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Organic compounds of the form >N–N=O
Nitrosamines (or more formally N-nitrosamines) are organic compounds produced by industrial processes.[better source needed] The chemical structure is
Nitrosamine
In biochemistry, nitrosamines are a class of compounds that can form during food digestion. The presence of their precursors, nitrites, in cured meats
Nitrosamine formation during digestion
Nitrosamine_formation_during_digestion
Medication that decreases stomach acid
including some products sold under the brand name Zantac, contained a nitrosamine impurity called N-nitrosodimethylamine (NDMA), classified as a probable
Ranitidine
Chemical compound
drugs) contain nitrosamine impurities. Health Canada also reported nitrosamine impurities. The FDA issued revised guidelines about nitrosamine impurities
Irbesartan
Chemical compound
formula (CH3)2NNO. It is one of the simplest members of a large class of nitrosamines. It is a volatile yellow oil. NDMA has attracted wide attention as being
N-Nitrosodimethylamine
Vegetable
nitrite, which leads to a risk of nitrosamine formation during denitrification by Pd. Adding ascorbic acid prevents nitrosamine formation in this bacterial
Beetroot
Tobacco product used by means other than smoking
different types of products (e.g., low nitrosamine Swedish-type snus versus other smokeless tobacco with high nitrosamine levels) and producing regions. There
Smokeless_tobacco
Chemical compound
Nicotine-derived nitrosamine ketone (NNK) is one of the key tobacco-specific nitrosamines (TSNAs) derived from nicotine. It plays an important role in
NNK
Class of carcinogens in tobacco products
Tobacco-specific nitrosamines (TSNAs) comprise one of the most important groups of carcinogens in tobacco products, particularly cigarettes (traditional
Tobacco-specific_nitrosamines
Group of pharmaceuticals that modulate the renin–angiotensin system
one API producer. Since then, FDA has determined that other types of nitrosamine compounds, e.g., N-Nitrosodiethylamine (NDEA), are present at unacceptable
Angiotensin II receptor blocker
Angiotensin_II_receptor_blocker
Angiotensin II receptor antagonist
the possible presence of nitrosamines and to test the products at risk. The FDA issued revised guidelines about nitrosamine impurities in September 2024
Valsartan
Organic compound, industrial chemical
The nitrosamine N-nitrosodiethylamine has been found in cosmetics and is a possible product of DEMA nitrosation. However, this toxic nitrosamine has only
N,N-Diethylmethylamine
Type of salt-cured pork
the formation of nitrosamines but has no effect on S-Nitrosothiols and nitrosyl-heme. Vitamin E (tocopherol) also reduces nitrosamine levels. Bacon fried
Bacon
Portmanteau name for nitrite derivatives
nitrosamine in the stomach, but only when the fat content of a meal is less than 10%, beyond which they instead increase the formation of nitrosamine
Nitrite
Process of converting organic compounds into nitroso derivatives
ion NO+. Nitrosation commonly occurs with amines (–NH2), leading to a nitrosamine. There are multiple chemical mechanisms by which this can be achieved
Nitrosation_and_nitrosylation
Class of functional groups with a –N=O group attached
S-nitroso compounds (nitrosothiols; RS−N=O), N-nitroso compounds (e.g., nitrosamines, RN(−R’)−N=O), and O-nitroso compounds (alkyl nitrites; RO−N=O). Nitroso
Nitroso
Blood pressure medication
ongoing investigation into ARB drug products; reports on finding of a new nitrosamine impurity in certain lots of losartan and product recall" (Press release)
Losartan
Chemical compound
N-Nitrosoglyphosate is the nitrosamine degradation product and synthetic impurity of glyphosate herbicide. The US EPA limits N-nitrosoglyphosate impurity
N-Nitrosoglyphosate
Health effects of a tobacco product
consumption. Opponents of snus sales maintain, nevertheless, that even the low nitrosamine levels in snus cannot be completely risk-free, but snus proponents point
Health_effects_of_snus
Organic reaction applied to aromatic nitroso and nitrosamine compounds
rearrangement reaction in which an aromatic N-nitroso (−N=O) or secondary nitrosamine (>N−N=O) converts to a carbon nitroso compound: This organic reaction
Fischer–Hepp_rearrangement
ACE inhibitor used in the treatment of hypertension and congestive heart failure
drug because of the presence of a nitrosamine, N-Nitroso-quinapril. Testing found that the amount of nitrosamines was above the acceptable daily intake
Quinapril
Psychoactive drug from the cannabis plant
known carcinogens have been identified in cannabis smoke, including; nitrosamines, reactive aldehydes, and polycyclic aromatic hydrocarbons, including
Cannabis_(drug)
Chemical compound
formation of nitrosamines which might mean removing amines or amides from the formulation, removing bronopol from a formulation, or using nitrosamine inhibitors
Bronopol
Antibiotic medication
August 2020, the U.S. Food and Drug Administration (FDA) became aware of nitrosamine impurities in certain samples of rifampin. The FDA and manufacturers
Rifampicin
Chemical compound
effect of nitrosamines on DNA; however, little has been done to control for other possible causes in the epidemiological results. Nitrosamines, formed in
Sodium_nitrate
Medication used to treat diabetes
has media related to Metformin. "Nitrosamine impurities in medications: Guidance". Health Canada. May 2024. "Nitrosamine impurities". European Medicines
Metformin
Group of organonitrogen compounds
implicated as the causative agents in the carcinogens. Specifically, nitrosamines are thought to undergo metabolic activation to produce alkanediazonium
Diazonium_compound
Organic compounds of the form R–O–N=O
sulfonamides n-Butyl nitrite and ammonia convert phenylhydroxylamine to its nitrosamine derivative cupferron. Likewise pyrrolidine is a substrate for ethyl nitrite
Alkyl_nitrite
Type of meat
nitrite found in processed meats can be converted by the human body into nitrosamines that can be carcinogenic, causing mutation in the colorectal cell line
Processed_meat
Chemical compound
improve flavor stability and prevents the formation of carcinogenic nitrosamines. PubChem. "Potassium erythorbate". pubchem.ncbi.nlm.nih.gov. Retrieved
Potassium_erythorbate
Antioxidant
(TBHQ was one of several, and not the most potent) and reduction of nitrosamine-induced carcinogenesis (likely due to phase-II enzyme induction via Nrf2)
Tert-Butylhydroquinone
Chemical group (>C=N=N)
coupling, but the reaction only produces diaryl diazo compounds. Alkyl-acyl nitrosamines in base dehydrate to diazo compounds: Examples are the laboratory synthesis
Diazo
Chemical compound
(vitamin E) to further inhibit nitrosamine production. α-Tocopherol, ascorbic acid, and erythorbic acid all inhibit nitrosamine production by their oxidation-reduction
Sodium_nitrite
Device for birth control and STI prevention
over certain ingredients sometimes added to condoms, notably talc and nitrosamines. Dry dusting powders are applied to latex condoms before packaging to
Condom
Branch of cooking of prepared meat products, primarily from pork
effects are presumed to be caused by nitrates and nitrites, as well as nitrosamines which are formed by nitrites reacting with meat. These risks are generally
Charcuterie
European standard specifies safety requirements for toys
71-11: Organic chemical compounds – Methods of analysis EN 71-12: N-Nitrosamines and N-Nitrosatable Substances EN 71-13: Olfactory board games, cosmetic
EN_71
Chemical compound
N-Nitrosonornicotine (NNN) is a tobacco-specific nitrosamine produced during the curing and processing of tobacco. It has been classified as a Group 1
N-Nitrosonornicotine
Agent directly involved in causing cancer
polycyclic aromatic hydrocarbons (PAH, such as benzo(a)pyrene), benzene, and nitrosamine. Given that populations of workers are more likely to have consistent
Carcinogen
Chemical stimulant produced by some plants
cancer cells. Nicotine in tobacco can form carcinogenic tobacco-specific nitrosamines through a nitrosation reaction. This occurs mostly in the curing and
Nicotine
Chemical compound
smokeless tobacco products (snuff tobacco, Snus, etc.) as well. Volatile nitrosamines, including NMOR, are detectable in the urine of tobacco smokers. Morpholine
N-Nitrosomorpholine
Preparing food using heat
by reducing the time needed for the meat to be cooked at high heat. Nitrosamines are found in some food, and may be produced by some cooking processes
Cooking
Moist tobacco product placed under the upper lip
growth of bacteria that facilitate the formation of tobacco-specific nitrosamines, while preserving the desired texture and mouthfeel of the snus. The
Snus
Chemical compound
Medicines Agency, formulations of trimebutine might be contaminated with N-nitrosamines. However, it was assigned CPCA Category 5 with acceptable daily intake
Trimebutine
Index of chemical compounds with the same molecular formula
Histamine glutarimide para-Nitrophenylpiperazine NNK (nicotine-derived nitrosamine ketone) This set index page lists chemical structure articles associated
C10H13N3O2
Antibiotic against tuberculosis
August 2020, the U.S. Food and Drug Administration (FDA) became aware of nitrosamine impurities in certain samples of rifapentine. The FDA and manufacturers
Rifapentine
Species of plant
"Simultaneous determination of tobacco minor alkaloids and tobacco-specific nitrosamines in mainstream smoke by dispersive solid-phase extraction coupled with
Nicotiana_tabacum
Nitric Oxide as an EDRF
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Endothelium-derived relaxing factor
Endothelium-derived_relaxing_factor
Pork from a leg cut that has been preserved by wet or dry curing
in meat can react with degradation products of amino acids, forming nitrosamines, which are known carcinogens. The dry curing of ham involves a number
Ham
Drug for erectile dysfunction and hypertension
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Sildenafil
Smoke directly released into the air from a burning cigarette, cigar, or smoking pipe
Sampson EJ (November 2010). "Urine concentrations of a tobacco-specific nitrosamine carcinogen in the U.S. population from secondhand smoke exposure". Cancer
Sidestream_smoke
Amino acid
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Arginine
Colorless gas with the formula NO
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Nitric_oxide
Enzyme is involved in vasodilation
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Soluble_guanylyl_cyclase
Preparation of salmon
can be converted into nitrosamines, some of which are carcinogenic. Nitrosamine formation is temperature-dependent; nitrosamines are present at low levels
Smoked_salmon
Chemical compound
of similar availability. It has a similar structure to RDX but with nitrosamine groups replacing the nitroamine groups of RDX. It is also found as a
R-salt
Physical or chemical agent that increases the rate of genetic mutation
mispaired with thymine. Some may cause DNA crosslinking and breakages. Nitrosamines are an important group of mutagens found in tobacco, and may also be
Mutagen
Inhalation of tobacco smoke by persons other than the intended active smoker
special concern are polynuclear aromatic hydrocarbons, tobacco-specific N-nitrosamines, and aromatic amines, such as 4-aminobiphenyl, all known to be highly
Passive_smoking
Process of capturing and storing carbon dioxide from industrial flue gas
not adequately controlled. Among the chemicals of concern are volatile nitrosamines and nitramines which are carcinogenic when inhaled or drunk in water
Carbon_capture_and_storage
Biological process of increasing toxicity
include: Conversion of secondary amines in the stomach into carcinogenic nitrosamines via NO pathway. Nicotine into the nitrosated carcinogenic NNK (4-(methylnitrosamino)-
Toxication
Stimulant alkaloid responsible for mouth cancers
other constituents of the nut as well, some of which are precursors to nitrosamines that form in the mouth during chewing. Section 5.5 Evaluation on page
Arecoline
Medication mainly used for depression and smoking cessation
for an industry-wide review of medicines for the possible presence of nitrosamines, GlaxoSmithKline paused batch release and distribution of bupropion 150 mg
Bupropion
transporters, and other substances. The levels of nicotine, tobacco-specific nitrosamines (TSNAs), aldehydes, metals, volatile organic compounds (VOCs), flavors
Composition of electronic cigarette aerosol
Composition_of_electronic_cigarette_aerosol
Fruit of the areca palm chewed as a stimulant
Working Group. Betel-quid and areca-nut chewing and some areca-nut-derived Nitrosamines (PDF). The World Health Organization. ISBN 978-92-832-1585-1. Archived
Areca_nut
Food preservation and flavouring processes
cooked. The addition of ascorbate to cured meat reduces formation of nitrosamines (see below), but increases the nitrosylation of iron. The use of nitrite
Curing_(food_preservation)
Chemical compound
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Mannitol_hexanitrate
Species of plant
Working Group. Betel-quid and areca-nut chewing and some areca-nut-derived Nitrosamines (PDF). The World Health Organization. ISBN 9789283215851. WHO Report
Betel
Chemical compound
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Nitroglycerin
Chemical compound
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Ethyl_nitrite
Chemical compound
Alanosine (also called SDX-102) is a substance that has been studied for the treatment of pancreatic cancer. It is an antimetabolite. It is used as one
Alanosine
Type of tobacco product
compounds (including acetaldehyde, acrolein, and formaldehyde), and nitrosamines—are also found in HTP emissions. A 2017 study found that indoor use of
Heated_tobacco_product
Cancer of the lining of the lips, mouth, or upper throat
neck cancers due to the substances like propylene glycol, glycerol, nitrosamines, and metals contained therein, which can cause damage to the airways
Oral_cancer
Chemical compound
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Isopropyl_nitrite
Medical controversy
Food additives Food irradiation Heterocyclic amines Modified starch Nitrosamines Polycyclic aromatic hydrocarbon Shortening Trans fat Variant Creutzfeldt–Jakob
Seed_oil_misinformation
Topics referred to by the same term
Netumbo Nandi-Ndaitwah, the president of Namibia N-Nitrosonornicotine, a nitrosamine carcinogen found in tobacco New Nordic Norm, a type of binding for cross-country
NNN
Chemical compound
Later work showed that this could be applied fairly generally to the nitrosamines of N-substituted amino acids. The parent compound sydnone is not synthetically
Sydnone
Nicotinic receptor agonist
Chantix [varenicline], due to high levels of cancer-causing agents called nitrosamines in the pills". This followed a July 2021 announcement by the FDA that
Varenicline
Cancerous tumor originating in the stomach lining
the original on 6 October 2011. Jakszyn P, Gonzalez CA (July 2006). "Nitrosamine and related food intake and gastric and oesophageal cancer risk: a systematic
Stomach_cancer
1906 United States consumer protection law
Food additives Food irradiation Heterocyclic amines Modified starch Nitrosamines Polycyclic aromatic hydrocarbon Shortening Trans fat Variant Creutzfeldt–Jakob
Pure_Food_and_Drug_Act
metabolically unstable, and often carcinogenic; however, in contrast to the N-nitrosamines, N-nitrosamides are not generally contaminants found in food. Various
N-Nitrosamides
Particles coming out of suspension as flakes
dimethylamine) are common choices, though these can produce carcinogenic nitrosamines. Sand, powerdered activated carbon, and clay may also be used as nucleating
Flocculation
Preparation of betel leaf and areca nut
Working Group. Betel-quid and areca-nut chewing and some areca-nut-derived Nitrosamines (PDF). The World Health Organization. ISBN 978-92-832-1585-1. Archived
Betel_nut_chewing
Rolled bundle of dried and fermented tobacco leaves made to be smoked
acetaldehyde, and smaller quantities of a large spectrum of volatile N-nitrosamines and volatile organic compounds, with the detailed composition unknown
Cigar
Chemical compound
S-Nitrosoglutathione (GSNO, SNOG) SNO-t-PA SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A Nitrosyl compounds: Metal nitrosyl complexes: Roussin's black
Naproxcinod
Group of diseases involving cell growth
pancreas. Tobacco smoke contains over fifty known carcinogens, including nitrosamines and polycyclic aromatic hydrocarbons. Tobacco is responsible for about
Cancer
Food additives Food irradiation Heterocyclic amines Modified starch Nitrosamines Polycyclic aromatic hydrocarbon Shortening Trans fat Variant Creutzfeldt–Jakob
Food_safety_in_Australia
tobacco-specific nitrosamines (TSNAs). One TSNA, called 4-(methylnitrosamino)-1-(3-pyridinyl)-1-butanone (also known as nicotine-derived nitrosamine ketone, or
Third-hand_smoke
Smokeless tobacco type
to Humans, Volume 89, Smokeless Tobacco and Some Tobacco-specific N-Nitrosamines, Lyon, France, 2007, Historical Overview 1.1.2 Snuff taking, pp. 43–47
Snuff_(tobacco)
Malignant tumor characterized by uncontrolled cell growth in lung tissue
tobacco smoke as carcinogenic, and the most potent is tobacco-specific nitrosamines. Exposure to these chemicals causes several kinds of DNA damage: DNA
Lung_cancer
German open-face sandwich
and similarly composed dishes have the potential to form carcinogenic nitrosamines due to the combination of nitrates in the ham curing salt and the amino
Toast_Hawaii
Segment of DNA bound to a cancer-causing chemical
lipid peroxidation polycyclic aromatic hydrocarbons (PAHs) nitro-PAHs Nitrosamines Aflatoxins Mustards aromatic amines heterocyclic aromatic amines (HAAs)
DNA_adduct
Topics referred to by the same term
7-Nitroso-3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine a Nitrosamine This disambiguation page lists articles associated with the title NTTP
NTTP
Law prohibiting tobacco smoking in a given space
(3-EP), phenol, cresols, naphthalene, formaldehyde, and tobacco-specific nitrosamines (including some not found in freshly-emitted tobacco smoke), which can
Smoking_ban
Finely sliced and fermented cabbage
W–H; Cheng, Y-J; et al. (June 2000). "Dietary exposure to nitrite and nitrosamines and risk of nasopharyngeal carcinoma in Taiwan". International Journal
Sauerkraut
Materials that are intended to be in contact with food
and intelligent materials, and substances such as vinyl chloride, N-nitrosamines and N-nitrostable substances in rubber, and epoxy derivatives, exist
Food_contact_materials
Form of smokeless chewing tobacco
Daily News and Analysis. "Smokeless Tobacco and Some Tobacco-specific N-Nitrosamines". Ncbi.nlm.nih.gov. National Center for Biotechnology Information. December
Mava_(tobacco)
Human and animal disease
nitrite and nitrate on toxin production by Clostridium botulinum and on nitrosamine formation in perishable canned comminuted cured meat". Applied Microbiology
Botulism
Chemical compound
dyscrasias. However, it cannot be transformed into potentially carcinogenic nitrosamines and has therefore been widely used as a replacement drug for aminophenazone
Propyphenazone
Process of tire fabrication
substances are formed during the manufacturing of rubber tyres, including nitrosamines and dibenzopyrenes. Retread "Rubber, Natural – Chemical Economics Handbook
Tire_manufacturing
Traditional Chinese food from Guangdong
being cited in publications as such. Several studies have identified N-nitrosamines (a volatile organic compound) as being a carcinogenic to humans and laboratory
Cantonese_salted_fish
Enzyme found in humans
substrates including benzene, carbon tetrachloride, ethylene glycol, and nitrosamines which are premutagens found in cigarette smoke. Due to its many substrates
CYP2E1
NITROSAMINE
NITROSAMINE
NITROSAMINE
NITROSAMINE
Boy/Male
Muslim
The Moon
Boy/Male
Welsh
Legendary son of Kynan.
Boy/Male
Irish Gaelic Scottish
Fair hero.
Boy/Male
Tamil
Young, Lord Krishna
Girl/Female
American, British, English
Island of the Ships; Cenel's Land
Girl/Female
Biblical
Division, or in the trial.
Boy/Male
Arabic, French, Russian
Pure
Girl/Female
Arabic, Bengali, Gujarati, Indian, Kannada, Muslim
Flourishing; Blossoming
Girl/Female
Hindu
Nourishing
Boy/Male
Indian
Absorber, Attractive
NITROSAMINE
NITROSAMINE
NITROSAMINE
NITROSAMINE
NITROSAMINE