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N-Nitrososarcosine

HCID 25811
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Basic information

CAS
13256-22-9
Standard SMILES
CN(CC(=O)O)N=O
InChIKey
HJMPSKKJHVWPBK-UHFFFAOYSA-N
Molecular formula
C3H6N2O3
Average molar mass
118.09 g/mol
Monoisotopic mass
118.03784206

Overview

N-Nitrososarcosine can cause cancer according to an independent committee of scientific and health experts.

Names & identifiers

Preferred name
N-Nitrososarcosine
IUPAC
2-[methyl(nitroso)amino]acetic acid
English name
N-Nitrososarcosine
Molecular formula
C3H6N2O3
Molecular weight
118.09

Names & synonyms

N-NITROSOSARCOSINE13256-22-9N-Methyl-N-nitrosoglycineNSARN-NitrosomethylglycineNitroso sarkosinGlycine, N-methyl-N-nitroso-Sarcosine, N-nitroso-N-Methyl-N-(carboxymethyl)nitrosamineIRC08HI7YXAcetic acid, 2-(methylnitrosoamino)-DTXSID9074309
Show more names
NitrosoglycinenitrososarkosinNITROSOSARCOSINEn-nitroso-sarcosinn-methyl-n-nitroso-glycinN-Nitroso Sarcosine Impurity2-(MethylnitrosoaMino)acetic AcidN-Nitrososarcosine in acetonitrile
CHEBI:82363RefChem:164032N-Methyl-N-Nitroso-GlycineDTXCID40341022-[methyl(nitroso)amino]acetic acidN-Nitroso sarcosine[methyl(nitroso)amino]acetic acid55332-68-8

Database identifiers

CAS
13256-22-9
PubChem CID
25811
DTXSID
DTXSID9074309
ChEMBL
CHEMBL352109
ChEBI
CHEBI:82363
UNII
IRC08HI7YX
EC Number
877-093-7
Nikkaji
J36.462B

Properties

Computed structural properties

XLogP
-0.2
Topological polar surface area
70 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
2
Heavy atoms
8
Formal charge
0
Complexity
103

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Nitrosamines

Carcinogens

Color/FormPale-yellow crystals
SolubilitySoluble in polar organic solvents; miscible with water
DecompositionWhen heated to decomposition it emits toxic fumes of ... /nitrogen oxides/.
Melting Point66-67 °C
Vapor Pressure0.00261 [mmHg]
Physical DescriptionPale yellow solid; [HSDB]
Stability/Shelf Life · 4 items

The free acid is unstable in aqueous solution; a concentration decrease of more than 10% in 24 hr has been observed.

Light-sensitive, especially to ultraviolet light

Partially decarboxylates on heating at 180-190 °C to form N-nitrosodimethylamine

STABILITY OF N-NITROSO COMPOUNDS. Half-lives of N-nitroso compounds at 100 °C in phosphate buffers: N-nitrososarcosine /from table/ pH 2.2/0.3 days; pH 4.0/1.7 days; pH 5.5/18 days;pH 7.0/25 days; pH 8.5/67 days; pH 11.0/120 days;pH 12.2/120 days

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H301 (66.7%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H350: May cause cancer [Danger Carcinogenicity]

Hazard information

Regulatory Information · 3 items

Hazard Traits - Carcinogenicity

Regulation (EC) No 257/2010

The 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.)

Hazards SummaryEmergency treatment: Hydrocarbons; [HSDB]
Special Reports · 1 item

U.S. Department of Health & Human Services/National Toxicology Program; Twelfth Report on Carcinogens (2011). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. N-Nitrososarcosine (13256-22-9) is listed as reasonably anticipated to be a human carcinogen. First listed in the Second Annual Report on Carcinogens (1981).[Available from, as of March 1, 2012: http://ntp.niehs.nih.gov/?objectid=03C9AF75-E1BF-FF40-DBA9EC0928DF8B15]

Clean Water Act Requirements · 2 items

Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Nitrosamines/

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

A simple and sensitive method for the quantitative estimation of endogenous N-nitrosation in rats was developed. This approach is based on the findings that N-nitroamino acids (e.g., nitrosoproline (NPRO), nitrosohydroxyproline(NHPRO) and nitrososarcosine (NSAR)) when administered orally to rats, are excreted unchanged almost quantitatively (88-96% of the dose) in the urine and feces. After sequential administration of a nitrosatable amino acid and sodium nitrite, the nitrosamino acid excreted in the urine and feces was analyzed. The amount of nitrosoproline excreted in the urine of rats was proportional to the dose of proline and to the square of the nitrite dose. Co-administration of ascorbic acid and alpha-tocopherol together with the precursors decreased the urinary nitrosoproline whereas thiocyanate increased the yield. After feeding an amino acid precursor and nitrite, the yield of nitrosamino acids, formed in vivo and excreted in the urine increased in the order: nitrosoproline < nitrososarcosine < nitrosohydroxyproline. The same order was seen when the nitrosation rates of the amino acids in vitro were compared. Evidently, N-nitrosation in vivo in rats occurs via a similar mechanism as observed in vitro. Monitoring of N-nitrosamino acids excreted in the urine and feces appears to provide a valuable index for endogenous N-nitrosation. ...

Absorption, Distribution and Excretion...N-nitrosamino acids (e.g., nitrosoproline (NPRO), nitrosohydroxyproline (NHPRO) and nitrososarcosine (NSAR)) when administered orally to rats, are excreted unchanged almost quantitatively (88-96% of the dose) in the urine and feces. ...

Uses & manufacturing

UsesNo evidence of commercial production; [HSDB]
U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN USA

(1979) NOT PRODUCED COMMERCIALLY IN USA

Methods of Manufacturing · 1 item

N-Nitrososarcosine (NSAR) has been prepared by passing nitrous acid fumes through a sarcosine solution and by the reaction of sarcosine with sodium nitrite in an acid solution. NSAR has also been formed by nitrosating N-methylsarcosine (dimethylglycine) hydrochloride and by treating N-amidinosarcosine (creatine) in an acid medium with an aqueous solution of sodium nitrite

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Compound notes

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Other Experimental Properties · 3 items

The free acid is unstable in aqueous solution.

Light sensitive, especially to ultra-violet light.

Partially decarboxylates on heating at 180 to 190 °C to form N-nitrosodimethylamine; oxidized by strong oxidants (peracids) to the corresponding nitramine.

Physicochemical properties

Melting point
66 · 66-67°C
Boiling point
220.6 °C · 220.6°C (rough estimate)
Density
1.5267 · 1.5267 (rough estimate)
refractive index
1.4715 · 1.4715 (estimate)
storage temp.
-20 °C · -20°C Freezer
solubility
15 mg/ml,DMSO: · DMF: 15 mg/ml,DMSO: 10 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 5 mg/ml
form
A solid
pka
3.4 · 3.40±0.10(Predicted)
FDA UNII
8 HI7YX · IRC08HI7YX
IARC
2 B · 2B (Vol. 17, Sup 7) 1987
EPA Substance Registry System
N-Nitrososarcosine (13256-22-9)
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
350 · H350
Precautionary statements
201 · P201-P202-P280-P308+P313-P405-P501
RIDADR
2811 · 2811
HazardClass
6.1 · 6.1(b)
PackingGroup
III
Hazardous Substances Data
13256 · 13256-22-9(Hazardous Substances Data)
Toxicity
50 ipr-mus: · LD50 ipr-mus: 184 mg/kg CNREA8 35,1981,75

The levels for nitrosamines through ingestion of contaminated water and contaminated aquatic organisms ... which may result in incremental increase of cancer risk over the lifetime are estimated at 1X10-5, 1X10-6, and 1X10-7. The corresponding criteria are 8.0 ng/l, 0.8 ng/l, and 0.08 ng/l, respectively. For consumption of aquatic organisms only, excluding consumption of water, the levels are 12,400 ng/l, 1,240 ng/l, and 124 ng/l, respectively. /Nitrosamines/

Hazard Classes and Categories · 4 items

Acute Tox. 3 (66.7%)

Carcinogenicity - Category 1B

Carcinogenicity - Category 2

Carcinogens

Shipment Methods and Regulations · 2 items

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/

Hazardous Reactivities and Incompatibilities... It is oxidized by strong oxidants (peracids) to the corresponding nitramine

Safety & protection

Storage Conditions · 1 item

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 be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 item

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/

Disposal Methods · 5 items

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.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

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/

For more Disposal Methods (Complete) data for N-NITROSOSARCOSINE (7 total), please visit the HSDB record page.

Preventive Measures · 5 items

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

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/

For more Preventive Measures (Complete) data for N-NITROSOSARCOSINE (10 total), please visit the HSDB record page.

Personal Protective Equipment (PPE) · 1 item

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/

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3(SRC), determined from a structure estimation method(2), indicates that N-nitrososarcosine is expected to have very high mobility in soil(SRC). The estimated pKa of N-nitrososarcosine is 3.63(3), indicating that this compound will exist almost entirely in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization from moist soil is not expected because the compound exists as an anion and ions do not volatilize. N-Nitrososarcosine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.6X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). Biodegradation data in soil were not available(SRC, 2012).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3(SRC), determined from a structure estimation method(2), indicates that N-nitrososarcosine is not expected to adsorb to suspended solids and sediment(SRC). An estimated pKa of 3.63(3) indicates N-nitrososarcosine will exist almost entirely in the anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from an estimated log Kow of -0.78(5) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water are not available(SRC, 2012).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-nitrososarcosine, which has an estimated vapor pressure of 2.6X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-nitrososarcosine 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 15 hrs(SRC), calculated from its rate constant of 8.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). N-Nitrososarcosine absorbs at wavelengths at 324 nm(4), and therefore may be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 2 items

... The preliminary survey shows a widespread contamination of N-nitroso compounds in raw foodstuffs from Kashmir. ...Several commonly used raw foodstuffs from a high risk esophageal cancer region in Kashmir (India) were analysed for the presence of N-nitroso compounds. The food items were selected on the basis of their frequent consumption with particular emphasis on the preserved foods (dried, pickled and smoked) and those which are unique to the region. Nine out of 11 food items were found to contain low concentrations of N-nitrosodimethylamine, N-nitrosopyrrolidine, N-nitrososarcosine, N-nitrosoproline and N-nitrosothaizolidine-4-carboxylic acid.

N-Nitrososarcosine has been found in smoked meat at a concentration of 10 ug/kg, boiled ham at a concentration of 2 ug/kg, bologna at concentrations of 2 and 56 ug/kg, and meatloaf at concentrations of 2 and 15 ug/kg(1). The compound was detected in 14 smoked bacon samples with 12 samples at <10 ug/kg, one sample at 84.0 ug/kg, and one sample at 210 ug/kg. Levels in unsmoked bacon did not deviate from those in smoked bacon, with concentrations in the former reported as 7 of 10 samples at <10 ug/kg, one sample at 60.0 ug/kg and one sample at 74.0 ug/kg; the overall mean is 19.0 ug/kg(2).

Adverse EffectsIARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Medical Surveillance · 1 item

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc of N-nitrososarcosine can be estimated to be 3(SRC). According to a classification scheme(2), this estimated Koc value suggests that N-nitrososarcosine is expected to have very high mobility in soil. The estimated pKa of N-nitrososarcosine is 3.63(3), indicating that this compound will exist almost entirely in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).

Human Toxicity Excerpts/OTHER TOXICITY INFORMATION/ ... Health hazards ... related to the consumption of water containing large concentrations of nitrate (or nitrite) ... /include/ potential formation of carcinogenic nitrosamines. /Nitrosamines/
Artificial Pollution Sources · 1 item

No evidence has been found that N-nitrososarcosine has been manufactured commercially(1), but its presence in smoked meat, boiled ham, bologna and meatloaf(1) and tobacco smoke(2) may result in its release to the environment through various waste streams(SRC).

Carcinogen Classification · 5 items

N-Nitrososarcosine

Group 2B: Possibly carcinogenic to humans

Volume 17: (1978) Some N-Nitroso Compounds

1987

1987

Environmental Bioconcentration · 1 item

An estimated BCF of 3 was calculated in fish for N-nitrososarcosine(SRC), using an estimated log Kow of -0.78(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 item

An estimated pKa of 3.63(1) indicates N-nitrososarcosine will exist almost entirely in the anion form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process. N-Nitrososarcosine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.6X10-3 mm Hg(SRC), determined from a fragment constant method(2).

Non-Human Toxicity Excerpts · 5 items

/LABORATORY ANIMALS: Acute Exposure/ Administration of 1 g/kg bw NSAR to mice inhibits hepatic aminopyrine demethylase and aniline hydroxylase activities ; doses of 100- 500 mg/kg bw inhibited hepatic N-nitrosodimethylamine N-demethylase activity.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ ... A group of 65 male and 65 female Swiss (IRC) mice were fed a diet containing 0.25% N-nitrososarcosine (NSAR) for 13 months. At that time, 21 male and 20 female survivors were killed, and 10 male and 11 female mice had squamous-cell carcinomas of the nasal region. Several other tumors were observed at necropsy, including five tumors of the lung, two of the small intestine, two of the vagina and one each of the testis, kidney, skin, thymus, bladder and pancreas. No tumors were observed in either male or female control mice which died or were sacrificed at 13 months.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Twenty BD rats received 100 or 200 mg/kg bw per day NSAR in the drinking-water; treatment was terminated after 286 days when fatal doses of 28.6 and 57 g/kg bw, respectively, had been reached. Of animals given the lower dose (100 mg/kg bw), 5/14 died with esophageal carcinomas 357-631 days after the start of treatment. Of those given the higher dose (200 mg/kg bw), 3/6 rats developed papillomas and 3/6, squamous-cell carcinomas of the esophagus at 414-548 days.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Newborn (C57BL/6JxC3HeB/FeJ)F1 mice received intraperitoneal injections of 75 mg/kg bw NSAR suspended in trioctanoin on days 1, 4 and 7 after birth; all survivors were killed after 78 weeks. Of 12 male mice that survived for 50-78 weeks after dosing, eight had liver-cell carcinomas and three had lesions described as liver-cell hyperplasia. Three of 17 females that survived for the same period also showed liver-cell hyperplasia. In the control group, which received three injections of 5 mg/kg bw trioctanoin, 1/12 females that survived for 50-85 weeks had a liver-cell carcinoma and 2/14 males had liver-cell hyperplasia

For more Non-Human Toxicity Excerpts (Complete) data for N-NITROSOSARCOSINE (6 total), please visit the HSDB record page.

Evidence for Carcinogenicity · 2 items

No data are available in humans. Sufficient evidence of carcinogenicity in animals. OVERALL EVALUATION: Group 2B: The agent is possibly carcinogenic to humans.

N-Nitrososarcosine: reasonably anticipated to be a human carcinogen.

Regulatory information

Clean Water Act Requirements · 2 items

Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Nitrosamines/

The levels for nitrosamines through ingestion of contaminated water and contaminated aquatic organisms ... which may result in incremental increase of cancer risk over the lifetime are estimated at 1X10-5, 1X10-6, and 1X10-7. The corresponding criteria are 8.0 ng/l, 0.8 ng/l, and 0.08 ng/l, respectively. For consumption of aquatic organisms only, excluding consumption of water, the levels are 12,400 ng/l, 1,240 ng/l, and 124 ng/l, respectively. /Nitrosamines/

Safety data

ridadr
2811
Toxicity
LD50 ipr-mus: 184 mg/kg CNREA8 35,1981,75
Signal word
Danger
Symbol(GHS)
GHS08
hazard_class
6.1(b)
packing_group
III
Hazard statements
H350
Precautionary statements
P201-P202-P280-P308+P313-P405-P501
Hazardous Substances Data
13256-22-9(Hazardous Substances Data)
General Manufacturing Information · 3 items

No evidence has been found that N-nitrososarcosine has been manufactured commercially.

There are three major types of nitroso compounds in smokeless tobacco: (a) nonvolatile TSNA, including 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and N'-nitrosonornicotine (NNN); (b) N-nitrosamino acids, including N-nitrososarcosine (NSAR), 3-(methylnitrosamino)propionic acids (MNPA) and 4-(methylnitrosamino)butyric acids (MNBA); and (c) volatile N-nitrosamines, including N-nitrosodimethylamine (NDMA), N-nitrosopyrrolidine (NPYR), N-nitrosopiperidine (NPIP) and N-nitrosomorpholine (NMOR).

Formed in smoke during the tobacco smoking process

Applications

UsesA carcinogenic compound.

Additional notes

DefinitionChEBI: A nitrosamine that is sarcosine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group.