detection. The identity of the adduct was demonstrated by high-resolution mass spectrometry. ... N-nitroso-N-methylaniline forms an unstable triazene adduct with adenine in DNA both in vitro and in vivo.

For immediate first aid: Ensure that adequate decontamination has been carried out. If victim 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 left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep victim quiet and maintain normal body temperature. Obtain medical attention. /Nitrates, nitrites, and related compounds/|For basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... Anticipate seizures and treat as necessary ... For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline 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. Administer activated charcoal ... /Nitrates, nitrites, and related compounds/

... FETAL TISSUES ARE ESP SUSCEPTIBLE TO TRANSPLACENTAL CARCINOGENESIS, & TO SOME CMPD ... SUCH AS METHYLNITROSOANILINE ... WHICH PRODUCE PROFOUND TERATOGENIC EFFECTS AT CRITICAL PERIODS IN EMBRYOGENESIS, BUT WHICH CAUSE CARCINOGENESIS WHEN ADMIN LATER IN GESTATION.|... Health hazards ... related to the consumption of water containing large concentrations of nitrate (or nitrite) ... /include/ potential formation of carcinogenic nitrosamines. /Nitrosamines/

methylphenylnitrosamine

Benzenamine, N-methyl-N-nitroso-: INACTIVE|A HIGH YIELD SYNTHESIS OF (14)C-RING-LABELED & (14)C-METHYL-LABELED N-METHYL-N-NITROSOANILINE IS DESCRIBED.

EAD Method 1625: Semivolatiles - Base/Neutrals, GC/MS; Semivolatile Organic Compounds by Isotope Dilution GCMS; Capillary GC with low resolution MS, water and sludges containing <1% solids, detection limit of 50 ug/l.