(2'S)-Nicotine 1-Oxide

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(2'S)-Nicotine 1-Oxide Basic information
Product Name:(2'S)-Nicotine 1-Oxide
Synonyms:3-[(2S)-1-Methyl-2α-pyrrolidinyl]pyridine 1-oxide;3-(1-methylpyrrolidin-2-yl)-1-oxidanidyl-pyridin-1-ium;3-(1-methylpyrrolidin-2-yl)-1-oxido-pyridin-1-ium;3-(1-methylpyrrolidin-2-yl)-1-oxidopyridin-1-ium;(S)-3-(1-Methyl-2-pyrrolidinyl)pyridine 1-Oxide;(S)-nicotine 1-N-oxide;Pyridine, 3-[(2S)-1-methyl-2-pyrrolidinyl]-, 1-oxide;(2'S)-Nicotine 1-Oxide
CAS:2820-55-5
MF:C10H14N2O
MW:178.23
EINECS:
Product Categories:Nicotine Derivatives;Aromatics;Chiral Reagents;Heterocycles;Mutagenesis Research Chemicals;Nitric Oxide Reagents
Mol File:2820-55-5.mol
(2'S)-Nicotine 1-Oxide Structure
(2'S)-Nicotine 1-Oxide Chemical Properties
Boiling point 347.9±30.0 °C(Predicted)
density 1.15±0.1 g/cm3(Predicted)
storage temp. Refrigerator, Under Inert Atmosphere
solubility DMF: 50 mg/mL; DMSO: 30 mg/mL; Ethanol: 50 mg/mL; PBS (pH 7.2): 1 mg/mL
form A crystalline solid
pka8.79±0.40(Predicted)
Stability:Very Hygroscopic
CAS DataBase Reference2820-55-5
Safety Information
HS Code 2933399990
MSDS Information
(2'S)-Nicotine 1-Oxide Usage And Synthesis
Description(2''S)-Nicotine-1-oxide is a metabolite of nicotine . It is formed when nicotine is metabolized in the liver by cytochrome P450 (CYP) isoform CYP2A6. (2''S)-Nicotine-1-oxide has been detected in human sperm and semen.
Chemical PropertiesLight Yellow Crystals
UsesNicotine-1’-N-oxide is a derivative of nicotine found in the leaves, stems, and roots of N. tabacum, N. affinis and N. sylvestris. Nicotine-1’-N-oxide has also been identified as metabolites of nicotine in animals and in man. The metabolism of nicotine i
UsesNicotine-1’-N-oxide is a derivative of Nicotine (N412420) found in the leaves, stems, and roots of N. tabacum, N. affinis and N. sylvestris. Nicotine-1’-N-oxide has also been identified as metabolites of nicotine in animals and in man. The metabolism of nicotine in man proceeds by alternative routes of oxidation of nitrogen to form nicotine-1’-N-oxide (both diastereomers) or cotinine. The ratio of these two products has been suggested as an indicator of bladder cancer in humans.
DefinitionChEBI: A member of the class of pyridine N-oxides obtained by oxidation of the pyridine nitrogen of (S)-nicotine.
References[1] AHMAD ABU-AWWAD  Oliver J S  Tawfiq Arafat. Simultaneous determination of nicotine, cotinine, and nicotine N-oxide in human plasma, semen, and sperm by LC-Orbitrap MS[J]. Analytical and Bioanalytical Chemistry, 2016, 408 23: 6473-6481. DOI: 10.1007/s00216-016-9766-7
(2'S)-Nicotine 1-Oxide Preparation Products And Raw materials
Tag:(2'S)-Nicotine 1-Oxide(2820-55-5) Related Product Information
3-Aminomethylpyridine-n-oxide (2'S)-Nicotine 1-Oxide Nicotine (1'RS,2'S)-Nicotine 1,1'-Di-N-Oxide 3-(1-Methyl-2-pyrrolidinyl)pyridinium-1-olate 3-hydroxy-1-methyl-5-pyridin-3-yl-pyrrolidin-2-one