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M8765

Sigma-Aldrich

Myosmine

≥98%

Synonym(s):

3-(1-Pyrrolin-2-yl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C9H10N2
CAS Number:
Molecular Weight:
146.19
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98%

form

solid

storage temp.

2-8°C

SMILES string

C1CN=C(C1)c2cccnc2

InChI

1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2

InChI key

DPNGWXJMIILTBS-UHFFFAOYSA-N

Gene Information

Application

Myosmine can be used as a reactant in thesynthesis of nicotinoid derivatives through N-nitrosation.
Tobacco alkaloid

Reactant for:
Nitrosation reactions
Peroxidation reaction with hydrogen peroxide

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Trixie Ann Bartholomeusz et al.
Phytochemistry, 66(20), 2432-2440 (2005-09-06)
Nicotine or nornicotine enriched with stable isotopes in either the N'-methyl group or the pyrrolidine-N were fed to Nicotiana plumbaginifolia suspension cell cultures that do not form endogenous nicotine. The metabolism of these compounds was investigated by analysing the incorporation
J S LaKind et al.
Risk analysis : an official publication of the Society for Risk Analysis, 19(3), 375-390 (2000-04-15)
The ultimate goal of the research reported in this series of three articles is to derive distributions of doses of selected environmental tobacco smoke (ETS)-related chemicals for nonsmoking workers. This analysis uses data from the 16-City Study collected with personal
Norbert H Kleinsasser et al.
Toxicology, 192(2-3), 171-177 (2003-10-29)
Myosmine, 3-(1-pyrroline-2-yl)pyridine, is an alkaloid found in tobacco plants. Recently, it was also detected in various edibles and staple foods. Whereas other tobacco alkaloids such as nicotine and nornicotine and their nitrosation products, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and N'-nitrosonornicotine (NNN), have been
Katharina Schütte-Borkovec et al.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals, 14(5), 278-284 (2009-05-30)
Myosmine is a minor tobacco alkaloid with widespread occurrence in the human diet. Myosmine is genotoxic in human cells and is readily nitrosated and peroxidated yielding reactive intermediates with carcinogenic potential. For biomonitoring of short-term and long-term exposure, analytical methods
Rumyana Simeonova et al.
Arhiv za higijenu rada i toksikologiju, 63(1), 7-14 (2012-03-28)
Myosmine [3-(1-pyrrolin-2-yl) pyridine] is an alkaloid structurally similar to nicotine, which is known to induce oxidative stress. In this study we investigated the effects of myosmine on enzymatic and non-enzymatic antioxidative defence in rat liver. Wistar rats received a single

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