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CAS 16543-55-8

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N-Nitrosonornicotine

Description:
N-Nitrosonornicotine (CAS 16543-55-8) is a nitrosamine derivative of the tobacco alkaloid nornicotine. It is characterized by its molecular structure, which includes a nitroso group (-N=O) attached to the nornicotine backbone. This compound is of significant interest in toxicology and cancer research due to its potential carcinogenic properties, particularly in relation to tobacco use. N-Nitrosonornicotine is known to exhibit mutagenic effects, which can lead to DNA damage and contribute to the development of various cancers. It is typically found in tobacco products and is formed during the curing and processing of tobacco leaves. The substance is a colorless to pale yellow liquid and is soluble in organic solvents. Its stability can be influenced by environmental factors such as temperature and pH. Due to its toxicological implications, N-nitrosonornicotine is subject to regulatory scrutiny, and research continues to explore its mechanisms of action and effects on human health.
Formula:C9H11N3O
InChI:InChI=1S/C9H11N3O/c13-11-12-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5,7,9H,2,4,6H2/t9-/m0/s1
InChI key:InChIKey=XKABJYQDMJTNGQ-VIFPVBQESA-N
SMILES:N(=O)N1[C@@H](CCC1)C=2C=CC=NC2
Synonyms:
  • (S)-N′-Nitrosonornicotine
  • 1-Nitroso-2-(3-Pyridyl)Pyrrolidine
  • 1’-Demethyl-1’-Nitroso-Nicotin
  • 1’-Desmethyl-1’-Nitrosonicotine
  • 1’-Nitroso-1’-Demethyl-Nicotin
  • 1’-Nitroso-1’-Demethylnicotine
  • 1’-Nitrosonornicotine
  • 3-(1-Nitrosopyrrolidin-2-Yl)Pyridine
  • 3-[(2S)-1-Nitroso-2-pyrrolidinyl]pyridine
  • 3-[(2S)-1-Nitrosopyrrolidin-2-yl]pyridine
  • See more synonyms
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