N-Nitrosonornicotine
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N-Nitrosonornicotine
''N''-Nitrosonornicotine (NNN) is a tobacco-specific nitrosamine produced during the curing and processing of tobacco. Toxicity It has been classified as a Group 1 carcinogen. Although no adequate studies of the relationship between exposure to NNN and human cancer have been reported, there is sufficient evidence that NNN causes cancer in experimental animals. Sources NNN is found in a variety of tobacco products including smokeless tobacco like chewing tobacco and snuff, cigarettes, and cigars. It is present in smoke from cigars and cigarettes, in the saliva of people who chew betel quid with tobacco, and in the saliva of oral-snuff and e-cigarette users. NNN is produced by the nitrosation of nornicotine during the curing, aging, processing, and smoking of tobacco. Roughly half of the NNN originates in the unburnt tobacco, with the remainder being formed during burning. NNN can be produced in the acidic environment of the stomach in users of oral nicotine replacement therapies ...
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Nornicotine
Nornicotine is an alkaloid found in various plants including ''Nicotiana'', the tobacco plant. It is chemically similar to nicotine, but does not contain a methyl group. It is a precursor to the carcinogen ''N''-nitrosonornicotine that is produced during the curing and processing of tobacco. Nornicotine can react in human saliva to form N-nitrosonornicotine, a known type 1 carcinogen. Synthesis There are several routes for the synthesis of nornicotine. One route is the demethylation of nicotine, which can be accomplished by reaction with silver oxide. \mathrm Another route is the partial reduction of 3-myosmine, which can be accomplished by standard catalytic hydrogenation conditions using palladium as a catalyst or with sodium borohydride.. This reaction gives the racemic In chemistry, a racemic mixture, or racemate (), is one that has equal amounts of left- and right-handed enantiomers of a chiral molecule or salt. Racemic mixtures are rare in nature, but many compound ...
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Tobacco-specific Nitrosamine
Tobacco-specific nitrosamines (TSNAs) comprise one of the most important groups of carcinogens in tobacco products, particularly cigarettes (traditional and electronic) and fermented dipping snuff. Background These nitrosamine carcinogens are formed from nicotine and related compounds by a nitrosation reaction that occurs during the curing and processing of tobacco. Essentially the plant's natural alkaloids combine with nitrate forming the nitrosamines. They are called tobacco-specific nitrosamines because they are found only in tobacco products, and possibly in some other nicotine-containing products. The tobacco-specific nitrosamines are present in cigarette smoke and to a lesser degree in "smokeless" tobacco products such as dipping tobacco and chewing tobacco; additional information has shown that trace amounts of NNN and NNK have been detected in e-cigarettes. They are present in trace amounts in snus. They are important carcinogens in cigarette smoke, along with combu ...
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List Of IARC Group 1 Carcinogens
Substances, mixtures, and exposure circumstances in this list have been classified as group 1 by the International Agency for Research on Cancer (IARC): The agent (mixture) is carcinogenic to humans. The exposure circumstance entails exposures that are carcinogenic to humans. This category is used when there is sufficient evidence of carcinogenicity in humans. Exceptionally, an agent (mixture) may be placed in this category when evidence of carcinogenicity in humans is less than sufficient but there is sufficient evidence of carcinogenicity in experimental animals and strong evidence in exposed humans that the agent (mixture) acts through a relevant mechanism of carcinogenicity. Agents Infectious conditions Viruses *Human immunodeficiency virus type 1 (infection with) * Human T-cell lymphotropic virus type I *Human papillomavirus types 16, 18, 31, 33, 35, 39, 45, 51, 52, 56, 58, and 59 *Hepatitis B virus (chronic infection with) *Hepatitis C virus (chronic infection with) * Ka ...
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Nitrosamines
In organic chemistry, nitrosamines (or more formally ''N''-Nitrosamines) are organic compounds with the chemical structure , where R is usually an alkyl group. They feature a nitroso group () bonded to a deprotonated amine. Most nitrosamines are carcinogenic in nonhuman animals. A 2006 systematic review supports a "positive association between nitrite and nitrosamine intake and gastric cancer, between meat and processed meat intake and gastric cancer and oesophageal cancer, and between preserved fish, vegetable and smoked food intake and gastric cancer, but is not conclusive". Chemistry The organic chemistry of nitrosamines is well developed with regard to their syntheses, their structures, and their reactions. They usually are produced by the reaction of nitrous acid () and secondary amines. :HONO + R2NH -> R2N-NO + H2O The nitrous acid usually arises from protonation of a nitrite. This synthesis method is relevant to the generation of nitrosamines under some biological cond ...
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NNN Mechanism Of Action
NNN may refer to: Arts and entertainment * ''Neal 'n' Nikki'', a 2005 Indian movie starring Uday Chopra and Tanisha and was directed by Arjun Sablok * NNN, the production code for the 1972 ''Doctor Who'' serial ''The Mutants'' Companies and organizations * National Numeracy Network (NNN), a professional organization that promotes numeracy in the United States * National Retail Properties (ticker symbol: NNN), a real estate investment trust in the United States * Norsk Naerings- og Nytelsesmiddelarbeiderforbund, the Norwegian Union of Food, Beverage and Allied Workers News * NAM News Network, a news network set up by non-aligned countries * Newspaper National Network, a marketing partnership of the top 25 newspaper companies in America and the Newspaper Association of America * Nippon News Network, the Japanese television news network * '' Norddeutsche Neueste Nachrichten'', a German newspaper * Nine News Now * National Nine Network, former name of the Nine Network * Nat ...
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Median Lethal Dose
In toxicology, the median lethal dose, LD50 (abbreviation for "lethal dose, 50%"), LC50 (lethal concentration, 50%) or LCt50 is a toxic unit that measures the lethal dose of a toxin, radiation, or pathogen. The value of LD50 for a substance is the dose required to kill half the members of a tested population after a specified test duration. LD50 figures are frequently used as a general indicator of a substance's acute toxicity. A lower LD50 is indicative of increased toxicity. The test was created by J.W. Trevan in 1927. The term semilethal dose is occasionally used in the same sense, in particular with translations of foreign language text, but can also refer to a sublethal dose. LD50 is usually determined by tests on animals such as laboratory mice. In 2011, the U.S. Food and Drug Administration approved alternative methods to LD50 for testing the cosmetic drug Botox without animal tests. Conventions The LD50 is usually expressed as the mass of substance administered per unit ...
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Nitrous Acid
Nitrous acid (molecular formula ) is a weak and monoprotic acid known only in Solution (chemistry), solution, in the gas phase and in the form of nitrite () salts. Nitrous acid is used to make diazonium salts from amines. The resulting diazonium salts are reagents in azo coupling reactions to give azo dyes. Structure In the gas phase, the planar nitrous acid molecule can adopt both a ''syn'' and an ''anti'' form. The ''anti'' form predominates at room temperature, and infrared spectroscopy, IR measurements indicate it is Gibbs free energy, more stable by around 2.3 kJ/mol. p. 462. Image:Trans-nitrous-acid-2D-dimensions.png , Dimensions of the ''anti'' form(from the rotational spectroscopy, microwave spectrum) Image:Trans-nitrous-acid-3D-balls.png , ball-and-stick model, Model of the ''anti'' form Image:Cis-nitrous-acid-3D-balls.png , ''syn'' form Preparation Nitrous acid is usually generated by acidification of aqueous solutions of sodium nitrite with a mineral acid ...
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Nitrosonium
The nitrosonium ion is , in which the nitrogen atom is bonded to an oxygen atom with a bond order of 3, and the overall diatomic species bears a positive charge. It can be viewed as nitric oxide with one electron removed. This ion is usually obtained as the following salts: , (nitrosylsulfuric acid, more descriptively written ) and . The and salts are slightly soluble in acetonitrile . NOBF4 can be purified by sublimation at 200–250 °C and . is isoelectronic with CO, and . It arises via protonation of nitrous acid: :HONO + H+ NO+ + H2O Chemical properties Hydrolysis reacts readily with water to form nitrous acid: : For this reason, nitrosonium compounds must be protected from water or even moist air. With base, the reaction generates nitrite: : As a diazotizing agent reacts with aryl amines, , to give diazonium salts, . The resulting diazonium group is easily displaced (unlike the amino group) by a variety of nucleophiles. As an oxidizing agent , e.g. as ...
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Curing Of Tobacco
In nearly all instances where tobacco is to be used for smoking or chewing, it is necessary to cure the tobacco directly after it's harvested. Tobacco curing is also known as ''color curing'', because tobacco leaves are cured with the intention of changing their color and reducing their chlorophyll content. History Curing tobacco has always been a process necessary to prepare the leaf for consumption because, in its raw, freshly picked state, the green tobacco leaf is too wet to ignite and be smoked. In recent times, traditional curing barns in the United States have been falling into disuse, as the trend toward using prefabricated metal curing boxes has become more and more prevalent. Temporary curing boxes are often found on location at tobacco farms. Processes Curing and subsequent aging allow for the slow oxidation and degradation of carotenoids in the tobacco leaf. This produces various compounds in the tobacco leaves that give cured tobacco its sweet hay, tea, rose oil, or ...
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Endogenous Formation Of Tobacco-specific N-nitrosamines (TSNA)
Endogenous substances and processes are those that originate from within a living system such as an organism, tissue, or cell. In contrast, exogenous substances and processes are those that originate from outside of an organism. For example, estradiol is an endogenous estrogen hormone produced within the body, whereas ethinylestradiol Ethinylestradiol (EE) is an estrogen medication which is used widely in birth control pills in combination with progestins. In the past, EE was widely used for various indications such as the treatment of menopausal symptoms, gynecological disord ... is an exogenous synthetic estrogen, commonly used in birth control pills. References External links *{{Wiktionary-inline, endogeny Biology ...
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Cytochrome P450
Cytochromes P450 (CYPs) are a Protein superfamily, superfamily of enzymes containing heme as a cofactor (biochemistry), cofactor that functions as monooxygenases. In mammals, these proteins oxidize steroids, fatty acids, and xenobiotics, and are important for the clearance (pharmacology), clearance of various compounds, as well as for hormone synthesis and breakdown. In 1963, Ronald W. Estabrook, Estabrook, David Y. Cooper, Cooper, and Otto Rosenthal, Rosenthal described the role of CYP as a catalyst in steroid hormone synthesis and drug metabolism. In plants, these proteins are important for the biosynthesis of secondary metabolite, defensive compounds, fatty acids, and hormones. CYP enzymes have been identified in all kingdom (biology), kingdoms of life: animals, plants, fungus, fungi, protists, bacteria, and archaea, as well as in viruses. However, they are not omnipresent; for example, they have not been found in ''Escherichia coli''. , more than 300,000 distinct CYP proteins ...
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